Modulators of the human CCR5 receptor. Part 3: SAR of substituted 1-[3-(4-methanesulfonylphenyl)-3-phenylpropyl]-piperidinyl phenylacetamides

John G Cumming; Simon J Brown; Anne E Cooper; Alan W Faull; Anthony P Flynn; Ken Grime; John Oldfield; John S Shaw; Emma Shepherd; Howard Tucker; David Whittaker

doi:10.1016/j.bmcl.2006.03.089

Modulators of the human CCR5 receptor. Part 3: SAR of substituted 1-[3-(4-methanesulfonylphenyl)-3-phenylpropyl]-piperidinyl phenylacetamides

Bioorg Med Chem Lett. 2006 Jul 1;16(13):3533-6. doi: 10.1016/j.bmcl.2006.03.089. Epub 2006 May 2.

Authors

John G Cumming¹, Simon J Brown, Anne E Cooper, Alan W Faull, Anthony P Flynn, Ken Grime, John Oldfield, John S Shaw, Emma Shepherd, Howard Tucker, David Whittaker

Affiliation

¹ Respiratory and Inflammation Research Area, AstraZeneca, Mereside, Alderley Park, Macclesfield, Cheshire SK10 4TG, UK. john.cumming@astrzeneca.com

PMID: 16631366
DOI: 10.1016/j.bmcl.2006.03.089

Abstract

SAR and PK studies led to the identification of N-(1-{(3R)-3-(3,5-difluorophenyl)-3-[4-methanesulfonylphenyl] propyl}piperidin-4-yl)-N-ethyl-2-[4-methanesulfonylphenyl]acetamide as a highly potent and selective ligand for the human CCR5 chemokine receptor with good oral pharmacokinetic properties.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetanilides / chemical synthesis
Acetanilides / chemistry*
Acetanilides / pharmacokinetics*
Animals
CCR5 Receptor Antagonists*
Crystallography, X-Ray
Dogs
Humans
Models, Molecular
Molecular Structure
Piperidines / chemical synthesis
Piperidines / chemistry*
Piperidines / pharmacology*
Rats
Stereoisomerism
Structure-Activity Relationship
Sulfones / chemical synthesis
Sulfones / chemistry*
Sulfones / pharmacology*
Time Factors

Substances

Acetanilides
CCR5 Receptor Antagonists
Piperidines
Sulfones