Indol derivatives useful for the treatment of migraine,...

Details Indol derivatives useful for the treatment of migraine,... Indol derivatives useful for the treatment of migraine,...

C - Chemistry, Metallurgy

07

D

C07D 403/14 (2006.01) A61K 31/505 (2006.01) C07D 401/14 (2006.01) C07D 403/12 (2006.01)

Patent

CA 2169050

Indol derivatives having the Formula (I) wherein R1 is H, alkyl or acyl group; R2 is H, halogen or alkyl, hydroxy, alkoxy; ciano, carboxamide, carboxyl, alkoxicarbonyl, phenyl, phenyloxy or a group -(CH2)n-R6, (n=1-3), and R6 is a group ciano, nitro, phenyl, carboxyl, -CO2R7; -CONR7R8; -SO2NR7R8; -COR7; - SO2R7, R7 and R8 being H or alkyl; R7 and R8, together with N, can form a cycle of 4-7 links; R3, R4 and R5 are H, halogen or a group alkyl, phenyl, substituted phenyl, hydroxy, alcoxy, phenyloxy or benziloxy; NR11R12 is H or a group ciano, nitro, carboxyl, alcoxycarbonyl, carboxamido or a group R3; A is an alkyliden group -(CH2)-m, (m = 1-5), or alkenyl group; B is a piperazinoring (a), aminopyrrolidinoring (b); pyrrolidinamino ring (c); piperidinoring (d) or ethylendiamino -NR9-CH2-CH2-NR10-, R9 and R10 being H or an alkyl group. The compounds are useful for the treatment of migraine.

Les dérivés ont la formule (I) dans laquelle R¿1? représente H, un groupe alkyle ou acyle; R¿2? représente H, halogène ou alkyle, hydroxy, alcoxy; ciano, carboxamide, carboxyle, alcoxycarbonyle, phényle, phényloxy ou un groupe -(CH¿2?)¿n?-R¿6?, n valant de 1 à 3 et R¿6? est un groupe ciano, nitro, phényle, carboxyle, -CO¿2?R¿7?; -CONR¿7?R¿8?; -SO¿2?NR¿7?R¿8?; -COR¿7?; -SO¿2?R¿7?, R¿7? et R¿8? étant H ou alkyle; R¿7? et R¿8?, ensemble avec N, peuvent former un cycle de 4 à 7 liaisons; R¿3?, R¿4? et R¿5? sont H, halogène ou un groupe alkyle, phényle, phényle substitué, hydroxy, alcoxy, phényloxy ou benziloxy; NR¿11?R¿12? représente H ou un groupe ciano, nitro, carboxyle, alcoxycarbonyle, carboxamide ou un groupe R¿3?; A est un groupe alkylidène -(CH¿2?)-m, m étant compris en 1 et 5, ou un groupe alkynyle; B est un anneau de pipérazine de formule (a), aminopirrolidyne de formule (b); pirrolidinamino de formule (c); pipéridino de formule (d) ou éthylènediamino -NR¿9?-CH¿2?-CH¿2?-NR¿10?-, R¿9? et R¿10? étant H ou un groupe alkyle. Les composés sont utiles pour le traitement de la migraine.

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