Thiophene and bioisostere derivatives as new MMP12 inhibitors

Matthew Badland; Delphine Compère; Karine Courté; Anne-Claude Dublanchet; Stéphane Blais; Ajith Manage; Guillaume Peron; Roger Wrigglesworth

doi:10.1016/j.bmcl.2010.10.087

Thiophene and bioisostere derivatives as new MMP12 inhibitors

Bioorg Med Chem Lett. 2011 Jan 1;21(1):528-30. doi: 10.1016/j.bmcl.2010.10.087. Epub 2010 Nov 9.

Authors

Matthew Badland¹, Delphine Compère, Karine Courté, Anne-Claude Dublanchet, Stéphane Blais, Ajith Manage, Guillaume Peron, Roger Wrigglesworth

Affiliation

¹ Evotec OAI, 151 Milton Park, Abingdon, Oxon OX14 SD, UK. matthew.badland@pfizer.com

PMID: 21111619
DOI: 10.1016/j.bmcl.2010.10.087

Abstract

A new MMP12 inhibitor series has been identified containing a thiophene moiety. Different approaches have been considered to replace this potential toxicophore. α-Fluorothiophene derivatives were the most interesting compounds. Their synthesis is presented.

MeSH terms

Matrix Metalloproteinase 12 / metabolism
Matrix Metalloproteinase Inhibitors*
Protease Inhibitors / chemical synthesis
Protease Inhibitors / chemistry*
Protease Inhibitors / pharmacology
Structure-Activity Relationship
Thiophenes / chemical synthesis
Thiophenes / chemistry*
Thiophenes / pharmacology

Substances

Matrix Metalloproteinase Inhibitors
Protease Inhibitors
Thiophenes
Matrix Metalloproteinase 12