SYNTHESIS AND BIOLOGICAL-ACTIVITY OF A SERIES OF ARYL TROPANYL ESTERSAND AMIDES CHEMICALLY RELATED TO 1H-INDOLE-3-CARBOXYLIC ACID ENDO 8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL ESTER - DEVELOPMENT OF A 5-HT4 AGONIST ENDOWED WITH POTENT ANTINOCICEPTIVE ACTIVITY

Authors
ROMANELLI MN GHELARDINI C DEI S MATUCCI R MORI F SCAPECCHI S TEODORI E BARTOLINI A GALLI A GIOTTI A GUALTIERI F
Citation
Mn. Romanelli et al., SYNTHESIS AND BIOLOGICAL-ACTIVITY OF A SERIES OF ARYL TROPANYL ESTERSAND AMIDES CHEMICALLY RELATED TO 1H-INDOLE-3-CARBOXYLIC ACID ENDO 8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL ESTER - DEVELOPMENT OF A 5-HT4 AGONIST ENDOWED WITH POTENT ANTINOCICEPTIVE ACTIVITY, Arzneimittel-Forschung, 43-2(8), 1993, pp. 913-918
Citations number
42
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Arzneimittel-Forschung → ACNP
ISSN journal
00044172
Volume
43-2
Issue
8
Year of publication
1993
Pages
913 - 918
Database
ISI
SICI code
0004-4172(1993)43-2:8<913:SABOAS>2.0.ZU;2-W
Abstract
A series of aryl tropanyl esters and amides related to 1H-indole-3-car boxylic acid endo 8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester (ICS 205 9230, CAS 89565-68-4) were synthesized and evaluated for antinocicepti ve activity using the hot-plate test. Of these, the benzofurane-3-carb oxylic ester of tropine (1) was found powerfully to increase the pain threshold, with a cholinergic mechanism of action. Despite the structu ral similarity with ICS 205930, the analgesia induced by 1 seems not t o be due to 5-HT3 receptor interaction, and there is evidence of invol vement of the central 5-HT4 receptor