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US 2003/0225128 A1Published application
Quinoline inhibitors of cGMP phosphodiesterase
AssigneeBristol-Myers Squibb Company
InventorsYingzhi Bi, Guixue Yu, David P. Rotella, John E. Macor
Life of this patent
Estimating the term…
Abstract
Compounds of the formula (I) 1 are useful as inhibitors of cGMP PDE especially Type 5.
Claims20
A compound of the formula (I):
- 336
- or a pharmaceutically-acceptable salt thereof, wherein:
- R2, R6, R7 and R8 are independently hydrogen, halogen, alkyl, substituted alkyl, alkoxy, nitro, cyano, aryl, heteroaryl, or heterocyclo;
- R3 is —(CH2)zY, wherein z is 0, 1, 2, or 3;
- R4 and R5 (i) are independently hydrogen, alkyl, substituted alkyl, cycloalykl, substituted cycloalkyl, aryl, or heteroaryl, with the proviso that R4 and R5 are not both hydrogen;
- (ii) taken together form a heterocyclo ring;
- or (iii) one of R4 and R5 together with Y forms a heterocyclo ring;
- Y is (i) independently selected from —OR, —CO2R9, —CH(CO2R9)2, —O(C═O)NR10OR11, —NR10OR11, —NR10O(C═O)NR11R12, —CH[(C═O)NR10OR11]2, —(C═O)NR10R11, —NR10(C═O)R12, —S(O)mR9, —SO2NR10R11, imidazole, substituted imidazole, triazole, substituted triazole, or cyano, or (ii) together with R4 or R5 forms a heterocylo ring;
- and
- m is 0, 1, or 2;
- R9 is hydrogen, alkyl, substituted alkyl, hydroxy, alkoxy, cycloalkyl, substituted cycloalkyl, heterocyclo, aryl, heteroaryl, or pentafluorophenyl;
- and
- R10, R11, and R12 are (i) independently selected from hydrogen, alkyl, substituted alkyl, alkoxy, cycloalkyl, substituted cycloalkyl, aryl, heterocyclo, and heteroaryl;
- or (ii) taken together, wherein R10 forms a three- to seven-membered heterocyclo ring with R11 or R12, or R11 forms a three- to seven-membered heterocyclo ring with R12.
11 more elements
A pharmaceutical composition adapted for treating a cGMP-associated condition comprising (a) one or more compounds of the formula (I),
- 337
- or a pharmaceutically acceptable salt thereof, and (b) a pharmaceutically acceptable carrier or diluent, wherein:
- R2, R6, R7 and R8 are independently hydrogen, halogen, alkyl, substituted alkyl, alkoxy, nitro, cyano, aryl, or heteroaryl;
- R3 is hydrogen or —(CH2)zY, wherein z is 0, 1, 2, or 3;
- R4 and R5 (i) are independently hydrogen, alkyl, substituted alkyl, cycloalykl, substituted cycloalkyl, aryl, or heteroaryl, with the proviso that R4 and R5 are not both hydrogen;
- or (ii) taken together form a heterocyclo ring;
- or (iii) one of R4 and R5 together with Y forms a heterocyclo ring;
- Y is selected (i) independently from —OR9, —CO2R9, —CH(CO2R9)2, —O(C═O)NR10R11, —NR10R11, —NR10(C═O)NR11R12, —CH[(C═O)NR10R11]2, —(C═O)NR10R11, —NR10(C═O)R12, —S(O)mR9, —SO2NR10R11 imidazole, substituted imidazole, triazole, substituted triazole, and cyano, or (ii) together with R4 or R5, forming a heterocylo ring therewith;
- m is 0, 1, or 2;
- R9 is hydrogen, alkyl, substituted alkyl, hydroxy, alkoxy, cycloalkyl, substituted cycloalkyl, heterocyclo, aryl, heteroaryl, or pentafluorophenyl;
- and
- R10, R11, and R12 (i) are independently selected from hydrogen, alkyl, substituted alkyl, alkoxy, cycloalkyl, substituted cycloalkyl, aryl, heterocyclo, and heteroaryl;
- or (ii) taken together wherein R10 forms a three- to seven-membered heterocyclo ring with R11 or R12, or R11 forms a three- to seven-membered heterocyclo ring with R12.
10 more elements
Dependencies are inferred from the claim text.