1460723175-bef1a8fd-a66d-4be7-9ad1-e87cdb6d70e7

1. An indole compound represented by the formula (1)
wherein
R1 is a hydrogen atom, a C1-6 alkyl group or an acyl group;
R2 is a hydrogen atom or a halogen atom;
R3 is a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a nitro group, an amino group, a hydroxyl group, a cyano group, an acyl group, an aralkaloxy group or a thiazolyl group wherein the thiazolyl group is optionally substituted by a C1-6 alkyl group or an amino group;
R4 is a hydrogen atom or a C1-6 alkyl group;
R5 is a hydrogen atom, a C1-6 alkyl group or a C2-7 alkoxycarbonyl group;
R6 is a hydrogen atom, a C1-6 alkyl group or an aralkyl group wherein the aralkyl group is optionally substituted by a halogen atom;
R7 is
wherein X is \u2550O, \u2550S or \u2550NH;
A is \u2014N(R8)\u2014 wherein R8 is a hydrogen atom, a C1-6 alkyl group or an aryl group optionally having substituents, \u2014C(R9)(R10)\u2014 wherein R9 and R10 are the same or different and each is independently a hydrogen atom, a hydroxyl group, an amino group, a C1-6 alkyl group, a C1-6 hydroxyalkyl group, a C2-7 alkoxycarbonylamino group or an acylamino group, or R9 and R10 may form a C3-7 cycloalkyl group together with the adjacent carbon atom, \u2014(CH2)m\u2014NH\u2014 wherein m is an integer of 1 to 4, \u2014CO\u2014, \u2014S\u2014 or a single bond; and
B is
wherein R11, R12, R13, R14 and R15 are the same or different and each is independently a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a nitro group, a hydroxyl group, a cyano group, a haloalkyl group, an aralkyl group, an aryl group optionally having substituents, an aryloxy group, a tetrazolyl group, a triazolyl group, \u2014(CH2)p\u2014CO\u2014R19 wherein p is 0 or an integer of 1 to 4 and R19 is an aryl group optionally having substituents, a hydroxyl group, a C1-6 alkoxy group or \u2014N(R20)(R21) wherein R20 and R21 are the same or different and each is independently a hydrogen atom, a C1-6 alkyl group, an aralkyl group or a C3-13 alkoxycarbonylalkyl group, or R20 and R21 may form, together with the adjacent nitrogen atom,
wherein q is an integer of 1 to 3 and R22 is a hydrogen atom, a hydroxyl group, a C1-6 alkoxy group, an amino group, a C2-12 dialkylamino group or a C2-7 alkoxycarbonylamino group, \u2014O\u2014(CH2)r\u2014R23 wherein r is an integer of 1 to 4 and R23 is a hydroxyl group, an amino group, a C2-7 alkylcarbonyloxy group or \u2014CO\u2014R24 wherein R24 is a hydroxyl group, a C1-6 alkoxy group or \u2014N(R25)(R26) wherein R25 and R26 are the same or different and each is a hydrogen atom, a C1-6 alkyl group or an aralkyl group, or R25 and R26 may form, together with the adjacent nitrogen atom,
wherein q\u2032 and R22\u2032 are as defined for q and R22, respectively, \u2014O\u2014CO\u2014R27 wherein R27 is a C1-6 alkylamino group or a C2-12 dialkylamino group, or \u2014N(R28)(R29) wherein R28 and R29 are the same or different and each is a hydrogen atom, a C1-6 alkyl group, an aryl group optionally having substituents, an acyl group, \u2014(CH2)p\u2032\u2014COO\u2014R30 wherein p\u2032 is as defined for p and R30 is a hydrogen atom, an aryl group optionally having substituents or a C1-6 alkyl group wherein the C1-6 alkyl group is optionally substituted by a hydroxyl group, a trifluoromethyl group, an aryl group optionally having substituents, a morpholino group or a carboxyl group, \u2014CON(R31)(R32) wherein R31 and R32 are the same or different and each is a hydrogen atom, a C1-6 alkyl group or an aryl group optionally having substituents, \u2014CO\u2014R33 wherein R33 is a C1-6 alkyl group or an aryl group optionally having substituents or \u2014CO\u2014(CH2)r\u2032\u2014R34 wherein r\u2032 is as defined for r and R34 is a C1-6 alkylamino group, a C2-12 dialkylamino group, a C1-6 alkoxy group or a C2-7 alkylcarbonyloxy group,
R16b-R16n and R17b-R17n are the same or different and each is a hydrogen atom, a halogen atom, a C1-6 alkyl group, an amino group, a hydroxyl group, a C1-6 alkoxy group or \u2014CON(R31\u2032)(R32\u2032) wherein R31 and R32\u2032 are as defined for R31 and R32,
R18 is a hydrogen atom or a C2-7 alkoxycarbonyl group,
Y is \u2014S\u2014, \u2014O\u2014 or \u2014N(R35)\u2014 wherein R35 is a hydrogen atom or a C1-6 alkyl group, and
n is 0 or an integer of 1 to 4, or
R6 and R7 may form, together with the adjacent nitrogen atom,
wherein R36 and R37 are the same or different and each is a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, an amino group, a nitro group, a hydroxyl group, a C2-7 alkoxycarbonyl group, a carboxyl group, a C2-7 haloalkylcarbonylamino group or \u2014O\u2014CO\u2014R41 wherein R41 is a C1-6 alkyl group, a C1-6 alkylamino group or a C2-12 dialkylamino group;
Z is \u2014CH2\u2014CH2\u2014, \u2014C(R42)\u2550CH\u2014, \u2014C(R42\u2032)\u2550N\u2014, \u2014N\u2550N\u2014, \u2014CO\u2014, \u2014CO\u2014O\u2014, \u2014CO\u2014CH2\u2014O\u2014, \u2014CH2\u2014CO\u2014NH\u2014, \u2014C(R42)(R43)\u2014N(R44)\u2014 wherein R42, R42\u2032, R42\u2033 and R43 are the same or different and each is a hydrogen atom, a C1-6 alkyl group or an aryl group optionally having substituents and R44 is a hydrogen atom, a C2-7 alkoxycarbonyl group or a C1-6 alkyl group wherein the C1-6 alkyl group is optionally substituted by a carboxyl group or a C2-7 alkoxycarbonyl group, or \u2014C(U)\u2014N(R44\u2032)\u2014 wherein U is \u2550O or \u2550S and R44\u2032 is as defined for R44 wherein an atom adjacent to the nitrogen atom on the fused ring in the formula (i) is described on the left end of each group;
R38 is a hydrogen atom, an aryl group optionally having substituents or a heteroaryl group;
R39 and R40 are the same or different and each is a hydrogen atom, a C1-6 alkyl group, a C1-6 alkoxy group or a C2-7 alkoxycarbonyl group, or R39 and R40 may form, together with the adjacent carbon atom,
W is \u2014CO\u2014, \u2014CS\u2014 or \u2014CH2\u2014;
V1 is \u2014CO\u2014, \u2014CS\u2014 or \u2014CH2\u2014;
V2 is \u2014O\u2014, \u2014CH2\u2014 or \u2014N(R45)\u2014 wherein R45 is a hydrogen atom, a C1-6 alkyl group or an aryl group optionally having substituents; and
V3 is \u2014CH(R46)\u2014 or \u2014N(R46\u2032)\u2014 wherein R46 and R46\u2032 are each a hydrogen atom, an aralkyl group, a heteroaryl group or an aryl group optionally having substituents,
a pharmaceutically acceptable salt thereof or a prodrug thereof.
2. The indole compound of claim 1, wherein
R6 is a hydrogen atom, a C1-6 alkyl group or an aralkyl group wherein the aralkyl group is optionally substituted by a halogen atom;
R7 is
wherein X is \u2550O, \u2550S or \u2550NH;
A is \u2014N(R8\u2032)\u2014 wherein R8\u2032 is a hydrogen atom, a C1-6 alkyl group or a phenyl group optionally having substituents, \u2014C(R9\u2032)(R10\u2032)\u2014 wherein R9\u2032 and R10\u2032 are the same or different and each is a hydrogen atom, a hydroxyl group, an amino group, a C1-6 alkyl group, a C1-6 hydroxyalkyl group, a C2-7 alkoxycarbonylamino group or an acylamino group, or R9\u2032 and R10\u2032 may form, together with the adjacent carbon atom, a C3-7 cycloalkyl group, \u2014(CH2)m\u2014NH\u2014 wherein m is an integer of 1 to 4, \u2014CO\u2014, \u2014S\u2014 or a single bond; and
B is
wherein R11\u2032, R12\u2032, R13\u2032, R14\u2032 and R15\u2032 are the same or different and each is a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a nitro group, a hydroxyl group, a cyano group, a haloalkyl group, an aralkyl group, a phenyl group optionally having substituents, an aryloxy group, a tetrazolyl group, a triazolyl group, \u2014(CH2)p\u2014CO\u2014R19\u2032 wherein p is 0 or an integer of 1 to 4 and R19\u2032 is a phenyl group optionally having substituents, a hydroxyl group, a C1-6 alkoxy group or \u2014N(R20)(R21)\u2014 wherein R20 and R21 are as defined in claim 1, \u2014O\u2014(CH2)r\u2014R23 wherein r and R23 are as defined in claim 1, \u2014O\u2014CO\u2014R27 wherein R27 is as defined in claim 1, or \u2014N(R28\u2032)(R29\u2032) wherein R28\u2032 and R29\u2032 are the same or different and each is a hydrogen atom, a C1-6 alkyl group, a phenyl group optionally having substituents, an acyl group, \u2014(CH2)p\u2032\u2014COO\u2014R30\u2018wherein p\u2019 is as defined in claim 1 and R30\u2032 is a hydrogen atom, a phenyl group optionally having substituents or a C1-6 alkyl group wherein the C1-6 alkyl group is optionally substituted by a hydroxyl group, a trifluoromethyl group, a phenyl group optionally having substituents, a morpholino group or a carboxyl group, \u2014CON(R31\u2033)(R32\u2033) wherein R31\u2033 and R32\u2033 are the same or different and each is a hydrogen atom, a C1-6 alkyl group or a phenyl group optionally having substituents, \u2014CO\u2014R33\u2032 wherein R33\u2032 is a C1-6 alkyl group or a phenyl group optionally having substituents or \u2014CO\u2014(CH2)r\u2032\u2014R34 wherein r\u2032 and R34 are as defined in claim 1,
R16b\u2032-R16n\u2032 and R17b\u2032-R17n\u2032 are the same or different and each is a hydrogen atom, a halogen atom, a C1-6 alkyl group, an amino group, a hydroxyl group, a C1-6 alkoxy group or \u2014CON(R31\u2032\u2033)(R32\u2032\u2033) wherein R31\u2032\u2033 and R32\u2032\u2033 are as defined for R31\u2033 and R32\u2033, and
R18, Y and n are as defined in claim 1, or
R6 and R7 may form, together with the adjacent nitrogen atom,
wherein R36 and R37 are as defined in claim 1;
Z\u2032 is \u2014CH2\u2014CH2\u2014, \u2014C(R42)\u2550CH\u2014, \u2014C(R42\u2032)\u2550N\u2014, \u2014N\u2550N\u2014, \u2014CO\u2014, \u2014CO\u2014O\u2014, \u2014CO\u2014CH2\u2014O\u2014, \u2014CH2\u2014CO\u2014NH\u2014, \u2014C(R42)(R43)\u2014N(R44)\u2014 wherein R42, R42, R42\u2032 and R43 are the same or different and each is a hydrogen atom, a C1-6 alkyl group or a phenyl group optionally having substituents and R44 are as defined in claim 1 or \u2014C(U)\u2014N(R44\u2032)\u2014 wherein U and R44\u2032 are as defined in claim 1;
R38\u2032 is a hydrogen atom, a phenyl group optionally substituted by a halogen atom or a C1-6 alkyl group, or a pyridyl group;
R39\u2032 and R40\u2032 are both hydrogen atoms, or R39\u2032 and R40\u2032 may form, together with the adjacent carbon atom,
W and V1 are as defined in claim 1;
V2\u2032 is \u2014O\u2014, \u2014CH2\u2014 or \u2014N(R45)\u2014 wherein R45 is a hydrogen atom, a C1-6 alkyl group, a phenyl group optionally substituted by a halogen atom; and
V3\u2032 is \u2014CH(R46)\u2014 or \u2014N(R46\u2032)\u2014 wherein R46 and R46\u2032 are each a hydrogen atom, a benzyl group, a thienyl group, or a phenyl group optionally substituted by a halogen atom, a hydroxy group or a C1-6 alkoxy group,
a pharmaceutically acceptable salt thereof or a prodrug thereof.
3. The indole compound of claim 1, wherein
R6 is a hydrogen atom, a C1-6 alkyl group or an aralkyl group wherein the aralkyl group is optionally substituted by a halogen atom;
R7 is
wherein X is as defined in claim 1;
A is \u2014N(R8\u2033)\u2014 wherein R8\u2033 is a hydrogen atom, a C1-6 alkyl group or an aryl group optionally having substituents, \u2014C(R9\u2033)(R10\u2033)\u2014 wherein R9\u2033 and R10\u2033 are the same or different and each is a hydrogen atom, a hydroxyl group, an amino group, a C1-6 alkyl group, a C1-6 hydroxyalkyl group or a C2-7 alkoxycarbonylamino group, or R9\u2033 and R10\u2033 may form, together with the adjacent carbon atom, a C3-7 cycloalkyl group, \u2014(CH2)m\u2014NH\u2014 wherein m is as defined in claim 1, \u2014CO\u2014 or a single bond; and
B is
wherein R11\u2033, R12\u2033, R13\u2033, R14\u2033 and R15\u2033 are the same or different and each is a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a nitro group, a hydroxyl group, a cyano group, a haloalkyl group, an aralkyl group, an aryl group optionally having substituents, an aryloxy group, a tetrazolyl group, a triazolyl group, \u2014(CH2)p\u2014CO\u2014R19 wherein p and R19 are as defined in claim 1, \u2014O\u2014(CH2)r\u2014R23 wherein r and R23 are as defined in claim 1, \u2014O\u2014CO\u2014R27 wherein R27 is as defined in claim 1 or \u2014N(R28\u2033)(R29\u2033) wherein R28\u2033 and R29\u2033 are the same or different and each is a hydrogen atom, a C1-6 alkyl group, an aryl group optionally having substituents, \u2014(CH2)p, \u2014COO\u2014R30\u2033 wherein p\u2032 is as defined for p and R30\u2033 is a hydrogen atom or a C1-6 alkyl group wherein the C1-6 alkyl group is optionally substituted by a hydroxyl group, a trifluoromethyl group or a carboxyl group, \u2014CON(R31)(R32) wherein R31 and R32 are as defined in claim 1, \u2014CO\u2014R33 wherein R33 is as defined in claim 1 or \u2014CO\u2014(CH2)r\u2032\u2014R34 wherein r\u2032 and R34 are as defined in claim 1,
R16b-R16n and R17b-R17n are as defined in claim 1,
R18 is as defined in claim 1,
Y\u2033 is \u2014S\u2014 or \u2014N(R35)\u2014 wherein R35 is as defined in claim 1, and
n is as defined in claim 1, or
R6 and R7 may form, together with the adjacent nitrogen atom,
wherein R36\u2033 and R37\u2033 are the same or different and each is a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, an amino group, a hydroxyl group or \u2014O\u2014CO\u2014R41 wherein R41 are as defined in claim 1;
Z\u2033 is, \u2014CH2\u2014CH2\u2014, \u2014C(R42)\u2550CH\u2014, \u2014N\u2550N\u2014, \u2014CO\u2014, \u2014CO\u2014O\u2014, \u2014CO\u2014CH2\u2014O\u2014, \u2014CH, \u2014CO\u2014NH\u2014, \u2014C(R42\u2033)(R43)\u2014N(R44\u2033)\u2014 wherein R42, R42\u2033 and R43 are as defined in claim 1 and R44\u2033 is a hydrogen atom, a C1-6 alkyl group or a C2-7 alkoxycarbonyl group or \u2014C(U)\u2014N(R44\u2032\u2033)\u2014 wherein U is \u2550O or \u2550S and R44\u2032\u2033 is as defined for R44\u2033;
R38\u2033 is a hydrogen atom or an aryl group optionally having substituents;
R39\u2033 and R40\u2033 are the same or different and each is a hydrogen atom, a C1-6 alkyl group or a C2-7 alkoxycarbonyl group, or R39\u2033 and R40\u2033 may form, together with the adjacent carbon atom,
W\u2033 is \u2014CO\u2014 or \u2014CH2\u2014;
V1 and V2 are as defined in claim 1; and
V3\u2033 is \u2014CH(R46\u2033)\u2014 or \u2014N(R46\u2032\u2033)\u2014 wherein R46\u2033 and R46\u2032\u2033 are the same or different and each is a hydrogen atom or an aryl group optionally having substituents,
a pharmaceutically acceptable salt thereof or a prodrug thereof.
4. The indole compound of claim 1, wherein R1, R2, R4, R5 and R6 are each a hydrogen atom, a pharmaceutically acceptable salt thereof or a prodrug thereof.
5. The indole compound of claim 4, wherein R3 is a halogen atom or a C1-6 alkyl group, a pharmaceutically acceptable salt thereof or a prodrug thereof.
6. The indole compound of claim 4, wherein X\u2550O, A is a single bond and B is
a pharmaceutically acceptable salt thereof or a prodrug thereof.
7. The indole compound of claim 4, wherein X\u2550NH, A is a single bond and B is
a pharmaceutically acceptable salt thereof or a prodrug thereof.
8. The indole compound of claim 1, wherein R6 and R7 may form, together with the adjacent nitrogen atom,
a pharmaceutically acceptable salt thereof or a prodrug thereof.
9. The indole compound of claim 1, which is selected from the group consisting of
benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-hydroxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenylcarbamoyloxy)-2,2-dimethylpropionic acid,
benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)-1-methylhydrazide,
benzoic acid 2-(1-acetyl-5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-phenyl-methyl)hydrazide,
5-aminothiazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-fluoro-1H-indole-2-carbonyl)hydrazide,
cyclohexanecarboxylic acid 2-(5-fluoro-1H-indole-2-carbonyl)hydrazide,
thiophene-2-carboxylic acid 2-(5-fluoro-1H-indole-2-carbonyl)hydrazide,
4-nitrobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-methoxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-methoxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-methoxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)benzoic acid methyl ester,
cyclohexanecarboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,4-dichlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,6-dichlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,4-difluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
biphenyl-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-trifluoromethylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-trifluoromethylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-trifluoromethylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-chloro-3-methyl-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5,7-dichloro-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(5-isopropyl-1H-indole-2-carbonyl)hydrazide,
2-amino-4-fluorobenzoic acid 2-(5-isopropyl-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(5-fluoro-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(6-chloro-1H-indole-2-carbonyl)hydrazide,
3-amino-4-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)benzoic acid methyl ester,
3-aminoisonicotinic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
isonicotinic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
nicotinic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
pyridine-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
N-(3-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)acetamide,
N-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)acetamide,
4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)-2-methylhydrazide,
2-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)acetic acid methyl ester,
2-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)acetic acid,
2-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy-N,N-dimethylacetamide,
2-methylaminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-4-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-6-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-3-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-5-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-cyanobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-(1H-tetrazol-5-yl)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-(1H-tetrazol-5-yl)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)anilino)acetic acid,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
methyl (2-(2-(5-methyl-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl dimethylcarbamate,
2-aminobenzoic acid 2-(5-ethyl-1H-indole-2-carbonyl)hydrazide,
2-amino-4,5-difluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
2-(2-hydroxyethoxy)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-(3-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)acetic acid methyl ester,
2-(3-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)acetic acid,
2-(3-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy}N,N-dimethylacetamide,
2-methylthiazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-(2H-1,2,4triazol-3-yl)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-(2H-1,2,4triazol-3-yl)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
1,3-dihydroxy-2-propyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
3-((2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamoyloxy)-2,2-dimethylpropionic acid,
thiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
furan-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,6-dichloronicotinic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
1H-pyrrole-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
1H-imidazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
pyrazine-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
thiophene-3-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
furan-3-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chlorothiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-chlorothiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
1-methyl-1H-pyrrole-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-methylthiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-methylthiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,6-difluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,3-difluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(naphthalene-1-carbonyl)hydrazide,
3,4,5-trifluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,3,4,5-tetrafluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-4-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-5-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-6-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-3-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-4,5-difluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-aminothiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(5-bromo-1H-indole-2-carbonyl)hydrazide,
2-amino-4-fluorobenzoic acid 2-(5-bromo-1H-indole-2-carbonyl)hydrazide,
1H-pyrazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
methyl (2-(2-(5-fluoro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
1-methyl-1H-pyrrole-2-carboxylic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
thiophene-3-carboxylic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
4H-thieno3,2-bpyrrole-5-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
phenyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
benzyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
2-hydroxyethyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
3-hydroxypropyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
2-((2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamoyloxy)acetic acid,
2-((2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamoyloxymethyl)-2-methylmalonic acid,
methyl 2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenylcarbamate,
cyclohexanecarboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)-1-methylhydrazide,
thiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)-1-methylhydrazide,
benzoic acid 2-(1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-chloro-1-methyl-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-methoxy-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-isopropyl-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-nitro-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-benzyloxy-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(6-chloro-1H-indole-2-carbonyl)hydrazide,
6H-thieno 2,3-bpyrrole-5-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((3-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((4-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(p-tolyl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((4-chlorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((3-chlorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((3-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(o-tolyl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(m-tolyl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(thiophen-2-yl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(pyridin-2-yl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((furan-2-yl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chloro-6-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(2-trifluoromethylphenyl) methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(pyrazin-2-yl)-methyl)hydrazide,
3-aminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-methoxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-amino-2-methylthiazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,3-dihydro-2,4-dioxo-4H-benzoe1,3oxazin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-4-oxo-2-thioxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (3,4-dihydro-2-methyl-4-oxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (3,4-dihydro-4-oxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-4-oxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,5-dioxo-5H-benzoe1,4diazepin-4-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,3,4,5-tetrahydro-3,5-dioxo-benzof1,4oxazepin-4-yl)amide,
5-isopropyl-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-isopropyl-1H-indole-2-carboxylic acid (7-fluoro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-fluoro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
6-chloro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
3-((5-chloro-1H-indole-2-carbonyl)amino)-1,2,3,4-tetrahydro-2,4-dioxoquinazoline-7-carboxylic acid methyl ester,
3-((5-chloro-1H-indole-2-carbonyl)amino)-1,2,3,4-tetrahydro-2,4-dioxoquinazoline-7-carboxylic acid,
5-chloro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,4-dioxo-6-(trifluoroacetylamino)quinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (6-amino-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (5-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (6-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (7-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (8-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
2-(3-((5-chloro-1H-indole-2-carbonyl)amino)-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl)acetic acid,
2-(3-((5-chloro-1H-indole-2-carbonyl)amino)-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl)acetic acid methyl ester,
5-methyl-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-methyl-1H-indole-2-carboxylic acid (7-fluoro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-ethyl-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-methyl-1H-indole-2-carboxylic acid (6,7-difluoro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)amide,
5-methyl-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-6-methoxy-2,4-dioxoquinazolin-3-yl)amide,
5-methyl-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-6-hydroxy-2,4-dioxoquinazolin-3-yl)amide,
acetic acid 3-((5-methyl-1H-indole-2-carbonyl)amino)-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-6-yl ester,
5-chloro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-2,4-dioxo-1-propylquinazolin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1,2,3,4-tetrahydro-1-methyl-2,4-dioxoquinazolin-3-yl)amide,
N-(1,2,3,4-tetrahydro-7-nitro-2,4-dioxoquinazolin-3-yl)-5-chloro-1H-indole-2-carboxylic acid amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxoperhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (4-oxo-2-thioxoperhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxo-1-phenylperhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (4-oxo-1-phenylperhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1-(4-fluorophenyl)-2,4-dioxoperhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxo-1-(pyridin-2-yl)perhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1-(3-fluorophenyl)-2,4-dioxoperhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1-(2-fluorophenyl)-2,4-dioxoperhydropyrimidin-3-yl)amide,
5-fluoro-1H-indole-2-carboxylic acid (2,4-dioxo-1-phenyl-perhydropyrimidin-3-yl)amide,
5-methyl-1H-indole-2-carboxylic acid (2,4-dioxo-1-phenyl-perhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1-(3-chlorophenyl)-2,4-dioxoperhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxo-1-(m-tolyl)perhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxo-1-(p-tolyl)perhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1-(4-chlorophenyl)-2,4-dioxoperhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxo-1-(o-tolyl)perhydropyrimidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4S)-2,5-dioxo-4-phenylimidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxo-1-phenylimidazolidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (4-oxo-1-phenyl-2-thioxoimidazolidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (4-oxo-1-phenylimidazolidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2-oxo-1-phenylimidazolidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4R)-2,5-dioxo-4-phenylimidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4S)-1,3-dioxo-perhydropyrrolo1,2-cimidazol-2-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4R)-1,3-dioxo-perhydropyrrolo1,2-cimidazol-2-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4S)-4-benzyl-2,5-dioxoimidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4R)-4-benzyl-2,5-dioxoimidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxoimidazolidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (1-methyl-2,5-dioxo-4-phenylimidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,4-dioxo-1-(4-fluorophenyl)imidazolidin-3-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,5-dioxo-4-(2-fluorophenyl)imidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,5-dioxo-4-(2-thienyl)imidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,5-dioxo-4-(4-fluorophenyl)imidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid (2,5-dioxo-4-(4-chlorophenyl)imidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4S)-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4S)-2,5-dioxo-4-(4-methoxyphenyl)imidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid ((4R)-2,5-dioxo-4-(4-methoxyphenyl)imidazolidin-1-yl)amide,
5-chloro-1H-indole-2-carboxylic acid 2-(anilinocarbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(phenylthiocarbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(2-phenylacetyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(2-oxo-2-phenylacetyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)aminocarbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((3-fluorophenyl)aminocarbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((4-fluorophenyl)aminocarbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(anilinocarbonyl)-2-methylhydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chloroanilino)carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((3-chloroanilino)carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((4-chloroanilino)carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((1-phenylcyclopropane)carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((1-phenylcyclopentane)carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((1-phenylcyclohexane)carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(2-phenylpropanoyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(3-hydroxy-2-phenylpropanoyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(2-methyl-2-phenylpropanoyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((2S)-2-amino-2-phenylacetyl)hydrazide,
N-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazino)-2-oxo-1-phenylethyl)acetamide,
2-morpholinoethyl (2-((2-(5-chloro-1H-indole-2-carbonyl)hydrazino)carbonyl)phenyl)carbamate p-toluenesulfonate,
2-amino-4,5-difluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
3-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide hydrochloride,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
3-aminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide p-toluenesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-phenyl-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide butenedioic acid salt,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((1-imino-2-phenylethyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((3-fluorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-((3,4-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(2-methoxyphenyl)-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2,6-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2,4-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((1,2-dimethyl-1H-pyrrol-5-yl)-imino-methyl)hydrazide methanesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-aminobenzoic acid 2-(5-bromo-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate, and
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide methanesulfonate,
a pharmaceutically acceptable salt thereof or a prodrug thereof.
10. The indole compound of claim 1, which is selected from the group consisting of
benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-hydroxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenylcarbamoyloxy)-2,2-dimethylpropionic acid,
benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)-1-methylhydrazide,
benzoic acid 2-(1-acetyl-5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-phenyl-methyl)hydrazide,
5-aminothiazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-fluoro-1H-indole-2-carbonyl)hydrazide,
cyclohexanecarboxylic acid 2-(5-fluoro-1H-indole-2-carbonyl)hydrazide,
thiophene-2-carboxylic acid 2-(5-fluoro-1H-indole-2-carbonyl)hydrazide,
4-nitrobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-methoxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-methoxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-methoxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)benzoic acid methyl ester,
cyclohexanecarboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,4-dichlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,6-dichlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,4-difluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
biphenyl-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-trifluoromethylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-trifluoromethylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-trifluoromethylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-chloro-3-methyl-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5,7-dichloro-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(5-isopropyl-1H-indole-2-carbonyl)hydrazide,
2-amino-4-fluorobenzoic acid 2-(5-isopropyl-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(5-fluoro-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(6-chloro-1H-indole-2-carbonyl)hydrazide,
3-amino-4-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)benzoic acid methyl ester,
3-aminoisonicotinic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
isonicotinic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
nicotinic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
pyridine-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
N-(3-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)acetamide,
N-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)acetamide,
4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)-2-methylhydrazide,
2-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)acetic acid methyl ester,
2-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)acetic acid,
2-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy-N,N-dimethylacetamide,
2-methylaminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-4-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-6-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-3-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-5-chlorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-cyanobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-(1H-tetrazol-5-yl)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-(1H-tetrazol-5-yl)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-(2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)anilino)acetic acid,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
methyl (2-(2-(5-methyl-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl dimethylcarbamate,
2-aminobenzoic acid 2-(5-ethyl-1H-indole-2-carbonyl)hydrazide,
2-amino-4,5-difluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
2-(2-hydroxyethoxy)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-(3-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)acetic acid methyl ester,
2-(3-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)acetic acid,
2-(3-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenoxy)-N,N-dimethylacetamide,
2-methylthiazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
4-(2H-1,2,4triazol-3-yl)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-(2H-1,2,4triazol-3-yl)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
1,3-dihydroxy-2-propyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
3-((2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamoyloxy)-2,2-dimethylpropionic acid,
thiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
furan-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,6-dichloronicotinic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
1H-pyrrole-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
1H-imidazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
pyrazine-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
thiophene-3-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
furan-3-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chlorothiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-chlorothiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
1-methyl-1H-pyrrole-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-methylthiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-methylthiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,6-difluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,3-difluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(naphthalene-1-carbonyl)hydrazide,
3,4,5-trifluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2,3,4,5-tetrafluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-4-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-5-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-6-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-3-methylbenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-amino-4,5-difluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-aminothiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-aminobenzoic acid 2-(5-bromo-1H-indole-2-carbonyl)hydrazide,
2-amino-4-fluorobenzoic acid 2-(5-bromo-1H-indole-2-carbonyl)hydrazide,
1H-pyrazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
methyl (2-(2-(5-fluoro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
1-methyl-1H-pyrrole-2-carboxylic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
thiophene-3-carboxylic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide,
4H-thieno3,2-bpyrrole-5-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
phenyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
benzyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
2-hydroxyethyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
3-hydroxypropyl (2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamate,
2-((2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamoyloxy)acetic acid,
2-((2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenyl)carbamoyloxymethyl)-2-methylmalonic acid,
methyl 2-(2-(5-chloro-1H-indole-2-carbonyl)hydrazinocarbonyl)phenylcarbamate,
cyclohexanecarboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)-1-methylhydrazide,
thiophene-2-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)-1-methylhydrazide,
benzoic acid 2-(1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-chloro-1-methyl-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-methoxy-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-isopropyl-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-nitro-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(5-benzyloxy-1H-indole-2-carbonyl)hydrazide,
benzoic acid 2-(6-chloro-1H-indole-2-carbonyl)hydrazide,
6H-thieno2,3-bpyrrole-5-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((3-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((4-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(p-tolyl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((4-chlorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((3-chlorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(o-tolyl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(m-tolyl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(thiophen-2-yl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(pyridin-2-yl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((furan-2-yl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chloro-6-fluorophenyl)-imino-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(2-trifluoromethylphenyl)-methyl)hydrazide,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(pyrazin-2-yl)-methyl)hydrazide,
3-aminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
3-methoxybenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
5-amino-2-methylthiazole-4-carboxylic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide,
2-morpholinoethyl (2-((2-(5-chloro-1H-indole-2-carbonyl)hydrazino)carbonyl)phenyl)carbamate p-toluenesulfonate,
2-amino-4,5-difluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
3-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide hydrochloride,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
3-aminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide p-toluenesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-phenyl-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide butenedioic acid salt,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((1-imino-2-phenylethyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((3-fluorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-((3,4-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(2-methoxyphenyl)methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2,6-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2,4-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((1,2-dimethyl-1H-pyrrol-5-yl)-imino-methyl)hydrazide methanesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-aminobenzoic acid 2-(5-bromo-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate, and
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide methanesulfonate
a pharmaceutically acceptable salt thereof or a prodrug thereof.
11. The indole compound of claim 1, which is selected from the group consisting of
2-morpholinoethyl (2-((2-(5-chloro-1H-indole-2-carbonyl)hydrazino)carbonyl)phenyl)carbamate p-toluenesulfonate,
2-amino-4,5-difluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
3-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide hydrochloride,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
3-aminobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide p-toluenesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-phenyl-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2-chlorophenyl)-imino-methyl)hydrazide butenedioic acid salt,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-((2-fluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((1-imino-2-phenylethyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((3-fluorophenyl)-imino-methyl)hydrazide hydrochloride,
5-chloro-1H-indole-2-carboxylic acid 2-((3,4-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-(imino-(2-methoxyphenyl)-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2,6-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((2,4-difluorophenyl)-imino-methyl)hydrazide methanesulfonate,
5-chloro-1H-indole-2-carboxylic acid 2-((1,2-dimethyl-1H-pyrrol-5-yl)-imino-methyl)hydrazide methanesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-aminobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide benzenesulfonate,
2-(dimethylamino)benzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-chloro-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-aminobenzoic acid 2-(5-bromo-1H-indole-2-carbonyl)hydrazide methanesulfonate,
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide p-toluenesulfonate, and
2-amino-4-fluorobenzoic acid 2-(5-methyl-1H-indole-2-carbonyl)hydrazide methanesulfonate
a pharmaceutically acceptable salt thereof or a prodrug thereof.
12. A pharmaceutical composition comprising an indole compound of claim 1, a pharmaceutically acceptable salt thereof or a prodrug thereof, and a pharmaceutically acceptable carrier.
13. An HLGPa inhibitor comprising an indole compound of claim 1, a pharmaceutically acceptable salt thereof or a prodrug thereof, and a pharmaceutically acceptable carrier.
14. A therapeutic agents for diabetes, which comprises an indole compound of claim 1, a pharmaceutically acceptable salt thereof or a prodrug thereof, and a pharmaceutically acceptable carrier.
15. The pharmaceutical composition of claim 14, which is used together with a therapeutic agent for hyperlipidemia.
16. The pharmaceutical composition of claim 15, wherein the therapeutic agent for hyperlipidemia is a statin pharmaceutical agent.
17. The pharmaceutical composition of claim 16, wherein the statin pharmaceutical agent is lovastatin, simvastatin, pravastatin, fluvastatin, atorvastatin or cerivastatin.
18. A pharmaceutical composition for the treatment or prophylaxis of diabetes, which comprises a therapeutic agent for diabetes selected from the group consisting of insulin preparations, sulfonylurea agents, insulin secretagogues, sulfonamides, biguanides, \u03b1-glucosidase inhibitors and insulin sensitizers, and an HLGPa inhibitor in combination.
19. The pharmaceutical composition of claim 18, wherein the therapeutic agent for diabetes is selected from the group consisting of insulin, glibenclamide, torbutamide, glyclopyramide, acetohexamide, glimepiride, tolazamide, gliclazide, nateglinide, glybuzole, metformin hydrochloride, buformin hydrochloride, voglibose, acarbose and pioglitazone hydrochloride.
20. A pharmaceutical composition for the treatment or prophylaxis of diabetes, which comprises a therapeutic agent for diabetes selected from the group consisting of insulin preparations, sulfonylurea agents, insulin secretagogues, sulfonamides, biguanides, \u03b1-glucosidase inhibitors, insulin sensitizers, insulin, glibenclamide, torbutamide, glyclopyramide, acetohexamide, glimepiride, tolazamide, gliclazide, nateglinide, glybuzole, metformin hydrochloride, buformin hydrochloride, voglibose, acarbose and pioglitazone hydrochloride, and an HLGPa inhibitor in combination, wherein the HLGPa inhibitor is an indole compound of claim 1, a pharmaceutically acceptable salt thereof or a prodrug thereof.
21. A method for treating or preventing diabetes, which comprises administering an indole compound of claim 1, a pharmaceutically acceptable salt thereof or a prodrug thereof.
22. The method of claim 21, which comprises using a therapeutic agent for hyperlipidemia in combination.
23. The method of claim 22, wherein the therapeutic agent for hyperlipidemia is a statin pharmaceutical agent.
24. The method of claim 23, wherein the statin pharmaceutical agent is lovastatin, simvastatin, pravastatin, fluvastatin, atorvastatin or cerivastatin.
25. A method for treating or preventing diabetes, which comprises administering a pharmaceutical composition for the treatment or prophylaxis of diabetes comprising a therapeutic agent for diabetes selected from the group consisting of insulin preparations, sulfonylurea agents, insulin secretagogues, sulfonamides, biguanides, \u03b1-glucosidase inhibitors and insulin sensitizers, and an HLGPa inhibitor in combination.
26. The method of claim 25, wherein the therapeutic agent for diabetes is selected from the group consisting of insulin, glibenclamide, torbutamide, glyclopyramide, acetohexamide, glimepiride, tolazamide, gliclazide, nateglinide, glybuzole, metformin hydrochloride, buformin hydrochloride, voglibose, acarbose and pioglitazone hydrochloride.
27. A method for treating or preventing diabetes, which comprises administering a pharmaceutical composition for the treatment or prophylaxis of diabetes comprising a therapeutic agent for diabetes selected from the group consisting of insulin preparations, sulfonylurea agents insulin secretagogues, sulfonamides, biguanides, \u03b1-glucosidase inhibitors, insulin sensitizers, insulin, glibenclamide, torbutamide, glyclopyramide, acetohexamide, glimepiride, tolazamide, gliclazide, nateglinide, glybuzole, metformin hydrochloride, buformin hydrochloride, voglibose, acarbose and pioglitazone hydrochloride, and an HLGPa inhibitor in combination, wherein the HLGPa inhibitor is an indole compound of claim 1, a pharmaceutically acceptable salt thereof or a prodrug thereof.
28-34 (Cancelled).
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.

1. A wooden Newel post material comprising:
two outer boards made of a high-quality wood and each being a parallelepiped; and
a middle board including two outer sections and a central section, with the two outer sections made of a wood the same as the high-quality wood, with the central section located between the two outer sections and including a plurality of portions, with an uppermost one of the plurality of portions of the central section made of a wood the same as the high-quality wood, with remaining portions below the uppermost portion of the central section made of short waste material resulting from cutting a wood the same as the high-quality wood or made of a second-grade wood obtained by artificial cultivation, with the plurality of portions fixedly engaged with each other to form the central section, with the central section fixedly engaged with the two outer sections to form the middle board, with the middle board sandwiched between the two outer boards to form a base material, with the base material adapted to be cut to form a Newel post having a top end and a plurality of sides, with the top end and the plurality of sides of the Newel post representing an appearance of the high-quality wood.
2. The wooden Newel post material as claimed in claim 1, with the outer boards made of one of oak, maple, poplar, alder, and beech.
3. The wooden Newel post material as claimed in claim 1, with each of the two outer boards including a longer side and a shorter side that are parallel to a ground, with the middle board including a longer side and a shorter side that are parallel to the ground, with the shorter side of the middle board located between the shorter sides of the two outer boards, with mutually facing sides of the middle board and the two outer boards bonded together by adhesive to form an elongated base material having substantially square cross sections.
4. The wooden Newel post material as claimed in claim 1, with the short waste materials for each of the portions of the central section below the uppermost portion of the central section being bonded together to form a laminated material.
5. The wooden Newel post material as claimed in claim 4, with two adjacent portions of the central section including a lower serrated coupling section and an upper serrated coupling section, with each of the lower serrated coupling section bonded by adhesive to a corresponding upper serrated coupling section to bond two adjacent portions together.

1460723167-1b0c03a8-5eb6-4ddd-8a05-0c1df62ca041

1. An apparatus for working ground surfaces or roadways, comprising:
a machine frame;
a drum housing supported from the machine frame;
a working drum located in the drum housing;
at least one spraying system including at least first and second outlet nozzle assemblies arranged next to one another and directed toward the working drum for spraying agents, each of the first and second outlet nozzle assemblies including:
an outlet nozzle including a nozzle channel;
a drivable closing mechanism including a closing element movable on a specified path between an open position in which the nozzle channel is fully uncovered, and a closed position in which the closing element closes the nozzle channel; and
the outlet nozzle and the closing element being configured such that a flow cross-section between the nozzle channel and the closing element is variable in accordance with a position of the closing element on the specified path; and

a controller operably associated with the drivable closing mechanisms and configured to drive the closing mechanisms.
2. The apparatus of claim 1, wherein:
the closing elements are positionable by the controller in identical intermediate positions between their open and closed positions.
3. The apparatus of claim 1, wherein:
the closing elements are positionable by the controller in individually different intermediate positions between their open and closed positions.
4. The apparatus of claim 1, wherein:
the flow cross-section between each nozzle channel and its respective closing element decreases as the closing element moves toward the closed position.
5. The apparatus of claim 1, wherein:
each closing element is movable and positionable coaxially with the nozzle channel of its respective outlet nozzle.
6. The apparatus of claim 1, wherein:
each outlet nozzle includes a variable nozzle geometry such that the flow cross-section between the nozzle channel and its respective closing element decreases as the closing element moves toward the closed position.
7. The apparatus of claim 1, wherein:
each drivable closing mechanism includes a displacement measuring sensor configured to supply a measured displacement signal to the controller; and
the controller is configured to send an actuation signal to the drivable closing mechanism to control a current position of the closing element.
8. The apparatus of claim 1, wherein:
the controller is configured to cause an additional movement of each closing element beyond the closed position to enable material accumulations in andor in front of the outlet nozzle to be removed.
9. The apparatus of claim 1, wherein:
the nozzle channel of each outlet nozzle includes on an inlet side a first section having a conical cross-section narrowing in a direction of flow of the outlet nozzle.
10. The apparatus of claim 1, wherein:
each closing element includes a first section facing the outlet nozzle and a second section on an opposite side of the first section from the outlet nozzle, the first section having a smaller cross-sectional area than the second section, the second section being sized to close the nozzle channel.
11. The apparatus of claim 1, wherein:
each outlet nozzle includes a first section on an inlet side of the outlet nozzle, the first section including an outer wall including at least one cut-out configured to conduct spraying agent into the outlet nozzle.
12. The apparatus of claim 11, wherein:
each cut-out has a width which changes in a closing direction of the closing element.
13. The apparatus of claim 12, wherein:
the nozzle channel of each outlet nozzle includes a constant cross-section.
14. The apparatus of claim 11, wherein:
the nozzle channel of each outlet nozzle includes a constant cross-section.
15. The apparatus of claim 1, wherein:
the controller is configured to control the flow cross-section of each outlet nozzle assembly in response to at least one parameter selected from the group consisting of:
a currently specified flow rate;
a currently used spraying agent;
a transverse slope of the spraying system; and
a pressure in the spraying system.
16. A method of working ground surfaces or roadways with an apparatus including a working drum, at least one spraying system including at least first and second outlet nozzle assemblies for spraying agents arranged next to one another and directed towards the working drum, each nozzle assembly including an outlet nozzle including a nozzle channel and a closing element movable between an open position in which the nozzle channel is uncovered and a closed position in which the nozzle channel is closed, the method comprising:
(a) operating the working drum; and
(b) driving the closing elements during step (a) to intermediate positions between their open and closed positions to adjust a variable selectable flow cross-section for each outlet nozzle assembly.
17. The method of claim 16, wherein:
in step (b) the closing elements are driven to identical intermediate positions.
18. The method of claim 16, wherein:
in step (b) the closing elements are driven to different intermediate positions.
19. The method of claim 16, wherein:
in step (b) the flow cross-section for each outlet nozzle is controlled in accordance with a currently specified flow rate.
20. The method of claim 16, wherein:
in step (b) the flow cross-section for each outlet nozzle is controlled in accordance with a currently used spraying agent.
21. The method of claim 16, wherein:
in step (b) the flow cross-section for each outlet nozzle is controlled in accordance with a transverse slope of the spraying system.
22. The method of claim 16, wherein:
in step (b) the flow cross-section for each outlet nozzle is controlled in accordance with a pressure in the spraying system.
23. The method of claim 16, wherein the variable selectable flow cross-section of each outlet nozzle assembly is generated by an interaction of a geometry of the outlet nozzle with the position of the closing element.
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.

1. A motorpump unit comprising:
a motor having a pot-shaped motor housing and a brush plate provided in the motor housing, and
a pump having a pump housing, wherein
the motor is secured axially to an end face of the pump housing,
the brush plate forms the terminating face of the motor with respect to the pump housing,
the edge region of the pot-shaped motor housing facing the pump housing has a seal-accommodating stage,
the region of the brush plate radially adjacent to the edge region of the motor housing likewise has a seal-accommodating stage, and
inserted into said seal-accommodating stages is a seal which is axially compressed through securing of the pump housing on the motor.
2. The motorpump unit according to claim 1, wherein
the seal-accommodating stage of the brush plate is slanted so that the seal-accommodating stage has sides that enclose an angle less than 90\xb0.
3. The motorpump unit according to claim 1, wherein
the seal-accommodating stage of the motor housing has a slant on which is provided a monitoring area at which the presence of the seal is detected.
4. The motorpump unit according to claim 1, wherein the motor is secured axially to an end face of the pump housing by means of a screw connection.
5. The motorpump unit according to claim 1, wherein a rotor shaft of the motor is ducted through a bearing into the pump housing and secured to the pump housing in a bearing of the pump.
6. The motorpump unit according to claim 2, wherein the seal-accommodating stage has sides that enclose an angle of about 45\xb0.
7. The motorpump unit according to claim 1, wherein the seal is circumferential sealing washer.
8. A method for sealing motorpump unit comprising the steps of:
providing a motor having a pot-shaped motor housing and a brush plate provided in the motor housing, and
providing a pump having a pump housing, wherein the brush plate forms the terminating face of the motor with respect to the pump housing, the edge region of the pot-shaped motor housing facing the pump housing and the region of the brush plate radially adjacent to the edge region of the motor housing form a mutually adjacent seal-accommodating stage;
inserting a seal into the mutually adjacent seal-accommodating stage;
securing the motor axially to an end face of the pump housing.
9. The method according to claim 8, wherein
the seal-accommodating stage of the brush plate is slanted so that the seal-accommodating stage has sides that enclose an angle less than 90\xb0.
10. The method according to claim 8, wherein
the seal-accommodating stage of the motor housing has a slant on which is provided a monitoring area at which the presence of the seal is detected.
11. The method according to claim 8, wherein the motor is secured axially to an end face of the pump housing by means of a screw connection.
12. The method according to claim 8, wherein a rotor shaft of the motor is ducted through a bearing into the pump housing and secured to the pump housing in a bearing of the pump.
13. The method according to claim 9, wherein the seal-accommodating stage has sides that enclose an angle of about 45\xb0.
14. The method according to claim 9, wherein the seal is circumferential sealing washer.