Synthesis and structure-activity relationships of 4-alkynyloxy phenyl sulfanyl, sulfinyl, and sulfonyl alkyl hydroxamates as tumor necrosis factor-α converting enzyme …

…, A Zask, JI Levin, J Ellingboe, JS Skotnicki…

Index: Venkatesan, Aranapakam M.; Davis, Jamie M.; Grosu, George T.; Baker, Jannie; Zask, Arie; Levin, Jeremy I.; Ellingboe, John; Skotnicki, Jerauld S.; DiJoseph, John F.; Sung, Amy; Jin, Guixian; Xu, Weixin; McCarthy, Diane Joseph; Barone, Dauphine Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6255 - 6269

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Citation Number: 56

Abstract

A series of 4-alkynyloxy phenyl sulfanyl, sulfinyl and sulfony alkyl and piperidine-4- carboxylic acid hydroxamides were synthesized. Their structure-activity relationships, against tumor necrosis factor-α (TACE) and matrix metalloproteinase (MMP) inhibitor activities, are presented by investigating the oxidation state on sulfur and altering the P1'substituent. The sulfonyl derivatives 20-24 carrying a 4-butynyloxy moiety were ...