Diaminocyclobutene-3,4-diones

Details Diaminocyclobutene-3,4-diones Diaminocyclobutene-3,4-diones

C - Chemistry, Metallurgy

07

C

C07C 255/60 (2006.01) A61K 31/16 (2006.01) A61K 31/275 (2006.01) A61K 31/415 (2006.01) A61K 31/435 (2006.01) A61K 31/505 (2006.01) C07C 233/43 (2006.01) C07C 311/13 (2006.01) C07C 317/36 (2006.01) C07D 213/74 (2006.01) C07D 215/38 (2006.01) C07D 217/22 (2006.01) C07D 231/56 (2006.01) C07D 233/61 (2006.01) C07D 235/08 (2006.01) C07D 239/42 (2006.01)

Patent

CA 2205307

The compound of formula (I), wherein R1 and R2 are, independent from each other, hydrogen, C1-10 straight chain alkyl, C1-10 branched alkyl, or C3-10 cyclic or bicyclic alkyl; R3 is an acyl substituent selected from the group consisting of formyl, alkanoyl of 2 to 7 carbon atoms, alkenoyl of 3 to 7 carbon atoms, alkylsulfonyl of 1 to 7 carbon atoms, aroyl of 7 to 12 carbon atoms, arylalkenoyl of 9 to 20 carbon atoms, arylsulfonyl of 6 to 12 carbon atoms, arylalkanoyl of 8 to 12 carbon atoms or arylalkylsulfonyl of 7 to 12 carbon atoms; A is selected from the group consisting of (a), wherein R4 is hydrogen, C1-6 alkyl, C1-6 perfluoroalkyl, C1-6 alkoxy, C1-6 perfluoroalkoxy, amino, C1-6 alkylamino, C2-12 dialkylamino, C1-6 alkylsulfonamido, alkylcarboxamido containing 2 to 7 carbon atoms, nitro, cyano, carboxyl; or, A is a phenyl group of formula (b), wherein R5 and R6, independent from each other, are selected from the following: cyano, nitro, amino, C1-6 alkyl, C1-6 perfluoroalkyl, C1-6 alkoxy, C1-6 perfluoroalkoxy, C1-6 alkylamino, C2-12 dialkylamino, sulfamyl, C1-6 alkylsulfonamido, C6-12 arylsulfonamido, alkylcarboxamido containing 2 to 7 carbon atoms, arylcarboxamido containing 7 to 13 carbon atoms, C2 to C6 alkanoyl, C1-6 alkylsulfonyl, C1-6 perfluoroalkylsulfonyl, C6-12 arylsulfonyl, chloro, bromo, fluoro, iodo, 1- imidazolyl, carboxyl or hydrogen; or a pharmaceutically acceptable salt thereof, are smooth muscle relaxants.

On décrit un composé de formule (I), où R¿1? et R¿2? représentent indépendamment hydrogène, C¿1-10? alkyle à chaîne droite ou ramifiée, ou C¿3-10? alkyle cyclique ou bicyclique; R¿3? représente un substituant acyle choisi dans le groupe consistant en formyle, alcanoyle à 2 à 7 atomes de carbone, alcénoyle à 3 à 7 atomes de carbone alkylsulfonyle à 1 à 7 atomes de carbone, aroyle à 7 à 12 atomes de carbone, arylalcénoyle à 9 à 20 atomes de carbone, arylsulfonyle à 6 à 12 atomes de carbone, arylalcanoyle à 8 à 12 atomes de carbone ou arylalkylsulfonyle à 7 à 12 atomes de carbone; A est sélectionné dans le groupe consistant en (a), où R¿4? représente hydrogène, C¿1-6? alkyle, C¿1-6? perfluoroalkyle, C¿1-6? alcoxy, C¿1-6? perfluoroalcoxy, amino, C¿1-6? alkylamino, C¿2-12? dialkylamino, C¿1-6? alkylsulfonamido, alkylcarboxamido contenant 2 à 7 atomes de carbone, nitro, cyano, carboxyle; ou bien A représente un groupe phényle de la formule (b), où R¿5? et R¿6? sont indépendamment choisis parmi: cyano, nitro, amino, C¿1-6? alkyle perfluoroalkyle, C¿1-6? alcoxy, C¿1-6? perfluoroalcoxy, C¿1-6? alkylamino, C¿2-12? dialkylamino, sulfamyle, C¿1-6? alkylsulfonamido, C¿6-12? arylsulfonamido, alkyl carboxamido contenant 2 à 7 atomes de carbone, arylcarbonamido contenant 7 à 13 atomes de carbone, C¿2-6? alcanoyle, C¿1-6? alkylsulfonyle, C¿1-6? perfluoroalkylsulfonyle, C¿6-12? arylsulfonyle, chloro, bromo, fluoro, iodo, 1-imidazolyle, carboxyle ou hydrogène. Ce composé, ou un de ses sels pharmaceutiquement acceptables, constitue un dépresseur des muscles lisses.

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