1. A compound having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
Y1 is >NR5, \u2014C\u2261C\u2014, >O, or a direct a bond between the 6-membered ring and R1;
wherein when Y1 is >NR5, NR5R1 is a 5-, 6-, or 7-membered heterocyclic ring, which optionally comprises one or two additional heteroatoms selected from >O, >S or >N\u2014, in which NR5R1 is optionally substituted with one, two, or three substituents selected independently from an alkyl, an alkoxy, or a haloalkyl, any of which having up to 10 carbon atoms, or hydroxyl, halogen, or cyano;
R1 is a substituted or an unsubstituted aryl, heterocyclyl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl or heterocyclyl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, >NR6, >SO2, or >CO;
R2 is a substituted or an unsubstituted alkyl, haloalkyl, aryl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
R5 is a substituted or an unsubstituted alkyl having up to 12 carbon atoms, or hydrogen;
any of R1, R2, R3, R4, and R5 is optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, \u2014CO2R6, \u2014COR8, \u2014CONR6R7, \u2014SO2R8 and \u2014SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen, hydroxyl, or cyano;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms.
2. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
Y1 is >NR5, \u2014C\u2261C\u2014, >O, or a direct a bond between the 6-membered ring and R1;
R1 is a substituted or an unsubstituted aryl, heterocyclyl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl or heterocyclyl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, >NR6, >SO2, or >CO;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
R5 is a substituted or an unsubstituted alkyl having up to 12 carbon atoms, or hydrogen;
R9, in each occurrence, is selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, SO2R8, SO2NR6R7, CO2R6, COR8, or CONR6R7, any of which having up to 10 carbon atoms; or 2) halogen;
m is an integer from 0 to 3, inclusive;
any of R1, R3, and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, \u2014CO2R6, \u2014COR8, \u2014CONR6R7, \u2014SO2R8 and \u2014SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen, hydroxyl, or cyano;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms.
3. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R9 and R10, in each occurrence, are selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen or cyano;
m and n are selected independently from an integer from 0 to 3, inclusive;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen;
R8 is an alkyl or aryl having up to 10 carbon atoms;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms; and
any of R3 and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, or a cycloalkyl, any of which having up to 10 carbon atoms; or 2) halogen or hydroxyl.
4. A compound according to Claim 3, wherein the compound is:
(3-Chloro-4-methoxy-phenyl)-5-(3,4-dimethoxy-phenyl)-1-methyl-3-
propyl-1H-pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
(3-Chloro-4-methoxy-phenyl)-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
(3-Fluoro-4-methoxy-phenyl)-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
(3-Fluoro-4-methoxy-phenyl)-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-
pyrazolo
4,3-dpyrimidin-7-yl-amine;
(4-Fluoro-phenyl)-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
(3,4-Dimethoxy-phenyl)-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
2-Chloro-4-(1-methyl-5-phenyl-3-propyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino)-phenol hydrochloride;
(3-Chloro-4-methoxy-phenyl)-(1-methyl-5-phenyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
(3-Chloro-4-methoxy-phenyl)-(1-methyl-5-phenyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine;
(3-Fluoro-4-methoxy-phenyl)-(1-methyl-5-phenyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
2-Chloro-4-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-
dpyrimidin-7-ylamino-phenol hydrochloride;
3-7-(3-Chloro-4-methoxy-phenylamino)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-5-yl-4-ethoxy-
benzenesulfonamide hydrochloride;
4-Ethoxy-3-7-(3-fluoro-4-methoxy-phenylamino)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-5-yl-benzenesulfonamide hydrochloride;
(3-Chloro-4-methoxy-phenyl)-5-(2-ethoxy-phenyl)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
5-(2-Ethoxy-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-dpyrimidin-7-
yl-(3-fluoro-4-methoxy-phenyl)-amine hydrochloride;
(3-Fluoro-4-methoxy-phenyl)-5-(4-fluoro-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
(3-Chloro-4-methoxy-phenyl)-5-(4-fluoro-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
2-Chloro-4-5-(4-fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-
dpyrimidin-7-ylamino-phenol hydrochloride;
(4-Chloro-3-methoxy-phenyl)-(1-methyl-5-phenyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
(4-Chloro-3-methoxy-phenyl)-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
(3-Chloro-4-methoxy-phenyl)-(1,3-dimethyl-5-phenyl-1H-pyrazolo4,3-
dpyrimidin-7-yl)-amine hydrochloride;
(1,3-Dimethyl-5-phenyl-1H-pyrazolo4,3-dpyrimidin-7-yl)-(3-fluoro-4-
methoxy-phenyl)-amine hydrochloride;
(4-Chloro-3-methoxy-phenyl)-(1,3-dimethyl-5-phenyl-1H-pyrazolo4,3-
dpyrimidin-7-yl)-amine hydrochloride;
2-Fluoro-4-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-
dpyrimidin-7-ylamino-phenol hydrochloride;
Benzo1,3dioxol-5-yl-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
(1,3-Dimethyl-5-phenyl-1H-pyrazolo4,3-dpyrimidin-7-yl)-(3-fluoro-
phenyl)-amine hydrochloride;
5-(4-Fluoro-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-dpyrimidin-
7-yl-(3-trifluoromethyl-phenyl)-amine hydrochloride;
5-(4-Fluoro-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-dpyrimidin-
7-yl-(4-trifluoromethoxy-phenyl)-amine hydrochloride;
(1,3-Dimethyl-5-phenyl-1H-pyrazolo4,3-dpyrimidin-7-yl)-(4-
trifluoromethoxy-phenyl)-amine hydrochloride;
5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-yl-(4-
rifluoromethyl-phenyl)-amine hydrochloride;
(6-Chloro-pyridin-3-yl)-5-(4-fluoro-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-dpyrimidin-7-yl-amine hydrochloride;
N-{5-5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino-2-hydroxy-phenyl}-acetamide hydrochloride;
5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-yl-(4-
methanesulfonyl-phenyl)-amine;
(1,3-Dimethyl-5-phenyl-1H-pyrazolo4,3-dpyrimidin-7-yl)-(2-methyl-
benzooxazol-5-yl)-amine hydrochloride;
N-4-(1,3-Dimethyl-5-phenyl-1H-pyrazolo4,3-dpyrimidin-7-ylamino)-
phenyl-methanesulfonamide hydrochloride;
4-5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino-N,N-dimethyl-benzenesulfonamide hydrochloride;
4-(1,3-Dimethyl-5-phenyl-1H-pyrazolo4,3-dpyrimidin-7-ylamino)-
benzenesulfonamide hydrochloride;
3-5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino-benzamide hydrochloride;
3-5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino-N-methyl-benzamide hydrochloride;
4-5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino-benzenesulfonamide hydrochloride;
4-5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino-N-methyl-benzenesulfonamide hydrochloride;
4-5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino-benzamide hydrochloride;
4-5-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino-N-methyl-benzamide hydrochloride; or
any combination thereof.
5. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R1 is a substituted or an unsubstituted aryl, or a substituted or an unsubstituted heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R9, in each occurrence, is selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, SO2R8, SO2NR6R7, NR6R7, CO2R6, COR8, or CONR6R7, any of which having up to 10 carbon atoms; or 2) halogen;
m is an integer from 0 to 3, inclusive;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms; and
any of R1, R3, and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, or a haloalkoxy, any of which having up to 10 carbon atoms; or 2) halogen or hydroxyl.
6. A compound according to claim 5, wherein R1 is an indole, a benzimidazole, a benzoxazole, a benzo1,3dioxole, or a pyridine.
7. A compound according to claim 5, where the compound is:
(1H-Benzoimidazol-5-yl)-(1,3-dimethyl-5-phenyl-1H-pyrazolo4,3-
dpyrimidin-7-yl)-amine hydrochloride;
(1,3-Dimethyl-5-phenyl-1H-pyrazolo4,3-dpyrimidin-7-yl)-(2-methyl-1H-
benzoimidazol-5-yl)-amine hydrochloride;
Benzo1,3dioxol-5-yl-5-(4-fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-
dpyrimidin-7-yl-amine hydrochloride; or
any combination thereof.
8. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R9 and R10, in each occurrence, are selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen or cyano;
m and n are selected independently from an integer from 0 to 3, inclusive;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen;
R8 is an alkyl or aryl having up to 10 carbon atoms;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms; and
any of R3 and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, or a cycloalkyl, any of which having up to 10 carbon atoms; or 2) halogen or hydroxyl.
9. A compound according to Claim 8, where the compound is:
4-5-(3,4-Dimethoxy-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-
dpyrimidin-7-yl-2-methyl-phenol;
2-Methyl-4-(1-methyl-5-phenyl-3-propyl-1H-pyrazolo4,3-dpyrimidin-
7-yl)-phenol;
4-5-(3-hydroxy,4-methoxy-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-
dpyrimidin-7-yl-2-methyl-phenol;
2-Chloro-4-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-
dpyrimidin-7-yl-phenol;
7-(4-Methoxy-3-methyl-phenyl)-1-methyl-5-phenyl-3-propyl-1H-
pyrazolo4,3-dpyrimidine;
5-(4-fluoro-phenyl)-1,3-dimethyl-7-phenyl-1H-pyrazolo4,3-dpyrimidine;
5-(4-Fluoro-phenyl)-1-methyl-3-propyl-7-p-tolyl-1H-pyrazolo4,3-
dpyrimidine;
7-(3-Fluoro-4-methoxy-phenyl)-1-methyl-5-phenyl-3-propyl-1H-
pyrazolo4,3-dpyrimidine;
5-(4-Fluoro-phenyl)-1-methyl-7-phenyl-3-propyl-1H-pyrazolo4,3-
dpyrimidine;
5-(4-Fluoro-phenyl)-1-methyl-7-(4-methylsulfanyl-phenyl)-3-propyl-1H-
pyrazolo4,3-dpyrimidine;
7-(3-Fluoro-4-methoxy-phenyl)-5-(4-fluoro-phenyl)-1-methyl-3-propyl-
1H-pyrazolo4,3-dpyrimidine;
5-(4-Fluoro-phenyl)-7-(4-methoxy-3-methyl-phenyl)-1-methyl-3-propyl-
1H-pyrazolo4,3-dpyrimidine;
5-(4-Fluoro-phenyl)-7-(4-methanesulfonyl-phenyl)-1-methyl-3-propyl-
1H-pyrazolo4,3-dpyrimidine;
7-(3-Methanesulfonyl-phenyl)-1,3-dimethyl-5-phenyl-1H-
pyrazolo4,3-dpyrimidine;
5-(4-Fluoro-phenyl)-7-(3-methanesulfonyl-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-dPyrimidine;
5-(4-Fluoro-phenyl)-1,3-dimethyl-7-(4-trifluoromethoxy-phenyl)-1H-
pyrazolo4,3-dpyrimidine; or
any combination thereof.
10. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R1 is a substituted or an unsubstituted heteroaryl, or a substituted or an unsubstituted heterocyclyl, comprising at least one heteroatom or heterogroup selected from \u2014O\u2014, >N\u2014, \u2014S\u2014, >NR6, >CO, or >SO2, any of which having up to 10 carbon atoms;
R9, in each occurrence, is selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, SO2R8, SO2NR6R7, NR6R7, CO2R6, COR8, or CONR6R7, any of which having up to 10 carbon atoms; or 2) halogen;
m is an integer from 0 to 3, inclusive;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
any of R1, R3, and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen or hydroxyl;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms.
11. A compound according to claim 10, wherein R1 is an indole, a benzo1,3dioxole, or a piperidine.
12. A compound according to Claim 10, wherein the compound is:
1-5-(3,4-Dimethoxy-phenyl)-1-methyl-3-propyl-1H-pyrazolo4,3-
dpyrimidin-7-yl-piperidin-4-ol;
5-(4-Fluoro-phenyl)-7-indol-1-yl-1-methyl-3-propyl-1H-pyrazolo4,3-
dpyrimidine;
7-(5-Chloro-indol-1-yl)-5-(4-fluoro-phenyl)-1-methyl-3-propyl-1H-
pyrazolo4,3-dpyrimidine;
7-Indol-1-yl-1,3-dimethyl-5-phenyl-1H-pyrazolo4,3-dpyrimidine;
7-Benzo1,3dioxol-5-yl-1,3-dimethyl-5-phenyl-1H-pyrazolo4,3-
dpyrimidine; or
any combination thereof.
13. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
Y1 is \u2014C\u2261C\u2014, >O, or a direct a bond between the 6-membered ring and R1;
R1 is a substituted or an unsubstituted aryl or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R9, in each occurrence, is selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, SO2R8, SO2NR6R7, NR6R7, CO2R6, COR8, or CONR6R7, any of which having up to 10 carbon atoms; or 2) halogen;
m is an integer from 0 to 3, inclusive;
R3 and R4 are selected independently from a substituted or an unsubstituted allyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
any of R1, R3, and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, CO2R8, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen or hydroxyl;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms.
14. A compound according to claim 13, wherein the compound is:
7-(4-Fluoro-phenoxy)-1-methyl-5-phenyl-3-propyl-1H-pyrazolo4,3-
dpyrimidine;
5-(4-Fluoro-phenyl)-1-methyl-7-phenylethynyl-3-propyl-1H-pyrazolo4,3-
dpyrimidine; or
any combination thereof.
15. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R2 is a substituted or an unsubstituted haloalkyl or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R10, in each occurrence, is selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, NR6R7, OCH2O, CO2R6, COR6, CONR6R7, SO2R6, SO2NR6R7, NHSO2R6, or NHCOR6, any of which having up to 10 carbon atoms; or 2) halogen or cyano;
n is an integer from 0 to 3, inclusive;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms; and
any of R2, R3, and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, or a cycloalkyl, any of which having up to 10 carbon atoms; or 2) halogen or hydroxyl.
16. A compound according to claim 15, wherein R2 is a thiophene or CF3.
17. A compound according to claim 15, wherein the compound is:
(3-Chloro-4-methoxy-phenyl)-(1-methyl-3-propyl-5-thiophen-2-yl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
(3-Fluoro-4-methoxy-phenyl)-(1-methyl-3-propyl-5-thiophen-2-yl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
(1,3-Dimethyl-5-thiophen-2-yl-1H-pyrazolo4,3-dpyrimidin-7-yl)-(3-
fluoro-4-methoxy-phenyl)-amine hydrochloride;
(4-Chloro-3-methoxy-phenyl)-(1,3-dimethyl-5-thiophen-2-yl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
(3-Chloro-4-methoxy-phenyl)-(1,3-dimethyl-5-thiophen-2-yl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
2-Chloro-4-(1,3-dimethyl-5-thiophen-2-yl-1H-pyrazolo4,3-dpyrimidin-7-
ylamino)-phenol hydrochloride;
(3-Fluoro-4-methoxy-phenyl)-(1-methyl-3-propyl-5-trifluoromethyl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
(4-Chloro-3-methoxy-phenyl)-(1-methyl-3-propyl-5-thiophen-2-yl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride; or
any combination thereof.
18. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R1 and R2 are independently a substituted or an unsubstituted heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms; and
any of R1, R2, R3, and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen or hydroxyl;
R6 and R7, in each occurrence, are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms.
19. A compound according to claim 18, wherein the compound is:
Benzo1,3dioxol-5-yl-(1-methyl-3-propyl-5-thiophen-2-yl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride;
Benzo1,3dioxol-5-yl-(1,3-dimethyl-5-thiophen-2-yl-1H-pyrazolo4,3-d
pyrimidin-7-yl)-amine hydrochloride;
Benzo1,3dioxol-5-yl-(1-methyl-3-propyl-5-thiophen-2-yl-1H-
pyrazolo4,3-dpyrimidin-7-yl)-amine hydrochloride; or
any combination thereof.
20. A compound according to claim 1, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R3 is CH3; and
R4 is CH2CH2CH3, CH2CH3, or CH3.
21. A method of treating a condition or disease state mediated by a high expression of TNF-alpha in a human or an animal, comprising administering an effective amount of at least one compound according to claim 1 to the human or the animal, sufficient to reduce TNF-alpha levels.
22. A method of treating a condition or disease state mediated by an increased proliferation of smooth muscle cells in a human or an animal, comprising administering an effective amount of at least one compound according to claim 1 to the human or the animal, sufficient to reduce smooth muscle cell proliferation.
23. A method of treating atherosclerosis, arthritis, restenosis, diabetic nephropathy, or dyslipidemia in a human or an animal, comprising administering an effective amount of at least one compound according to claim 1.
24. A composition comprising a pharmaceutically acceptable carrier and at least one compound having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
Y1 is >NR5, \u2014C\u2261C\u2014, >O, or a direct a bond between the 6-membered ring and R1;
wherein when Y1 is >NR5, NR5R1 is a 5-, 6-, or 7-membered heterocyclic ring, which optionally comprises one or two additional heteroatoms selected from >O, >S or >N\u2014, in which NR5R1 is optionally substituted with one, two, or three substituents selected independently from an alkyl, an alkoxy, or a haloalkyl, any of which having up to 10 carbon atoms, or hydroxyl, halogen, or cyano;
R1 is a substituted or an unsubstituted aryl, heterocyclyl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl or heterocyclyl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, >NR6, >SO2, or >CO;
R2 is a substituted or an unsubstituted alkyl, haloalkyl, aryl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
R5 is a substituted or an unsubstituted alkyl having up to 12 carbon atoms, or hydrogen;
any of R1, R2, R3, R4, and R5 is optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, \u2014CO2R6, \u2014COR8, \u2014CONR6R7, \u2014SO2R8 and \u2014SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen, hydroxyl, or cyano;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms;
or a pharmaceutically acceptable salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof.
25. The composition as claimed in claim 24, further comprising:
optionally, a pharmaceutically acceptable auxiliary;
optionally, a pharmaceutically acceptable preservative;
optionally, a pharmaceutically acceptable excipient;
optionally, a pharmaceutically acceptable diluent; and
optionally, a pharmaceutically acceptable solvate.
26. The composition as claimed in claim 24, further comprising an agent selected from an immunosuppressive agent, an anti-inflammatory agent, an antirheumatic agent, an antidyspilidemic agent, or any combination thereof.
27. The composition as claimed in claim 24, wherein the composition is in the form of a tablet, a capsule, a cachet, a powder, a granule, a solution, a suspension, an emulsion, a bolus, a lozenge, a suppository, a pessary, a tampon, a cream, a gel, a paste, a foam, a spray, an aerosol, a microcapsule, a liposome, a transdermal patch, a pastille, a paste, or a mouthwash.
28. A compound having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
Y1 is >NR5, \u2014C\u2261C\u2014, >O, or a direct a bond between the 6-membered ring and R1;
R1 is a substituted or an unsubstituted aryl, heterocyclyl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl or heterocyclyl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, >NR6, >SO2, or >CO;
R2 is a substituted or an unsubstituted alkyl, haloalkyl, aryl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R3 is a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
R4 is a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms, or hydrogen;
R5 is a substituted or an unsubstituted alkyl having up to 12 carbon atoms, or hydrogen;
any of R1, R2, R3, and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen, hydroxyl, or cyano;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms.
29. A compound according to claim 28, wherein
R2 is a substituted or an unsubstituted haloalkyl, aryl, or thiophenyl, any of which having up to 12 carbon atoms;
R3 is an alkyl having up to 6 carbon atoms or a phenyl;
R4 is an alkyl having up to 6 carbon atoms, phenyl, or hydrogen;
any of R1 or R2 is optionally substituted with at least one group selected independently from an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms.
30. A compound according to claim 28, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R3 and R4 are selected independently from hydrogen, methyl, ethyl, propyl, or phenyl;
R9 and R10, in each occurrence, are selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, or SO2NR6R7, any of which having up to 10 carbon atoms; or 2) halogen or cyano;
m and n are selected independently from an integer from 0 to 3, inclusive;
R6 and R7 are selected independently from H or methyl; and
R8 is methyl.
31. A compound according to claim 30, wherein the compound is:
(3-Chloro-4-methoxy-phenyl)-(1,6-diphenyl-1H-pyrazolo3,4-dpyrimidin-
4-yl)-amine hydrochloride;
(3-Fluoro-4-methoxy phenyl)-6-(4-fluoro-phenyl)-1-phenyl-1H-pyrazolo
3,4-d-pyrimidin-4ylamine hydrochloride;
(4-Chloro-3-trifluoromethyl-phenyl)-6-(4-fluoro-phenyl)-1-phenyl-1H-
pyrazolo3,4-dpyrimidin-4-yl-amine hydrochloride;
(3-Fluoro-phenyl)-6-(4-fluoro-phenyl)-1-phenyl-1H-pyrazolo3,4-
dpyrimidin-4-yl-amine hydrochloride;
6-(4-Fluoro-phenyl)-1-phenyl-1H-pyrazolo3,4-dpyrimidin-4-yl-(4-
trifluoromethoxy-phenyl)-amine hydrochloride; or
any combination thereof.
32. A compound according to claim 28, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
33. A method of treating a condition or disease state mediated by a high expression of TNF-alpha in a human or an animal, comprising administering an effective amount of at least one compound according to claim 28 to the human or the animal, sufficient to reduce TNF-alpha levels.
34. A method of treating a condition or disease state mediated by an increased proliferation of smooth muscle cells in a human or an animal, comprising administering an effective amount of at least one compound according to claim 28 to the human or the animal, sufficient to reduce smooth muscle cell proliferation.
35. A method of treating atherosclerosis, arthritis, restenosis, diabetic nephropathy, or dyslipidemia in a human or an animal, comprising administering an effective amount of at least one compound according to claim 28.
36. A composition comprising a pharmaceutically acceptable carrier and at least one compound having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
Y1 is >NR5, \u2014C\u2261C\u2014, >O, or a direct a bond between the 6-membered ring and R1;
R1 is a substituted or an unsubstituted aryl, heterocyclyl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl or heterocyclyl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, >NR6, >SO2, or >CO;
R2 is a substituted or an unsubstituted alkyl, haloalkyl, aryl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R3 is a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
R4 is a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms, or hydrogen;
R5 is a substituted or an unsubstituted alkyl having up to 12 carbon atoms, or hydrogen;
any of R1, R2, R3, and R4 can be optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen, hydroxyl, or cyano;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms;
or a pharmaceutically acceptable salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof.
37. The composition as claimed in claim 36, further comprising:
optionally, a pharmaceutically acceptable auxiliary;
optionally, a pharmaceutically acceptable preservative;
optionally, a pharmaceutically acceptable excipient;
optionally, a pharmaceutically acceptable diluent; and
optionally, a pharmaceutically acceptable solvate.
38. The composition as claimed in claim 36, further comprising an agent selected from an immunosuppressive agent, an anti-inflammatory agent, an antirheumatic agent, an antidyspilidemic agent, or any combination thereof.
39. The composition as claimed in claim 36, wherein the composition is in the form of a tablet, a capsule, a cachet, a powder, a granule, a solution, a suspension, an emulsion, a bolus, a lozenge, a suppository, a pessary, a tampon, a cream, a gel, a paste, a foam, a spray, an aerosol, a microcapsule, a liposome, a transdermal patch, a pastille, a paste, or a mouthwash.
40. A compound having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
Y1 is >NR5, \u2014C\u2261C\u2014, >O, or a direct a bond between the 6-membered ring and R1;
R1 is a substituted or an unsubstituted aryl, heterocyclyl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl or heterocyclyl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, >NR6, >SO2, or >CO;
R2 is a substituted or an unsubstituted alkyl, haloalkyl, aryl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
R5 is an alkyl having up to 12 carbon atoms or hydrogen;
any of R1, R2, R3, and R4 is optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen, hydroxyl, or cyano;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms.
41. A compound according to claim 40, having the formula:
4-Benzo1,3dioxol-5-yl-6-(4-fluoro-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-cpyridine;
(6-Chloro-pyridin-3-yl)-6-(4-fluoro-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-cpyridin-4-yl-amine hydrochloride;
6-(4-Fluoro-phenyl)-4-(3-methanesulfonyl-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-cpyridine;
6-(4-Fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-cpyridine;
6-(4-Fluoro-phenyl)-1,3-dimethyl-4-(4-trifluoromethoxy-phenyl)-1H-
pyrazolo4,3-cpyridine;
any combination thereof.
42. A compound according to claim 40, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R3 and R4 are selected independently from methyl, ethyl, propyl, or phenyl;
R9 and R10, in each occurrence, are selected independently from: 1) an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, NR6R7, CO2R8, COR8, CONR6R7, SO2R8, or SO2NR6R7, any of which having up to 10 carbon atoms; or 2) halogen or cyano;
m and n are selected independently from an integer from 0 to 3, inclusive;
R6 and R7 are selected independently from H or methyl; and
R8 is methyl.
43. A compound according to claim 42, wherein the compound is:
(3-Chloro-4-methoxy-phenyl)-6-(4-fluoro-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-c pyridin-4-yl-amine hydrochloride;
(3-Fluoro-4-methoxy-phenyl)-6-(4-fluoro-phenyl)-1,3-dimethyl-1H-
pyrazolo4,3-cpyridin-4-yl-amine hydrochloride;
(4-Chloro-3-trifluoromethyl-phenyl)-6-(4-fluoro-phenyl)-1,3-dimethyl-
1H-pyrazolo4,3-cpyridin-4-yl-amine hydrochloride;
6-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-cpyridin-4-yl-(3-
trifluoromethyl-phenyl)-amine hydrochloride;
6-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-cpyridin-4-yl-(4-
methanesulfonyl-phenyl)-amine;
(1,3-dimethyl-6-(4-fluoro phenyl)-1H-pyrazolo4,3-cpyridin-4-yl)-(4-
trifluoromethoxy-phenyl)-amine hydrochloride;
4-6-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-cpyridin-4-
ylamino-N-methyl-benzenesulfonamide hydrochloride;
N-{4-6-(4-Fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo4,3-cpyridin-4-
ylamino-phenyl}-methanesulfonamide hydrochloride; or
any combination thereof.
44. A compound according to claim 40, having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
R3 and R4 are CH2CH2CH3, CH2CH3, or CH3.
45. A method of treating a condition or disease state mediated by a high expression of TNF-alpha in a human or an animal, comprising administering an effective amount of at least one compound according to claim 40 to the human or the animal, sufficient to reduce TNF-alpha levels.
46. A method of treating a condition or disease state mediated by an increased proliferation of smooth muscle cells in a human or an animal, comprising administering an effective amount of at least one compound according to claim 40 to the human or the animal, sufficient to reduce smooth muscle cell proliferation.
47. A method of treating atherosclerosis, arthritis, restenosis, diabetic nephropathy, or dyslipidemia in a human or an animal, comprising administering an effective amount of at least one compound according to claim 40.
48. A composition comprising a pharmaceutically acceptable carrier and at least one compound having the formula:
or a salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof, wherein:
Y1 is >NR5, \u2014C\u2261C\u2014, >O, or a direct a bond between the 6-membered ring and R1;
R1 is a substituted or an unsubstituted aryl, heterocyclyl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl or heterocyclyl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, >NR6, >SO2, or >CO;
R1 is a substituted or an unsubstituted alkyl, haloalkyl, aryl, or heteroaryl, any of which having up to 12 carbon atoms; wherein any heteroaryl comprises at least one heteroatom or heterogroup selected from >O, >N\u2014, >S, or >NR6;
R3 and R4 are selected independently from a substituted or an unsubstituted alkyl or a substituted or an unsubstituted aryl, any of which having up to 12 carbon atoms;
R5 is an alkyl having up to 12 carbon atoms or hydrogen;
any of R1, R2, R3, and R4 is optionally substituted with at least one group selected independently from: 1) an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy, a cycloalkyl, NR6R7, CO2R6, COR8, CONR6R7, SO2R8, SO2NR6R7, NHSO2R8, or NHCOR8, any of which having up to 10 carbon atoms; or 2) halogen, hydroxyl, or cyano;
R6 and R7 are selected independently from an alkyl or an aryl having up to 10 carbon atoms, or hydrogen; and
R8 is an alkyl or aryl having up to 10 carbon atoms;
or a pharmaceutically acceptable salt, a prodrug, a diastereomeric mixture, an enantiomer, a tautomer, a racemic mixture, or any combination thereof.
49. The composition as claimed in claim 48, further comprising:
optionally, a pharmaceutically acceptable auxiliary;
optionally, a pharmaceutically acceptable preservative;
optionally, a pharmaceutically acceptable excipient;
optionally, a pharmaceutically acceptable diluent; and
optionally, a pharmaceutically acceptable solvate.
50. The composition as claimed in claim 48, further comprising an agent selected from an immunosuppressive agent, an anti-inflammatory agent, an antirheumatic agent, an antidyspilidemic agent, or any combination thereof.
51. The composition as claimed in claim 48, wherein the composition is in the form of a tablet, a capsule, a cachet, a powder, a granule, a solution, a suspension, an emulsion, a bolus, a lozenge, a suppository, a pessary, a tampon, a cream, a gel, a paste, a foam, a spray, an aerosol, a microcapsule, a liposome, a transdermal patch, a pastille, a paste, or a mouthwash.
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.-4. (canceled)
5. A method of minimising dead time of a path set-up and tear-down process in a centrally controlled network, comprising:
receiving at a central controller a path setup message from a node;
sending a tear-down signal to a node which is sending information on an existing path; and
sending a set-up signal to each node in a new path,
wherein the propagation delay time for each set-up and tear-down signal is determined and an order of sending derived, and
wherein each signal is sent in an order such that each signal arrives at its destination at an optimal time with respect to each other signal, thereby minimising dead time.
6. The method according to claim 5, wherein the central controller operates in parallel such that each signal can be sent at a time resulting in the signal arriving at its destination substantially simultaneously with the other signals.
7. The method according to claim 5, wherein the controller sends a test signal to each node to determine the propagation delay time of each link before deriving the signal sending order.
8. The method according to claim 8, wherein the central controller operates in parallel such that each signal can be sent at a time resulting in the signal arriving at its destination substantially simultaneously with the other signals.
9. The method according to claim 5, wherein the network is an optical network.