Synthesis of enantiomerically pure (+)- and (-)-18-methoxycoronaridine hydrochloride and their preliminary assessment as anti-addictive agents

Authors
King, CHR Meckler, H Herr, RJ Trova, MP Glick, SD Maisonneuve, IM
Citation
Chr. King et al., Synthesis of enantiomerically pure (+)- and (-)-18-methoxycoronaridine hydrochloride and their preliminary assessment as anti-addictive agents, BIOORG MED, 10(5), 2000, pp. 473-476
Citations number
22
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
5
Year of publication
2000
Pages
473 - 476
Database
ISI
SICI code
0960-894X(20000306)10:5<473:SOEP(A>2.0.ZU;2-4
Abstract
Chemical resolution of racemic 18-methoxycoronaridine (18-MC) was achieved by the formation of its diastereomeric sulfonamides with either (R)-(-)- or (S)-(+)-camphorsulfonyl chloride. Preliminary assessment of (+)-, (-)-, an d (+/-)-18-MC . HCl showed similar effects on morphine self-administration in a rat model. and similar affinities at the kappa opioid receptors. (C) 2 000 Elsevier Science Ltd. All rights reserved.