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Chiral synthesis and pharmacological evaluation of the enantiomers of SM32, a new analgesic and cognition-enhancing agent

✍ Scribed by Maria Novella Romanelli; Alessandro Bartolini; Carlo Bertucci; Silvia Dei; Carla Ghelardini; Maria Grazia Giovannini; Fulvio Gualtieri; Giancarlo Pepeu; Serena Scapecchi; Elisabetta Teodori

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
527 KB
Volume
8
Category
Article
ISSN
0899-0042

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✦ Synopsis

The enantiomers of 3-a-tropyl 2-(phenylthio) butyrate (SMT2, 1 ) were prepared by chiral synthesis and tested for analgesic, cognition-enhancing, and ACh-releasing properties. They show enantioselectivity in some of the tests, the eutomer being related in configuration to R-( +)-hyoscyamine.

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Synthesis and enantioselectivity of the
Synthesis and enantioselectivity of the enantiomers of PG9 and SM21, new potent analgesic and cognition-enhancing drugs
✍ M. Novella Romanelli; Alessandro Bartolini; Carlo Bertucci; Silvia Dei; Carla Gh πŸ“‚ Article πŸ“… 1996 πŸ› John Wiley and Sons 🌐 English βš– 963 KB

The enantiomers of two a-tropanyl esters, SM,, (1) and PG, (2), derived from (+)-R-hyoscyamine, that act by increasing the central cholinergic tone, were obtained by esterification after resolution of the corresponding racemic acids [(-)-S-1, (-)-R-2 and(+)-S-2] and by stereospecific synthesis [(+)-