Non-racemic mixtures of (S) and (R) enantiomers of N-(2,6-dimethylphenyl)-1-propyl-2-piperidinocarboxamide; related processes and pharmaceutical compositions
US7495105B2 · kind B2 · utility
Assignee
Inventors
Key dates
| Filing date | Oct 8, 2002 |
| Grant date | Feb 24, 2009 |
| Priority date | — |
| Expiry date | Oct 8, 2022 |
Classification
- Technology area (CPC A)Human Necessities
- CPC primaryA61P23/02
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The present invention describes a method of separation of the enantiomers of N-(2,6-dimethylphenyl)-1-propyl-2-piperidinocarboxamide. Another object of the present invention refers to the enantiomeric manipulation of the enantiomers of N-(2,6-dimethylphenyl)-1-propyl-2-piperidinocarboxamide, in order to achiever compounds and pharmaceutical compositions presenting diverse enantiomeric excesses of (S)-N-(2,6-dimethylphenyl)-1-propyl-2-piperidinocarboxamide, in order to quantify and determine the participation of (R)-N-(2,6-dimethylphenyl)-1-propyl-2-piperidinocarboxamide in the anesthetic and cardiotoxic effects. These compounds and compositions enantiomerically manipulated demonstrate to present a significant improvement in itsanesthetic properties, presenting a cardiotoxic profile equivalent to pure enantiomer, a (S)-N-(2,6-dimethylphenyl)-1-propyl-2-piperidinocarboxamide.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.