301219-64-7

Upstream product

• 107-31-3 Methyl formate 
• 301219-63-6 1-(1-benzylpiperidin-4-yl)-4-phenylbutan-1-one 
• 13633-25-5 1-Bromo-4-phenylbutane 
• 37748-19-9 (4-phenylbut-1-yl)triphenylphosphonium bromide 
• 301219-62-5 1-Benzyl-4-(4-phenylbutylidene)piperidine 

Downstream Products

• 301219-65-8 1-benzyl-4-(2-ethyl-4-phenethyl-2H-pyrazol-3-yl)-piperidine 
• 301219-82-9 4-(4-(2-phenylethyl)-1-n-propyl-(1H-pyrazol-5-yl))-1-benzyl-piperidine, trifluoroacetic acid salt 
• 301219-69-2 (R)-Cyclohexyl-{(3S,4S)-3-[4-(2-ethyl-4-phenethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-phenyl-pyrrolidin-1-yl}-acetic acid benzyl ester 
• 301219-85-2 4-(4-phenethyl-2-propyl-2H-pyrazol-3-yl)-piperidine 
• 301219-67-0 4-(2-ethyl-4-phenethyl-2H-pyrazol-3-yl)-piperidine 

Relevant academic research and scientific papers

Antagonists of human CCR5 receptor containing 4-(pyrazolyl)piperidine side chains. Part 1: Discovery and SAR study of 4-pyrazolylpiperidine side chains

Replacement of the flexible connecting chains between the piperidine moiety and an aromatic group in previous CCR5 antagonists with heterocycles, such as pyrazole and isoxazole, provided potent CCR5 antagonists with excellent anti-HIV-1 activity in vitro. SAR studies revealed optimal placement of an unsubstituted nitrogen atom in the heterocycle to be meta to the bond connected to the 4-position of piperidine. Truncation of a benzyl group to a phenyl group afforded compounds with dramatically improved oral bioavailability, albeit with reduced activity.

Pyrrolidine modulators of chemokine receptor activity

The present invention is directed to pyrrolidine compounds of the formula I: (wherein R1, R2, R3, R4, R5, R6, R14and n are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-5 and/or CCR-3.