Hydroxamic acid based collagenase inhibitors

Details Hydroxamic acid based collagenase inhibitors Hydroxamic acid based collagenase inhibitors

C - Chemistry, Metallurgy

07

C

C07C 259/06 (2006.01) A61K 31/16 (2006.01) A61K 31/40 (2006.01) A61K 31/44 (2006.01) C07C 237/22 (2006.01) C07C 317/50 (2006.01) C07C 323/60 (2006.01) C07C 323/63 (2006.01) C07D 207/27 (2006.01) C07D 207/38 (2006.01) C07D 213/70 (2006.01) C07D 239/38 (2006.01) C07D 333/34 (2006.01)

Patent

CA 2064786

ABSTRACT Compounds of general formula I: Image (I) wherein: Rl represents a hydrogen atom or a C1-C6 alkyl, C1-C6 alkenyl, phenyl, phenyl(C1-C6)alkyl, C1-C6 alkylthiomethyl, phenylthiomethyl, substituted phenylthiomethyl, phenyl(C1-C6)alkylthiomethyl or heterocyclylthlomethyl group; or R1 represents -S-Rx wherein Rx represents a group Image R2 represents a hydrogen atom or a C1-C6 alkyl, C1-C6 alkenyl, phenyl(C1-C6)alkyl, cycloalkyl(C1-C6)- alkyl, or cycloalkenyl(C1-C6)alkyl; R3 represents an amino acid side chain or a C1-C6 alkyl, benzyl, (C1-C6)alkoxybenzyl, benzyloxy- (C1-C6)alkyl or benzyloxybenzyl group; R4 represents a hydrogen atom or a methyl group; R5 represents a group (CH2)nA; or R4 and R5 together represent a group Image Q represents CH2 or CO; m is an integer from 1 to 3; n is an integer from 1 to 6; and A represents a hydroxy, (C1-C6)alkoxy, (C2-C7)acyloxy, (C1-C6)alkylthio, phenylthio, (C2-C7)acylamino or N-pyrrolidone group or a salt and/or N-oxide and/or (where the compound is a thio-compound) a sulphoxide or sulphone thereof have collagenase inhibition activity and are useful in the management of disease involving tissue degradation and/or the promotion of wound healing. Diseases involving tissue degradation include arthropathy (particularly rheumatoid arthritis), inflammation, dermatological diseases, bone resorption diseases and tumour invasion.

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