Document Type

Article

Publication Date

5-15-2011

Publication Title

Bioorganic & Medicinal Chemistry Letters

Volume

21

Issue

10

Publisher Name

Elsevier

Abstract

Seeking compounds preferentially potent and selective for MMP-13, we reported in the preceding Letter on a series of hydroxamic acids with a flexible benzamide tail groups.(1a) Here, we replace the amide moiety with non-hydrolyzable heterocycles in an effort to improve half-life. We identify a hydroxamate tetrazole 4e that spares MMP-1 and -14, shows >400-fold selectivity versus MMP-8 and >600-fold selectivity versus MMP-2, and has a 4.8 h half-life in rats. X-ray data (1.9 Å) for tetrazole 4c is presented.

Comments

Author Posting © Elsevier, 2011. This is the author's version of the work. It is posted here by permission of Elsevier for personal use, not for redistribution. The definitive version was published in Bioorganic & Medicinal Chemistry Letters, Volume 21, Issue 10, May 15, 2011. http://dx.doi.org/10.1016/j.bmcl.2011.03.099

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