Thiol based collagenase inhibitors

C - Chemistry – Metallurgy – 07 – F

Patent

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167/264, 260/471

C07F 9/40 (2006.01) C07C 57/03 (2006.01) C07C 57/30 (2006.01)

Patent

CA 1261867

ABSTRACT A compound of the formula Image wherein R1 represents lower alkyl, phenyl or phenyl lower alkyl; R2 and R4 represent lower alkyl; and R3 represents lower alkyl, benzyloxyalkyl, alkoxybenzyl or benzyloxybenzyl wherein the oxyalkyl or alkoxy moiety contain 1 to 6 carbon atoms; and a, b, and c represent chiral centers with optional R or S stereochemistry. Such a compound inhibits mammalian collagenase and is therefore useful in the treatment or management of conditions or diseases, e.g. rheumatoid arthritis, in which collagenase promoted collagen breakdown is a causative factor.

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