N-hydroxy-2-(alkyl, aryl, or heteroaryl sulfanyl, sulfinyl...

C - Chemistry – Metallurgy – 07 – C

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C07C 323/60 (2006.01) A61K 31/16 (2006.01) C07C 317/40 (2006.01) C07C 317/44 (2006.01) C07D 207/12 (2006.01) C07D 209/48 (2006.01) C07D 211/66 (2006.01) C07D 213/30 (2006.01) C07D 213/32 (2006.01) C07D 213/54 (2006.01) C07D 213/56 (2006.01) C07D 213/70 (2006.01) C07D 215/12 (2006.01) C07D 215/36 (2006.01) C07D 215/48 (2006.01) C07D 233/54 (2006.01) C07D 233/76 (2006.01) C07D 233/84 (2006.01) C07D 235/28 (2006.01) C07D 241/12 (2006.01) C07D 257/04 (2006.01) C07D 263/58 (2006.01) C07D 277/36 (2006.01) C07D 27

Patent

CA 2282656

Matrix metalloproteinases (MMPs) are a group of enzymes that have been implicated in the pathological destruction of connective tissue and basement membranes. These zinc containing endopeptidases consist of several subsets of enzymes including collagenases, stromelysins and gelatinases. TNF-.alpha. converting enzymes (TACE), a pro-inflammatory cytokine, catalyze the formation of TNF-.alpha. from membrane-bound TNF-.alpha. precursor protein. It is expected that small molecule inhibitors of MMPs and TACE therefore have the potential for treating a variety of disease states. The present invention provides low molecular weight, non-peptide inhibitors of matrix metalloproteinases (MMPs) and TNF-.alpha. converting enzyme (TACE) for the treatment of arthritis, tumor metastasis, tissue ulceration, abnormal wound healing, periodontal disease, bone disease, diabetes (insulin resistance) and HIV infection. The compounds of this invention are represented by formula (I), where R1, R2, R3 and R4 are described herein.

Les métalloprotéinases matricielles (MMP) sont un groupe d'enzymes ayant été impliquées dans la destruction pathologique de la membrane basale et du tissu conjonctif. Ces endopeptidases contenant du zinc consistent en plusieurs sous-ensembles d'enzymes comprenant des collagénases, des stromélysines et des gélatinases. L'enzyme de conversion de TNF-.alpha. (TACE), une cytokine pro-inflammatoire, catalyse la formation de TNF-.alpha. à partir de la protéine précurseur de TNF-.alpha. liée à la membrane. On suppose que les inhibiteurs à petites molécules de MMP et TACE ont donc la capacité de traiter plusieurs états pathologiques. L'invention se rapporte à des inhibiteurs de non peptides, à faible poids moléculaire, des métalloprotéinases matricielles (MMP) et à l'enzyme de conversion TNF-.alpha. (TACE) pour le traitement de l'arthrite, de métastases tumorales, de l'ulcération de tissu, de cicatrisation anormale, de la parodontopathie, les maladies osseuses, de diabètes (résistance à l'insuline) et de l'infection au VIH. Les composés de l'invention sont représentés par la formule (I), R?1¿, R?2¿, R?3¿ et R?4¿ étant décrits.

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