Synthesis, in vitro binding profile, and autoradiographic analysis of [3H]-cis-3-[(2-methoxybenzyl)amino]-2-phenylpiperidine, a highly potent and selective nonpeptide substance P receptor antagonist radioligand

T Rosen; T F Seeger; S McLean; M C Desai; K J Guarino; D Bryce; K Pratt; J Heym; P M Chalabi; J H Windels

doi:10.1021/jm00073a022

Synthesis, in vitro binding profile, and autoradiographic analysis of [3H]-cis-3-[(2-methoxybenzyl)amino]-2-phenylpiperidine, a highly potent and selective nonpeptide substance P receptor antagonist radioligand

J Med Chem. 1993 Oct 15;36(21):3197-201. doi: 10.1021/jm00073a022.

Authors

T Rosen¹, T F Seeger, S McLean, M C Desai, K J Guarino, D Bryce, K Pratt, J Heym, P M Chalabi, J H Windels, et al.

Affiliation

¹ Pfizer Central Research, Department of Medicinal Chemistry, Groton, Connecticut 06340.

PMID: 7693945
DOI: 10.1021/jm00073a022

Abstract

The synthesis of a highly potent and selective NK1 receptor antagonist radioligand, [3H]-cis-3-[(2-methoxybenzyl)amino]-2-phenylpiperidine (6a) is described. The in vitro binding pharmacology and autoradiographic distribution of 6a in guinea pig brain following peripheral administration are also reported.

MeSH terms

Amino Acid Sequence
Animals
Autoradiography
Brain / metabolism
Guinea Pigs
Male
Molecular Sequence Data
Neurokinin A / antagonists & inhibitors*
Neurokinin-1 Receptor Antagonists*
Piperidines / chemical synthesis*
Piperidines / metabolism
Piperidines / pharmacology*
Radioligand Assay
Stereoisomerism
Substance P / chemistry

Substances

Neurokinin-1 Receptor Antagonists
Piperidines
3-(2-methoxybenzylamino)-2-phenylpiperidine
Substance P
Neurokinin A