Pharmaceutical piperazine compounds

Details Pharmaceutical piperazine compounds Pharmaceutical piperazine compounds

C - Chemistry, Metallurgy

07

D

C07D 241/02 (2006.01) A61K 31/495 (2006.01) C07D 403/10 (2006.01) C07D 405/06 (2006.01)

Patent

CA 2182876

A diketopiperazine of formula (A), wherein R1 is H, a halogen, -COOR11, C1-C6 alkyl, NO2, C1-C6 alkoxy, -NHCOCH3 or CF3; R2 is H, -O(CH2)nN(R11R12), C1-C6 alkyl, NO2, CN, halogen, C1-C6 alkoxy, CF3, OCF3, -NHCOCH3 or phthalimido; R3 is H, -O(CH2)nN(R11R12), halogen, C1-C6 alkoxy, NO2, C1-C6 alkyl CF3, CN, - CON(R11R12), -NHCOCH3, -CO2R11, -CONH(CH2)nPh, SR13 or -(CH2)nN(R11R12); or R2 and R3 together form a methylenedioxy group -OCH2O-; R4 is H, halogen, NO2 or - O(CH2)nN(R11R12); R5 is H or a halogen; R6 is H, a halogen or - O(CH2)nN(R11R12); R7 is H, -O(CH2)nN(R11R12) or C1-C6 alkoxy; and R8 is H, a halogen, -O(CH2)nN(R11R12), -CH2Y(CH2)nN(R11R12), -OC(O)(CH2)nR11, C1-C6 alkoxy, -CH2NHCO(CH2)nCO2R11, -(CH2)nN(R11R12) -CH2N[(CH2)nN(R11R12)]2, or - O(CH2)nCO2H wherein n is 0 or an integer of 1 to 6, Y is O or S, each of R11 and R12 is, independently, hydrogen or a straight or branched C1-C6 alkyl and R13 is straight or branched C1-C6 alkyl; or a pharmaceutically acceptable salt or ester thereof.

Dicétopipérazine de la formule (A), dans laquelle R¿1? représente H, un halogène, -COOR¿11?, alkyle C¿1?-C¿6?, NO¿2?, alcoxy C¿1?-C¿6?, -NHCOCH¿3? ou CF¿3?; R¿2? représente H, -O(CH¿2?)¿n?N(R¿11?R¿12?), alkyle C¿1?-C¿6?, NO¿2?, CN, halogène, alcoxy C¿1?-C¿6?, CF¿3?, OCF¿3?, -NHCOCH¿3?, ou phtalimido; R¿3? représente H, -O(CH¿2?)¿n?N(R¿11?R¿12?), halogène, alcoxy C¿1?-C¿6?, NO¿2?, alkyle C¿1?-C¿6?, CF¿3?, CN, -CON(R¿11?R¿12?), -NHCOCH¿3?, -CO¿2?R¿11?, -CONH(CH¿2?)¿n?Ph, SR¿13? ou -(CH¿2?)¿n?N(R¿11?R¿12?); ou R¿2? et R¿3? forment ensemble un groupe méthylènedioxy -OCH¿2?O-; R¿4? représente H, halogène, NO¿2? ou -O(CH¿2?)¿n?N(R¿11?R¿12?); R¿5? représente H ou un halogène; R¿6? représente H, un halogène ou -O(CH¿2?)¿n?N(R¿11?R¿12?); R¿7? représente H, O(CH¿2?)¿n?N(R¿11?R¿12?), ou alcoxy C¿1?-C¿6?; et R¿8? représente H, un halogène, O(CH¿2?)¿n?N(R¿11?R¿12?), -CH¿2?Y(CH¿2?)¿n?N(R¿11?R¿12?), -OC(O)(CH¿2?)¿n?R¿11?, alcoxy C¿1?-C¿6?, -CH¿2?NHCO(CH¿2?)¿n?CO¿2?R¿11?, -(CH¿2?)¿n?N(R¿11?R¿12?), -CH¿2?N[(CH¿2?)¿n?N(R¿11?R¿12?)]¿2?, ou -O(CH¿2?)¿n?CO¿2?H; n valant 0 ou un nombre entier compris entre 1 et 6 inclus, Y représentant O ou S, R¿11? et R¿12? représentant chacun indépendamment hydrogène ou un alkyle C¿1?-C¿6? linéaire ou ramifié, et R¿13? représentant alkyle C¿1?-C¿6? linéaire ou ramifié; ou sel ou ester pharmaceutiquement acceptable de ces composés.

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