𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Absolute configuration and biological activity of mequitamium iodide enantiomers

✍ Scribed by Dr. Cristina Di Bugno; Paolo Dapporto; Raffaello Giorgi; Stefano Manzini; Paola Paoli; Alessandro Subissi; Federico Arcamone

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
509 KB
Volume
6
Category
Article
ISSN
0899-0042

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The enantiomers of 1‐methyl‐3‐(10__H__‐phenothiazine‐10‐ylmethyl)‐1‐azoniabicyclo[2,2,2]octane iodide (1) were prepared by chiral chromatographic resolution of the precursor mequitazine (2). The (+)‐(S)‐enantiomer 1b is 10‐fold more potent than (−)‐(R)‐enantiomer 1a as a histamine antagonist, while the two enantiomers show the same antimuscarinic activity in vitro. The absolute configuration of the more active dextrorotatory isomer has been determined by X‐ray analysis. Conformational analysis and molecular modeling suggest that the (+)‐(S)‐enantiomer can adopt a conformation similar to that attributed to the receptor binding conformers of classical antihistamines. © 1994 Wiley‐Liss, Inc.

📜 SIMILAR VOLUMES

ChemInform Abstract: Absolute Configurat
ChemInform Abstract: Absolute Configuration of (.+-.)-Glabridin Enantiomers.
✍ Mihyang Kim; Soo-Un Kim; Yong-ung Kim; Jaehong Han 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 19 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v