The synthesis of substituted bipiperidine amide compounds as CCR3 antagonists.
Bipiperidine amide 1 has been identified as a CC chemokine receptor 3 (CCR3) antagonist. Optimization of its structure-activity relationship has resulted in the identification of cis (R,R)-4-[(3,4-dichlorophenyl)methyl]-3-hydroxymethyl-1'(6-quinolinylcarbonyl)-1,4'-bipiperidine 14n, which exhibits potent receptor affinity and inhibition of both calcium flux and eosinophil chemotaxis.
Ting
Pauline C
PC
Schering Plough Research Institute, 2015 Galloping Hill Road, Kenilworth, NJ 07033, USA. pauline.ting@spcorp.com
Lee
Joe F
JF
Wu
Jie
J
Umland
Shelby P
SP
Aslanian
Robert
R
Cao
Jianhua
J
Dong
Youhao
Y
Garlisi
Charles G
CG
Gilbert
Eric J
EJ
Huang
Ying
Y
Jakway
James
J
Kelly
Joseph
J
Liu
Zhidan
Z
McCombie
Stuart
S
Shah
Himanshu
H
Tian
Fang
F
Wan
Yuntao
Y
Shih
Neng-Yang
NY
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D006801:Humans; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D054397:Receptors, CCR3; D019707:Receptors, Chemokine / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship
D000577:Amides; C515350:CCR3 protein, human; D010880:Piperidines; D054397:Receptors, CCR3; D019707:Receptors, Chemokine