1. A compound of Formula I
wherein:
R3 is H, or F, Br, alkyl, carboxy, allcoxy, substituted alkoxy,
R1, R2, R4, and R5 are independently, H, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, cyano, nitro, amino, alkylamine, and thioalkyl, Ar is bicyclic heteroaryl, tricyclic heteroaryl, substituted bicyclic heteroaryl, except (6-methoxybenzofuran)-2-nyl, 3-quinolinyl; or a pharmaceutically acceptable salt, ester, prodrug, or amide thereof.
2. A compound according to claim 1 wherein Ar is selected from the group consisting of:
wherein R6 is alkoxy, substituted alkoxy, halogen, aryloxy, substituted aryloxy, alkylamino, substituted alkylamino, arylalkylamino, substituted arylalkylamino, amide or substituted amide.
3. A compound according to claim 1 wherein R1, R2, R3, R4, and R5 are hydrogen.
4. A compound according to claim 1 wherein Ar is a tricyclic heteroaryl.
5. A compound according to claim 1 wherein Ar is a bicyclic heteroaryl.
6. A compound according claim 1 wherein the compound is:
Dibenzofuran-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
Benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
5-Methoxy-2-benzofurancarboylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Methoxy-2-benzofurancarboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Ethoxy-2-benzofurancarboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Chloro-benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Chloro-benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
2,3-Dihydro-benzofuran-5-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
Benzo1,3dioxole-5-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1-Dibenzofurancarboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-6-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
2-Dibenofurancarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
Dibenzofuran-2-carboxylic acid, 2-(3,5-dichlorophenylsulfonyl)-hydrazide;
Quinoline-6-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-8-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(4-fluorophenyl)-sulfonyl hydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(4-fluoro-phenyl)sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-cyanophenyl)sulfonyl-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(3-cyanophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,6-dichlorophenyl)sulfonyl-hydrazide;
2-Benzofurancarboxylic acid, 5-bromo-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(2-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(3,5-dichlorophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-3,5-bis(trifluoromethyl)-phenyl-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro, 2-(3-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-nitro-, 2-(phenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(5-fluoro-2-methylphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3,4-difluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3,4-difluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-chloro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(5-fluoro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-(trifluoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-2-(trifluoromethoxy)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-2-(trifluoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methoxy-3-(1-methylethoxy), 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3,5-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,6-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 4,6-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(2-trifluoromethylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(4-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(3-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3-methoxy-5-phenyl-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3-ethoxy-5-phenyl-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3-methoxy-7-phenyl-, 2-(phenylsulfonyl)hydrazide;
Naptho2,3-bfuran-2-carboxylic acid, 3-methoxy-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(phenylsulfonyl)-sulfonyl hydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-2-(trifluoromethyl)-phenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(2-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(3-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(2-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(3-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-2-(tifluoromethoxy)phenylsulfonylhydrazide;
Benzofurancarboxylic acid, 5-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-3-methoxy, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(trifluoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-chloro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-3-(bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(trifluoromethoxy)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 4-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,5-dimethyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-3-methyl, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-amino-, 2-(phenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,6-difluorophenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-bromophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-methyl-3-nitrophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-2-chloro-5-(fluoromethyl)-phenylsulfonyl)hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-bromo-2-trifluoromethoxyphenyl)sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-nitrophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-carboxyphenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4,5-dichloro-2-thienyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(2,3-dichlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(5-chloro-2-methoxyphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(5-bromo-2-methoxyphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(4-ethylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,3-dichlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2-(trifluoromethyl)phenyl-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(4-(trifluoromethyl)phenyl-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(3-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2,3-dichlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(4-ethylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(4-pentylphenyl)sulfonyl)-hydrazide;
3-Quinolinecarboxylic acid, 2-2-(trifluoromethyl)phenyl-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-2,5-bis(2,2,2-trifluoroethoxyl)-phenylsulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-2-(trifluoromethoxy)phenyl-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(4-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-trifluoromethylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(2-trifluoromethylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
6-Quinolinecarboxylic acid, 2-(3,5-dichlorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3,5-dichlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-chloro-4-fluorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-chloro-4-fluorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
Benzofuran-2-carboxylic acid 2-(phenylsulfonyl)hydrazide;
7-Ethoxy-2-benzofurancarboxylic acid 2-(phenylsulfonyl)-hydrazide;
7-Chloro-benzofuran-2-carboxylic acid 2-(phenylsulfonyl)-hydrazide;
2,3-Dihydro-benzofuran-5-carboxylic acid 2-(phenylsulfonyl)-hydrazide;
5-Chloro-benzofuran-2-carboxylic acid 2-(phenylsulfonyl)-hydrazide;
Isoquinoline-1-carboxylic acid 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid 2-(phenylsulfonyl)hydrazide;
Quinoline-3-carboxylic acid 2-(phenylsulfonyl)hydrazide;
Quinoline-4-carboxylic acid 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
1H-Iidole-5-carboxylic acid. 2-(3-trifluoromethylphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(2-trifluoromethylphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(3-trifiuoromethoxyphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-trifluoromethylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-trifluoromethoxyphenyl)-sulfonylhydrazide;
6-Quinolinecarboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
Dibenzofuran-2-carboxylic acid, 2-(4-fluoro-3-methylphenylsulfonyl)hydrazide;
7-Methoxy-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Chloro-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Methoxy-1H-indole-2-carboxylic acid, (phenylsulfonyl)hydrazide;
5-Chloro-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
5-Chloro-1H-indole-2-carboxylic acid, 2-(2-trifluoromethyl)-phenylsulfonyl-hydrazide;
5-Methyl-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide; and
5-Methyl-1H-indole-2-carboxylic acid, 2-(2-trifluoromethyl)-phenylsulfonylhydrazide.
7. A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier.
8. A method of treating or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia or surgery, or treating a neurodegenerative disease, or treating or preventing the adverse consequences of the overstimulation of the excitatory amino acids, or treating anxiety, psychosis, glaucoma, CMV retinitis, diabetic retinopathy, urinary incontinence, migraine headache, convulsions, aminoglycoside antibiotics-induced hearing loss, Parkinson’s disease, chronic pain, neuropathic pain, or inducing anesthesia, opioid tolerance or withdrawal, or enhancing cognition, comprising administering to a patient in need of such treatment an effective amount of a compound of claim 1.
9. The method of claim 8 wherein Ar is selected from the group consisting of:
wherein R6 is is alkoxy, substituted alkoxy, halogen, aryloxy, substituted aryloxy, alkylamino, substituted alkylamino, arylalkylamino, substituted arylalkylamino, amide or substituted amide.
10. The method of claim 8 wherein Ar is a bicyclic heteroaryl.
11. The metbod of claim 8 wherein Ar is a tricyclic heteroaryl.
12. The method of claim 8 wherein R1, R2, R3, R4, and R5 are hydrogen.
13. The method of claim 8 wherein the compound is:
Dibenzofuran-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
Benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
5-Methoxy-2-benzofurancarboylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Methoxy-2-benzofurancarboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Ethoxy-2-benzofurancarboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Chloro-benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Chloro-benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
2,3-Dihydro-benzofuran-5-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
Benzo1,3dioxole-5-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1-Dibenzofurancarboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-6-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
2-Dibenofurancarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
Dibenzofuran-2-carboxylic acid, 2-(3,5-dichlorophenylsulfonyl)-hydrazide;
Dibenzofuran-2-carboxylic acid, 2-(3-chloro-2-methyl-phenylsulfonyl)hydrazide;
Quinoline-6-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-8-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(4-fluorophenyl)-sulfonyl hydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(4-fluoro-phenyl)sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-cyanophenyl)sulfonyl-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(3-cyanophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,6-dichlorophenyl)sulfonyl-hydrazide;
2-Benzofurancarboxylic acid, 5-bromo-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(2-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(3,5-dichlorophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-3,5-bis(trifluoromethyl)-phenyl-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro, 2-(3-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-nitro-, 2-(phenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(5-fluoro-2-methylphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3,4-difluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3,4-difluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-chloro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(5-fluoro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-(trifluoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-2-(trifluoromethoxy)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-2-(trifluoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 6-methoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-methoxy-3-(1-methylethoxy), 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3,5-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,6-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 4,6-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(2-trifluoromethylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(4-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(3-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3-methoxy-5-phenyl-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3-ethoxy-5-phenyl-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3-methoxy-7-phenyl-, 2-(phenylsulfonyl)hydrazide;
Naptho2,3-bfuran-2-carboxylic acid, 3-methoxy-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(phenylsulfonyl)-sulfonyl hydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-2-(trifluoromethyl)-phenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(2-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro, 2-(3-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro, 2-(2-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro, 2-(3-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro, 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro, 2-2-(trifluoromethoxy)phenylsulfonylhydrazide;
Benzofurancarboxylic acid, 5-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-3-methoxy, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(trifluoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-chloro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-3-(bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(trifluoromethoxy)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 4-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,5-dimethyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-3-methyl, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-amino-, 2-(phenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,6-difluorophenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-bromophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-methyl-3-nitrophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-2-chloro-5-(trifluoromethyl)-phenylsulfonyl)hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-bromo-2-trifluoromethoxyphenyl)sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-nitrophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-carboxyphenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4,5-dichloro-2-thienyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(2,3-dichlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(5-chloro-2-methoxyphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(5-bromo-2-methoxyphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(4-ethylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,3-dichlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(4-methylphenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2-(trifluoromethyl)phenyl-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(4-(trifluoromethyl)phenyl-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(3-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2-thienylsulfonyl)hydrazide;
2-Naphthalenecarboxylic acid, 2-(2,3-dichlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(4-ethylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(4-pentylphenyl)sulfonyl)-hydrazide;
3-Quinolinecarboxylic acid, 2-2-(trifluoromethyl)phenyl-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-2,5-bis(2,2,2-trifluoroethoxyl)-phenylsulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-2-(trifluoromethoxy)phenyl-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(4-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-trifluoromethylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(2-trifluoromethylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
6-Quinolinecarboxylic acid, 2-(3,5-dichlorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3,5-dichlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-chloro-4-fluorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-chloro-4-fluorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
Benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
7-Ethoxy-2-benzofurancarboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Chloro-benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
2,3-Dihydro-benzofuran-5-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Chloro-benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
Isoquinoline-1-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-3-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-4-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-trifluoromethylphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(2-trifluoromethylphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(3-trifluoromethoxyphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-trifluoromethylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-trifluoromethoxyphenyl)-sulfonylhydrazide;
6-Quinolinecarboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
Dibenzofuran-2-carboxylic acid, 2-(4-fluoro-3-methylphenylsulfonyl)hydrazide;
7-Methoxy-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Chloro-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Methoxy-1H-indole-2-carboxylic acid, hydrazide 2-(phenylsulfonyl)hydrazide;
5-Chloro-1H-indole-2-carboxylic acid, 2-phenylsulfonyl)-hydrazide;
5-Chloro-1H-indole-2-carboxylic acid, 2-(2-trifluoromethyl)-phenylsulfonylhydrazide;
5-Methyl-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Methyl-1H-indole-2-carboxylic acid, 2-(2-trifluoromethyl)-phenylsulfonylhydrazide; and
2-Naphthalenecarboxylic acid, 2-(phenylsulfonyl)hydrazide.
14. A method for inhibiting branched chain amino acid-dependent aminotransferases in a patient, the method comprising the step of administering to the patient a therapeutically effective amount of a compound of claim 1.
15. The method of claim 14, wherein Ar is selected from the group consisting of:
wherein R6 is is alkoxy, substituted alkoxy, halogen, aryloxy, substituted aryloxy, alkylamino, substituted alkylamino, arylalkylamino, substituted arylalkylamino, amide or substituted amide.
16. The method of claim 14, wherein Ar is a bicyclic heteroaryl.
17. The method of claim 14, wherein Ar is a tricyclic heteroaryl.
18. The method of claim 14, wherein R1, R2, R3, R4, and R5 are hydrogen.
19. The method of claim 14, wherein the compound is:
Dibenzofuran-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
Benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
5-Methoxy-2-benzofurancarboylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Methoxy-2-benzofurancarboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Ethoxy-2-benzofurancarboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Chloro-benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Chloro-benzofuran-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
2,3-Dihydro-benzofuran-5-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
Benzo1,3dioxole-5-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1-Dibenzofurancarboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-6-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
2-Dibenofurancarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
Dibenzofuran-2-carboxylic acid, 2-(3,5-dichlorophenylsulfonyl)-hydrazide;
Dibenzofuran-2-carboxylic acid, 2-(3-chloro-2-methyl-phenylsulfonyl)hydrazide;
Quinoline-6-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-8-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(4-fluorophenyl)-sulfonyl hydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(4-fluoro-phenyl)sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-cyanophenyl)sulfonyl-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(3-cyanophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,6-dichlorophenyl)sulfonyl-hydrazide;
2-Benzofurancarboxylic acid, 5-bromo-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(2-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-, 2-(3,5-dichlorophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-3,5-bis(trifluoromethyl)-phenyl-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro, 2-(3-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-nitro-, 2-(phenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(5-fluoro-2-methylphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3,4-difluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3,4-difluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(3-chloro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(5-fluoro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-(2-(trifluoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-chloro-2-2-(trifuoromethoxy)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-2-(trifuoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 6-methoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-methoxy-3-(1-methylethoxy), 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3,5-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,6-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 4,6-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(2-trifluoromethylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(4-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3,7-dimethoxy-, 2-(3-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 3-methoxy-5-phenyl-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3-ethoxy-5-phenyl-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 3-methoxy-7-phenyl-, 2-(phenylsulfonyl)hydrazide;
Naptho2,3-bfuran-2-carboxylic acid, 3-methoxy-, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(phenylsulfonyl)-sulfonyl hydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-2-(trifluoromethyl)-phenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(2-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(3-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(2-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(3-bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5,7-dichloro 2-2-(trifluoromethoxy)phenylsulfonylhydrazide;
Benzofurancarboxylic acid, 5-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-3-methoxy, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(trifluoromethyl)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(methylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-chloro-2-methylphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-3-(bromophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 5-methyl-, 2-2-(trifluoromethoxy)-phenylsulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 4-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3-methyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 3,5-dimethyl-, 2-(phenylsulfonyl)-hydrazide;
2-Benzofurancarboxylic acid, 5-chloro-3-methyl, 2-(phenylsulfonyl)hydrazide;
2-Benzofurancarboxylic acid, 5-amino-, 2-(phenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-fluorophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,6-difluorophenylsulfonyl)-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-bromophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-methyl-3-nitrophenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-2-chloro-5-(trifluoromethyl)-phenylsulfonyl)hydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-bromo-2-trifluoromethoxyphenyl)sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2-nitrophenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4-carboxyphenyl)sulfonyl-hydrazide;
2-Dibenzofurancarboxylic acid, 2-(4,5-dichloro-2-thienyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-chlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-fluorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(2,3-dichlorophenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-chloro-4-fluorophenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(5-chloro-2-methoxyphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(5-bromo-2-methoxyphenyl)sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(4-ethylphenyl)-sulfonylhydrazide;
2-Benzofurancarboxylic acid, 7-methoxy-, 2-(3-methoxyphenyl)-sulfonylhydrazide;
2-Dibenzofurancarboxylic acid, 2-(2,3-dichlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(4-methylphenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2-(trifluoromethyl)phenyl-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(4-(trifluoromethyl)phenyl-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(3-chloro-4-fluorophenyl)-sulfonylhydrazide;
2-Naphthalenecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(2,3-dichlorophenyl)sulfonyl-hydrazide;
2-Naphthalenecarboxylic acid, 2-(4-ethylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(4-pentylphenyl)sulfonyl)-hydrazide;
3-Quinolinecarboxylic acid, 2-2-(trifluoromethyl)phenyl-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-2,5-bis(2,2,2-trifluoroethoxyl)-phenylsulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-2-(trifluoromethoxy)phenyl-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(4-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-trifluoromethylphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(2-trifluoromethylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
3-Quinolinecarboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
6-Quinolinecarboxylic acid, 2-(3,5-dichlorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3,5-dichlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-chloro-4-fluorophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-chloro-4-fluorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-methoxyphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
3-Quinolinecarboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
Benzofuran-2-carboxylic acid 2-(phenylsulfonyl)hydrazide;
7-Ethoxy-2-benzofurancarboxylic acid 2-(phenylsulfonyl)-hydrazide;
7-Chloro-benzofuran-2-carboxylic acid 2-(phenylsulfonyl)-hydrazide;
2,3-Dihydro-benzofuran-5-carboxylic acid 2-(phenylsulfonyl)-hydrazide;
5-Chloro-benzofuran-2-carboxylic acid 2-(phenylsulfonyl)-hydrazide;
Isoquinoline-1-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-3-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
Quinoline-4-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-chlorophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-fluorophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-trifluoromethylphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(2-trifluoromethylphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(2-trifluoromethoxyphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(3-trifluoromethoxyphenyl)-sulfonylhydrazide;
1H-Indole-5-carboxylic acid, 2-(3-bromophenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(3-methylphenyl)sulfonyl-hydrazide;
1H-Indole-5-carboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(2-chlorophenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-trifluoromethylphenyl)sulfonyl-hydrazide;
6-Quinolinecarboxylic acid, 2-(3-trifluoromethoxyphenyl)-sulfonylhydrazide;
6-Quinolinecarboxylic acid, 2-(2-methylphenyl)sulfonyl-hydrazide;
Dibenzofuran-2-carboxylic acid, 2-(4-fluoro-3-methylphenylsulfonyl)hydrazide;
7-Methoxy-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
7-Chloro-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Methoxy-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
5-Chloro-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)hydrazide;
5-Chloro-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Chloro-1H-indole-2-carboxylic acid, 2-(2-trifluoromethyl)-phenylsulfonylhydrazide;
5-Methyl-1H-indole-2-carboxylic acid, 2-(phenylsulfonyl)-hydrazide;
5-Methyl-1H-indole-2-carboxylic acid, 2-(2-trifluoromethyl)-phenylsulfonylhydrazide; and
2-Naphthalenecarboxylic acid, 2-(phenylsulfonyl)hydrazide.
20. A method for preparing a compound of Formula I
wherein:
R3 is H, or F, Br, alkyl, carboxy, alkoxy, substituted alkoxy,
R1, R2, R4, and R5 are independently, H, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, cyano, nitro, amino, alkylamine, and thioalkyl, Ar is bicyclic heteroaryl, tricyclic heteroaryl, substituted bicyclic heteroaryl, except (6-methoxybenzofuran)-2-nyl, 3-quinolinyl which comprises reacting a hydrazide of the formula ArC(O)NH2NH2 with a sulfonyl halide of the formula:
where R1, R2, R3, R4, R5 and Ar are as defined above and Hal is halogen.
21. Use of a compound of Formula I as claimed in claim 1 for preparation of a medicament for treatment or or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia or surgery, or treating a neurodegenerative disease, or treating or preventing the adverse consequences of the overstimulation of the excitatory amino acids, or treating anxiety, psychosis, glaucoma, CMV retinitis, diabetic retinopathy, urinary incontinence, migraine headache, convulsions, aminoglycoside antibiotics-induced hearing loss, Parkinson’s disease, chronic pain, neuropathic pain, or inducing anesthesia, opioid tolerance or withdrawal, or enhancing cognition.
22. A medicine for treatment or or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia or surgery, or treating a neurodegenerative disease, or treating or preventing the adverse consequences of the overstimulation of the excitatory amino acids, or treating anxiety, psychosis, glaucoma, CMV retinitis, diabetic retinopathy, urinary incontinence, migraine headache, convulsions, aminoglycoside antibiotics-induced hearing loss, Parkinson’s disease, chronic pain, neuropathic pain, or inducing anesthesia, opioid tolerance or withdrawal, or enhancing cognition comprising a thereapeutically effective amount of a compound as claimed in claim 1.
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 light emitting module comprising:
a unit, comprising a pulsed LED that emits an ultraviolet wavelength of light adapted to focus on a surface having phosphorescence means on the surface to activate the phosphorescence.
2. The light emitting module of claim 1, wherein the base unit further comprises an application specific circuit (ASCI), a PCB, a magnetic reed switch, to activate phosphors on a surface, and a pair of coin cells,
an outer surface of the base unit, the outer surface is coated with a ferromagnetic material;
a base plate, the base plate includes a magnet;
a body shell having a pair of windows covering the base unit;
a first position of the magnetic base plate, in which the base plate is removably magnetically securable with the ferromagnetic surface of the base unit to switch on the reed switch by the magnet in the base plate; and
a second position of the magnetic base plate, in which the base plate is separable from the ferromagnetic base unit to switch off the reed switch.
3. The module of claim 2, wherein the body shell includes a UV phosphorescent plastic material that emits light energy from the excess UV energy expelled from the side of the LED.
4. The module of claim 1, wherein the LED flash on and off at a high rate of (100+ Hertz rate) to save 90% on current draw.
5. A light emitting module comprising:
a base unit, comprising a pulsed LED that emits an infrared wavelength of light adapted to penetrate a particulate atmosphere.
6. The light emitting module of claim 5, wherein the base unit further comprising:
an application specific circuit (ASCI), a PCB, a magnetic reed switch, to activate phosphors on a surface, and a pair of coin cells.
a flange, the flange defined by a bottom portion of the base unit;
a body shell having a pair of windows covering the base unit;
a buckle, the buckle includes a first part and a second part, the first part includes a UV projecting module docking station to securely couple the UV projecting module with a flange;
a first position of the buckle, in the first position, the first part is secured with the second part to switch on the reed switch the magnet in the second part; and
a second position of the buckle, in the second position, the first part is disassembled from the first part to switch off the reed switch.
7. The module of claim 6, wherein the body shell includes a UV phosphorescent plastic material that emits light energy from the excess UV energy expelled from the side of the UV LED.
8. The module of claim 6, wherein the first part includes the UV projection module docking station, a bottom opening, and a set of approximately rectangular windows.
9. The module of claim 6, wherein the second part of the buckle has a second set of windows and a protrusion that includes the magnet.
10. The module of claim 6, wherein the second part is inserted into the first part through the opening of the first part.
11. The module of claim 6, wherein the magnet in the base plate is in close proximity with the reed switch in the first position of the buckle.
12. The module of claim 2, wherein the base unit includes a swivel, a pair of contacts, a pair of blocks, and connections for display options.
13. The module of claim 12, wherein the connections are activated by moving the swivel on to respective contacts.
14. A module comprising:
a base unit, the base unit encloses an application specific circuit (ASCI), a PCB, an Infrared LED and a White LED positioned facing 90\xb0 from the orientation of a UV LED to shine outward;
a shell, the shell covers the three LEDs and at least or more one set of batteries that provide power for the internal functions; and
at least one or more push switches for lighting the respective LEDS and to supply power to an external device.
15. The module of claim 14, wherein the first push button is depressed for a first time to blink the UV LED on and off along with the IR LED.
16. The module of claim 14, wherein the first push button is depressed for a second time to shut off the IR LED and UV LED and to turn on the red or white LED to act as a flashlight.
17. The module of claim 14, wherein the first push button is depressed for a third time to shut the power off to all LEDs.