Isosteric N-arylpiperazine replacements in a series of dihydropyridine NPY1 receptor antagonists.
4-Amino-N-arylpiperidines serve as effective bioisosteres for N-arylpiperazines in the series of dihydropyridine NPY1 receptor antagonists. These were prepared by a ZnCl2-mediated reductive amination reaction between elaborated primary amines, 2 or 5, and 4-arylpiperidones.
Luo
Guanglin
G
Bristol-Myers Squibb Pharmaceutical Research Institute, Department of Chemistry, 5 Research Parkway, Wallingford, CT, USA. guanglin.luo@bms.com
Mattson
Gail K
GK
Bruce
Marc A
MA
Wong
Henry
H
Murphy
Brian J
BJ
Longhi
Daniel
D
Antal-Zimanyi
Ildiko
I
Poindexter
Graham S
GS
D040761:Biomimetic Materials / Q000138:chemical synthesis / Q000737:chemistry / Q000493:pharmacokinetics*; D002712:Chlorides / Q000737:chemistry; D004095:Dihydropyridines / Q000737:chemistry*; D004353:Drug Evaluation, Preclinical; D015394:Molecular Structure; D010879:Piperazines / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry / Q000493:pharmacokinetics*; D017476:Receptors, Neuropeptide Y / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship; D017967:Zinc Compounds / Q000737:chemistry
D002712:Chlorides; D004095:Dihydropyridines; D010879:Piperazines; D010880:Piperidines; D017476:Receptors, Neuropeptide Y; D017967:Zinc Compounds; C097212:neuropeptide Y-Y1 receptor; C038806:1,4-dihydropyridine; C016837:zinc chloride