Tripeptide compounds useful as selective inhibitors of...

C - Chemistry – Metallurgy – 07 – K

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C07K 5/06 (2006.01) A61K 38/04 (2006.01) C07K 5/065 (2006.01) G01N 33/68 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2359096

The invention concerns a compound of general formula (I) wherein: R¿1? represents an alkyl, alkenyl or alkynyl chain, or a cycloalkyl, or (cycloalkyl)alkyl group substituted by at least a COOH, SO¿3?H, PO¿3?H¿2? or tetrazolyl group; R?2¿ represents an alkyl chain, or an aryl, arylalkyl, cycloalkyl, (cycloalkyl)alkyl, (heteroaryl)alkyl group substituted or not by at least a OH, OR, SR', NH¿2?,NHR', guanidinyl, COOH, CONH¿2? group, or a halogen atom; R¿3? represents a hydrogen atom or a methyl group; R¿4? represents a) an alkyl chain, an aryl, alrylalkyl, cycloalkyl, (cycloalkyl)alkyl, (heteroalkyl)alkyl, heterocycloalkyl or (heterocycloalkyl)alkyl group substituted by at least a CONH¿2?, SO¿3?H, SO¿2?NH¿2?, PO¿3?H¿2? or tetrazolyl group; b) a C¿2?-C¿6? alkyl chain, an aryl, arylalkyl, cycloalkyl, (cycloalkyl)alkyl, (heteroaryl)alkyl, heterocycloalkyl, (heterocycloalkyl)alkyl group substituted by at least a CO¿2?H group capable of being protected as described above; or c) R¿3? and R¿4? can together form a heterocyclic compound, with 5 to 6 links, substituted by at least a CO¿2?H, CONH¿2?, SO¿3?H, SO¿2?NH¿2? or PO¿3?H¿2? group; X represents a CONH or CH¿2?NH; and Z represents a OH, OCH¿2?-C¿6?H¿5? or NR''R''' group.

La présente invention a pour objet un composé de formule générale (I), dans laquelle R1 représente une chaîne alkyle, alkényle ou alkynyle, ou un groupement cycloalkyle, ou (cycloalkyle)alkyle substituée par au moins un groupement COOH, SO3H, PO3H2, ou tétrazolyle; R2 représente une chaîne alkyle, ou un groupement aryle, arylalkyle, cycloalkyle, (cycloalkyle)alkyle, (héteroarly)alkyle substituée ou non par au moins un groupement OH, OR, SR', NH2, NHR', guanidinyle, COOH, CONH2, ou un atome d'halogène; R3 représente un atome d'hydrogène ou un groupement méthyle; R4 représente: a) une chaîne alkyle, un groupement aryle, arylalkyle, cycloalkyle, (cycloalkyl)alkyle, (hétéroaryl)alkyle, hétérocycloalkyle ou (hétérocycloalkyl)alkyle substituée par au moins un groupement CONH2, SO3H, SO2NH2, PO3H2 ou tétrazolyle; b) une chaîne alkyle en C2 à C6, un groupement aryle, arylalkyle, cycloalkyle, (cycloalkyl)alkyle, (hétéroaryl)alkyle, hétérocycloalkyle ou (hétérocycloalkyl)alkyle substituée par au moins un groupement CO2H pouvant être protégés comme décrit ci-dessus; ou c) R3 et R4 peuvent constituer ensemble un composé hétérocyclique, à 5 ou 6 chaînons, substitué par au moins un groupement CO2H, CONH2, SO3H, SO2NH2 ou PO3H2; X représente un groupement CONH ou CH2NH, et Z représente un groupement OH, OCH2-C6H5 ou NR''R'''.

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