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1,3,4-Trisubstituted pyrrolidine CCR5 receptor antagonists: modifications of the arylpropylpiperidine side chains.

Authors :
Lynch CL
Willoughby CA
Hale JJ
Holson EJ
Budhu RJ
Gentry AL
Rosauer KG
Caldwell CG
Chen P
Mills SG
MacCoss M
Berk S
Chen L
Chapman KT
Malkowitz L
Springer MS
Gould SL
DeMartino JA
Siciliano SJ
Cascieri MA
Carella A
Carver G
Holmes K
Schleif WA
Danzeisen R
Hazuda D
Kessler J
Lineberger J
Miller M
Emini EA
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2003 Jan 06; Vol. 13 (1), pp. 119-23.
Publication Year :
2003

Abstract

The 4-(3-phenylprop-1-yl)piperidine moiety of the 1,3,4-trisubstituted pyrrolidine CCR5 antagonist 1 was modified with electron deficient aromatics as well as replacement of the benzylic methylene with sulfones, gem-difluoromethylenes and alcohols in an effort to balance the antiviral potency with reasonable pharmacokinetics.

Details

Language :
English
ISSN :
0960-894X
Volume :
13
Issue :
1
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
12467630
Full Text :
https://doi.org/10.1016/s0960-894x(02)00829-6