Back to Search Start Over

Discovery of potent, soluble and orally active TRPV1 antagonists. Structure-activity relationships of a series of isoxazoles.

Authors :
Ratcliffe P
Abernethy L
Ansari N
Cameron K
Clarkson T
Dempster M
Dunn D
Easson AM
Edwards D
Everett K
Feilden H
Ho KK
Kultgen S
Littlewood P
Maclean J
McArthur D
McGregor D
McLuskey H
Neagu I
Nimz O
Nisbet LA
Ohlmeyer M
Palin R
Pham Q
Rong Y
Roughton A
Sammons M
Swanson R
Tracey H
Walker G
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2011 Aug 01; Vol. 21 (15), pp. 4652-7. Date of Electronic Publication: 2011 Jan 26.
Publication Year :
2011

Abstract

Systematic optimisation of a poorly soluble lead series of isoxazole-3-carboxamides was conducted. Substitution of the 4-position with specific polar functionality afforded the requisite balance of potency, solubility and physicochemical properties. Compound 21a was found to be efficacious in the rat Capsaicin Hargreaves assay following oral administration.<br /> (Copyright © 2011 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
21
Issue :
15
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
21723725
Full Text :
https://doi.org/10.1016/j.bmcl.2011.01.051