Isosteric N-arylpiperazine replacements in a series of dihydropyridine NPY1 receptor antagonists

Guanglin Luo; Gail K Mattson; Marc A Bruce; Henry Wong; Brian J Murphy; Daniel Longhi; Ildiko Antal-Zimanyi; Graham S Poindexter

doi:10.1016/j.bmcl.2004.10.005

Isosteric N-arylpiperazine replacements in a series of dihydropyridine NPY1 receptor antagonists

Bioorg Med Chem Lett. 2004 Dec 20;14(24):5975-8. doi: 10.1016/j.bmcl.2004.10.005.

Authors

Guanglin Luo¹, Gail K Mattson, Marc A Bruce, Henry Wong, Brian J Murphy, Daniel Longhi, Ildiko Antal-Zimanyi, Graham S Poindexter

Affiliation

¹ Bristol-Myers Squibb Pharmaceutical Research Institute, Department of Chemistry, 5 Research Parkway, Wallingford, CT, USA. guanglin.luo@bms.com

PMID: 15546711
DOI: 10.1016/j.bmcl.2004.10.005

Abstract

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.

MeSH terms

Biomimetic Materials / chemical synthesis
Biomimetic Materials / chemistry
Biomimetic Materials / pharmacokinetics*
Chlorides / chemistry
Dihydropyridines / chemistry*
Drug Evaluation, Preclinical
Molecular Structure
Piperazines / chemistry*
Piperidines / chemical synthesis
Piperidines / chemistry
Piperidines / pharmacokinetics*
Receptors, Neuropeptide Y / antagonists & inhibitors*
Structure-Activity Relationship
Zinc Compounds / chemistry

Substances

Chlorides
Dihydropyridines
Piperazines
Piperidines
Receptors, Neuropeptide Y
Zinc Compounds
neuropeptide Y-Y1 receptor
1,4-dihydropyridine
zinc chloride