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) A61K 31/535 (2006.01) C07D 401/02 (2006.01) C07D 401/06 (2006.01) C07D 401/12 (2006.01) C07D 403/02 (2006.01) C07D 403/06 (2006.01) C07D 403/12 (2006.01) C07D 405/06 (2006.01) C07D 409/06 (2006.01) C07D 409/14 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2182877

A diketopiperazine of formula (A), wherein one or both of R1 and R2, which may be the same or different, is: (I) X, or a phenyl group which is substituted by X, C(O)X, OC(O)CH2X, OCH2CH2X, CH2X, CONH(CH2)nX, O(CH2)nCH(OH) (CH2)nX or (a) or which is fused to a group X; (II) a phenyl group substituted by CH2NR12R13, OC(O) (CH2)nZ, CH(OR12)(OR13), (CH2)nNR14C(O) (CH2)mNR12R13 or O(CH2)nCH(OH) (CH2)nN(R12R13); (III) a group CH=C(W)V; or (IV) a cyclohexyl group; and where appropriate, the other of R1 and R2 is a phenyl group optionally substituted by one or more groups independently selected from halogen, nitro, methoxy, NHC(O)R12, CO2H, O(CH2)nN(R12R13) and CH2Y(CH2)nN(R12R13); R3 is C1-C4 alkyl or (CH2)nC(O)OR12; Y is O or S; Z is a C3-C6 cycloalkyl group; W is hydrogen or a phenyl group; and the pharmaceutically acceptable salts and esters thereof having activity as inhibitors of plasminogen activator inhibitor.

Dicétopipérazine de la formule (A), dans laquelle R¿1? et/ou R¿2?, qui peuvent être identiques ou différents, représente(nt): (A) X, ou un groupe phényle substitué par X, C(O)X, OC(O)CH¿2?X, OCH¿2?CH¿2?X, CH¿2?X, CONH(CH¿2?)X, O(CH¿2?)¿n?CH(OH)(CH¿2?)¿n?X ou (a), ou fusionné à un groupe X; (II) un groupe phényle substitué par CH¿2?NR¿12?R¿13?, OC(O)(CH¿2?)¿n?Z, CH(OR¿12?)(OR¿13?), (CH¿2?)¿n?NR¿14?C(O) (CH¿2?)¿m? NR¿12?R¿13?, ou O(CH¿2?)¿n?CH(OH) (CH¿2?)¿n?N(R¿12?R¿13?); (III) un groupe CH=C(W)V; ou (IV) un groupe cyclohexyle; et, le cas échéant, l'élément restant entre R¿1? et R¿2? représente un groupe phényle éventuellement substitué par un ou plusieurs groupes indépendamment choisis entre halogène, nitro, méthoxy, NHC(O)R¿12?, CO¿2?H, O(CH¿2?)¿n?N(R¿12?R¿13?) et CH¿2?Y(CH¿2?)¿n?N(R¿12?R¿13?); R¿3? représente alkyle C¿1?-C¿4? ou (CH¿2?)¿n?C(O)OR¿12?; Y représente O ou S; Z représente un groupe cycloalkyle C¿3?-C¿6?; W représente hydrogène ou un groupe phényle. L'invention se rapporte également aux sels et esters pharmaceutiquement acceptables de ces composés, lesquels agissent comme inhibiteurs de l'inhibiteur d'activateur du plasminogène.

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