The synthesis of substituted bipiperidine amide compounds as CCR3 ligands: antagonists versus agonists.
Structure-activity relationship study of bipiperidine amide 1 has identified the reverse bipiperidine amide 4a as a CC chemokine-3 (CCR3) receptor antagonist. Optimization of the structure-activity relationship of compound 4a has resulted in the identification of a CCR3 antagonist 4i as well as a CCR3 agonist 13.
Ting
Pauline C
PC
Schering Plough Research Institute, 2015 Galloping Hill Road, Kenilworth, NJ 07033, USA. pauline.ting@spcorp.com
Umland
Shelby P
SP
Aslanian
Robert
R
Cao
Jianhua
J
Garlisi
Charles G
CG
Huang
Ying
Y
Jakway
James
J
Liu
Zhidan
Z
Shah
Himanshu
H
Tian
Fang
F
Wan
Yuntao
Y
Shih
Neng-Yang
NY
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology*; D054413:Chemokine CCL11; D019742:Chemokines, CC / Q000378:metabolism; D002631:Chemotactic Factors, Eosinophil / Q000378:metabolism; D016244:Guanosine 5'-O-(3-Thiotriphosphate) / Q000378:metabolism; D006801:Humans; D010880:Piperidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D011485:Protein Binding; D054397:Receptors, CCR3; D019707:Receptors, Chemokine / Q000819:agonists* / Q000037:antagonists & inhibitors*; D015728:Receptors, HIV / Q000819:agonists / Q000037:antagonists & inhibitors; D013329:Structure-Activity Relationship
D000577:Amides; C515456:CCL11 protein, human; C515350:CCR3 protein, human; D054413:Chemokine CCL11; D019742:Chemokines, CC; D002631:Chemotactic Factors, Eosinophil; D010880:Piperidines; D054397:Receptors, CCR3; D019707:Receptors, Chemokine; D015728:Receptors, HIV; D016244:Guanosine 5'-O-(3-Thiotriphosphate)