Racemic perhexiline has been used (or is currently undergoing clinical trials) for the treatment of a variety of cardiovascular disorders. Increasing evidence suggests that the (-)-enantiomer should be used, as opposed to the racemic mixture. Here, we report the first asymmetric synthesis of both enantiomers of perhexiline in high enantiomeric excess and the assignment of their (-)-S/(+)-R absolute stereochemistry by X-ray crystallography.

Asymmetric Synthesis and Absolute Configuration of (+)- and (-)-Perhexiline

Zanda Matteo;Zanda Matteo
2016

Abstract

Racemic perhexiline has been used (or is currently undergoing clinical trials) for the treatment of a variety of cardiovascular disorders. Increasing evidence suggests that the (-)-enantiomer should be used, as opposed to the racemic mixture. Here, we report the first asymmetric synthesis of both enantiomers of perhexiline in high enantiomeric excess and the assignment of their (-)-S/(+)-R absolute stereochemistry by X-ray crystallography.
2016
Istituto di Chimica del Riconoscimento Molecolare - ICRM - Sede Milano
asymmetric synthesis
crystal structure
medicinal chemistry
perhexiline
stereochemistry
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/308037
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