C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 405/12 (2006.01) A61K 31/352 (2006.01) C07D 311/58 (2006.01) C07D 409/12 (2006.01)
Patent
CA 2551575
The invention relates to novel benzopyran derivatives of formula (I), to their method of production, to composition comprising the derivatives and use thereof. Formula (I) wherein: R1, R2, R3 and R4 are independently hydrogen, halogen, C1-6-alkyl. C3-8~-cycloalkyl, hydroxy, C1-6-alkoxy, C1-6-alkoxy-C1-6- alkyl, nitro, amino, cyano, cyanomethyl, perhalomethyl, C1-6-monoalkyl- or dialkylamino, sulfamoyl, C1-6-alkylthio, C1-6-alkylsulfonyl, C1-6- alkylsulfinyl, formyl, C1-6-alkylcarbonylamino, R8arylthio, R8arylsulfinyl, R8arylsulfonyl, C1-6-alkoxycarbonyl, C1-6-alkoxycarbonyl-C1-6-alkyl, carbamoyl, carbamoylmethyl, C1-6-monoalkyl- or dialkylaminocarbonyl, C1-6- monoalkyl- or dialkylaminothiocarbonyl, ureido, C1-6-monoalkyl- or dialkylaminocarbonylamino, thioureido, C1-6-monoalkyl- or dialkylaminothiocarbonylamino, C1-6-monoalkyl- or dialkylaminosulfonyl, carboxy, carboxy-C1-6-alkyl, acyl, R8aryl, R8aryl-C1-6-alkyl, R8aryloxy; R5 and R6 are each independently hydrogen, C1-6-alkylor, R5 and R6 taken together with the carbon atom to which they are attached form a 3- to 6-membered carbocyclic ring; R7 is 2-, 3- or 4-pyridyl optionally mono- or polysubstituted by R1; R7 is 2- or 3-thienyl optionally mono- or polysubstituted substituted by R1 or R7 is phenyl optionally mono- or polysubstituted by R1 with the exception of or R7 representing C6H5 ; R8 is hydrogen, halogen, C1-6-alkyl, C3-8-cycloalkyl, hydroxy, C1-6-alkoxy, nitro, amino, cyano, cyanomethyl, perhalomethyl; or a salt thereof with a pharmaceutically acceptable acid or base, or any optical isomer or mixture of optical isomers, including a racemic mixture or any polymorphic and tautomeric form.
La présente invention concerne de nouveaux dérivés de benzopyrane représentés par la formule (I), leur procédé, une composition comprenant ces dérivés et l'utilisation de celle-ci. Dans la formule (I): R¿1?, R¿2?, R¿3? et R¿4? sont indépendamment hydrogène, halogène, C¿1-6?-alkyle, C¿3-8?--cycloalkyle, hydroxy, C¿1-6?-alkoxy, C¿1-6?-alkoxy-C¿1-6?-alkyle, nitro, amino, cyano, cyanométhyle, perhalométhyle, C¿1-6?-monoalkyle- ou dialkylamino, sulfamoyl, C¿1-6?-alkylthio, C¿1-6?-alkylsulfonyle, C¿1-6?-alkylsulfinyle, formyle, C¿1-6?-alkylcarbonylamino, R¿8?arylthio, R¿8?arylsulfinyl, R¿8?arylsulfonyl, C¿1-6?-alkoxycarbonyle, C¿1-6?-alkoxycarbonyl-C¿1-6?-alkyle, carbamoyl, carbamoylméthyle, C¿1-6?-monoalkyle- ou dialkylaminocarbonyle, C¿1-6?-monoalkyle- ou dialkylaminothiocarbonyle, ureido, C¿1-6?-monoalkyle- ou dialkylaminocarbonylamino, thioureido, C¿1-6?-monoalkyle- ou dialkylaminothiocarbonylamino, C¿1-6?-monoalkyle- ou dialkylaminosulfonyle, carboxy, carboxy-C¿1-6?-alkyle, acyle, R¿8?aryle, R¿8?aryl-C¿1-6?-alkyle, R¿8?aryloxy; R¿5? et R¿6? sont chacun indépendamment hydrogène, C¿1-6?-alkyle¿ ?ou, R¿5? et R¿6? prix ensemble avec l'atome de carbone auxquelles ils sont attachés forment un cycle carbocyclique ramifié à 3 à 6 branches; R¿7? est 2-, 3- ou 4-pyridyle éventuellement monosubstitué ou polysubstitué par R¿1?; R¿7? est 2- ou 3-thienyle éventuellement monosubstitué ou polysubstitué par R¿1? ou R¿7? est phényle éventuellement monosubstitué ou polysubstitué par R¿1? avec l'exception de R¿7? representant C¿6?H¿5? ; R¿8? est hydrogène, halogéne, C¿1-6?-alkyle, C¿3-8?-cycloalkyle, hydroxy, C¿1-6?-alkoxy, nitro, amino, cyano, cyanométhyle, perhalomethyle; ou à celle de ces composés avec un acide ou une base répondant aux normes pharmaceutiques, ou n'importe quels isomères optiques ou mélange d'isomères optiques comprenant un mélange racémique ou n'importe quelle forme polymorphique et tautomère.
Antoine Marie-Helene
Boverie Stephane
de Tullio Pascal
Lebrun Philippe
Pirotte Bernard
Bereskin & Parr Llp/s.e.n.c.r.l.,s.r.l.
Universite de Liege
Universite Libre de Bruxelles
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