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

A - Human Necessities – 61 – K

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A61K 31/16 (2006.01) C07C 317/44 (2006.01) C07C 323/60 (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 277/70 (2006.01) C07D 27

Patent

CA 2282655

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 enzyme (TACE), a pro-inflammatory cytokine, catalyzes 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 having formula (I) wherein R2 and R3 form a heterocyclic ring and A is S, S(O), or S(O)2, and R1 and R4 are defined herein.

La présente invention concerne des inhibiteurs non peptidiques, de faible poids moléculaire, pouvant inhiber des métalloprotéases matricielles (MMP) et l'enzyme de conversion du TNF-alpha (TACE). Les métalloprotéases matricielles (MMP) sont un groupe d'enzymes participant à la destruction pathologique de tissus conjonctifs ou de membranes basales. Ces endopeptidases à base de zinc sont constituées de plusieurs sous-ensembles d'enzymes comprenant des collagénases, des stromélysines et des gélatinases. L'enzyme de conversion du TNF-alpha (TACE), une cytokine pro-inflammatoire, catalyse la formation du TNF-alpha à partir d'une protéine-précurseur du TNF-alpha liée à la membrane. On estime que de petits inhibiteurs moléculaires de MMP et de TACE peuvent donc être utilisés pour traiter diverses pathologies (arthrite, métastase tumorale, ulcération tissulaire, cicatrisation de blessures anormales, parodontopathie, maladies osseuses, diabète (résistance insulinique) ou infection à VIH). L'invention concerne en outre des composés de la formule (I) dans laquelle R?2¿ et R?3¿ forment un noyau hétérocyclique, A est S, S(O) ou S(O)¿2?, et R?1¿ et R?4¿ sont tels que définis dans le mémorandum descriptif.

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