2-amino-2-oxazolines as subtype selective alpha(2) adrenoceptor agonists

W C Wong; W Sun; W Cui; Y Chen; C Forray; P J Vaysse; T A Branchek; C Gluchowski

doi:10.1021/jm9905256

2-amino-2-oxazolines as subtype selective alpha(2) adrenoceptor agonists

J Med Chem. 2000 May 4;43(9):1699-704. doi: 10.1021/jm9905256.

Authors

W C Wong¹, W Sun, W Cui, Y Chen, C Forray, P J Vaysse, T A Branchek, C Gluchowski

Affiliation

¹ Deparment of Chemistry, Synaptic Pharmaceutical Corporation, 215 College Road, Paramus, New Jersey 07652, USA. WAI.WONG.B@BAYER.COM

PMID: 10794687
DOI: 10.1021/jm9905256

Abstract

Cyclohexylamino oxazoline 1 (AGN 190837), an analogue of 2 (Bay a6781), is a potent alpha(2) adrenoceptor agonist. On the basis of a design generated by receptor-ligand modeling, a number of cyclohexyl and norbornyl analogues were synthesized wherein the propyl group of 1 was replaced by phenylalkyl subsituents. This resulted in compound 6 being an alpha(2c) selective agonist, as well as 7 and 9 being alpha(2a)/alpha(2c) selective.

MeSH terms

Adrenergic alpha-2 Receptor Agonists*
Adrenergic alpha-Agonists / chemical synthesis*
Adrenergic alpha-Agonists / pharmacology
Antihypertensive Agents / chemical synthesis
Antihypertensive Agents / chemistry
Antihypertensive Agents / pharmacology
Cloning, Molecular
Humans
Indicators and Reagents
Models, Molecular
Monte Carlo Method
Oxazoles / chemical synthesis*
Oxazoles / chemistry
Oxazoles / pharmacology

Substances

Adrenergic alpha-2 Receptor Agonists
Adrenergic alpha-Agonists
Antihypertensive Agents
Indicators and Reagents
Oxazoles
cyclohexylamino oxazoline
BAY-a 6781