CCR5 antagonists as anti-HIV-1 agents. Part 2: Synthesis and biological evaluation of N-[3-(4-benzylpiperidin-1-yl)propyl]-N,N′-diphenylureas

Add time:07/14/2019    Source:sciencedirect.com

We have previously reported the novel lead compound 1a as a CCR5 antagonist for treatment of HIV-1 infection. SAR studies on incorporating various acyl groups as a replacement for the 5-oxopyrrolidine-3-carbonyl group of the lead structure resulted in the discovery of N-[3-(4-benzylpiperidin-1-yl)propyl]-N,N′-diphenylurea (4a) with significantly improved CCR5 binding affinity. Substitutions (4-Cl, 4e,f; 4-Me, 4i) on the N′-phenyl ring further increased the binding affinity. Introduction of polar substituents on the phenyl ring of the 4-benzylpiperidine moiety enhanced the inhibitory activity of the HIV-1 envelope-mediated membrane fusion (4v,w), suggesting that polar substituents at this position can interfere effectively with HIV-1 cell entry.

We also recommend Trading Suppliers and Manufacturers of N-(4-methoxyphenyl)-N-(phenylcarbamoyl)piperidine-1-carboxamide (cas 2645-44-5). Pls Click Website Link as below: cas 2645-44-5 suppliers

Prev:Non-natural cinnamic acid derivatives as substrates of cinnamate 4-hydroxylase
Next:Diastereoselective construction of azetidin-2-ones by electrochemical intramolecular C–C bond forming reaction)