Arylsulfonamido-substituted hydroxamic acids

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 213/56 (2006.01) A61K 31/18 (2006.01) A61K 31/33 (2006.01) C07C 311/19 (2006.01) C07C 311/29 (2006.01) C07C 311/42 (2006.01) C07D 207/09 (2006.01) C07D 207/16 (2006.01) C07D 211/26 (2006.01) C07D 211/34 (2006.01) C07D 211/58 (2006.01) C07D 211/66 (2006.01) C07D 213/42 (2006.01) C07D 215/12 (2006.01) C07D 215/14 (2006.01) C07D 223/10 (2006.01) C07D 231/12 (2006.01) C07D 233/24 (2006.01) C07D 233/64 (2006.01) C07D 257/04 (2006.01) C07D 261/10 (2006.01) C07D 277/06 (2006.01) C07D 277/28 (2006.01) C07D 277

Patent

CA 2112779

Compounds of formula I Image (a) wherein Ar is carbocyclic or heterocyclic aryl; R is hydrogen, lower alkyl, carbocyclic aryl-lower alkyl, carbocyclic aryl, heterocyclic aryl, biaryl, biaryl-lower alkyl, heterocyclic aryl-lower alkyl, mono- or poly-halo- lower alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-lower alkyl, (oxa or thia) -C3-C6-cycloalkyl, [ (oxa or thia) -C3-C6- cycloalkyl]-lower alkyl, hydroxy-lower alkyl, acyloxy-lower alkyl, lower alkoxy-lower alkyl, lower alkyl-(thio, sulfinyl or sulfonyl)-lower alkyl, (amino, mono- or di-lower alkylamino)-lower alkyl, acylamino-lower alkyl, (N-lower alkyl-piperazino or N-carbocyclic or heterocyclic aryl-lower alkylpiperazino)-lower alkyl, or (morpholino, thiomorpholino, piperidino, pyrrolidino, piperidyl or N-lower alkylpiperidyl)-lower alkyl; R1 is hydrogen, lower alkyl, carbocyclic aryl-lower alkyl, carbocyclic aryl, heterocyclic aryl, biaryl, biaryl-lower alkyl, heterocyclic aryl-lower alkyl, mono- or poly-halo-lower alkyl, C3-C7- cycloalkyl, C3-C7-cycloalkyl-lower alkyl, hydroxy-lower alkyl, acyloxy-lower alkyl, lower alkoxy-lower alkyl, (carbocyclic or heterocyclic aryl)-lower alkoxy-lower alkyl, lower alkyl-(thio, sulfinyl or sulfonyl)-lower alkyl, (amino, mono- or di-lower alkylamino)-lower alkyl, (N-lower alkyl-piperazino or N-carbocyclic or heterocyclic aryl-lower alkylpiperazino)-lower alkyl, (morpholino, thiomorpholino, piperidino, pyrrolidino, piperidyl or N-lower alkylpiperidyl)-lower alkyl, acylamino-lower alkyl, piperidyl or N-lower alkylpiperidyl; R2 is hydrogen or lower alkyl; (b) or wherein R and R1 together with the chain to which they are attached form a 1,2,3,4-tetrahydro- isoquinoline, piperidine, oxazolidine, thiazolidine or pyrrolidine ring, each unsubstituted or substituted by lower alkyl; and Ar and R2 have meaning as defined under (a); (c) or wherein R1 and R2 together with the carbon atom to which they are attached form a ring system selected from C3-C7-cycloalkane which is unsubstituted or substituted by lower alkyl; oxa-cyclohexane, thia-cyclohexane, indane, tetralin, piperidine or piperidine substituted on nitrogen by acyl, lower alkyl, carbocyclic or heterocyclic aryl-lower alkyl, (carboxy, esterified or amidated carboxy)-lower alkyl or by lower alkylsulfonyl; and Ar and R have meaning as defined under (a); pharmaceutically acceptable prodrug derivatives thereof; and pharmaceutically acceptable salts thereof; have valuable pharmaceutical properties and are effective especially as matrix metalloproteinase inhibitors, for example for the treatment of arthritis.

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