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Venlafaxine besylate monohydrate
The title compound {systematic name: [2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylazanium benzenesulfonate monohydrate}, C(17)H(28)NO(2) (+)·C(6)H(5)O(3)S(−)·H(2)O, is a besylate salt hydrate of the antidepressant drug venlafaxine. In the crystal, besylate anions and water molecules...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885021/ https://www.ncbi.nlm.nih.gov/pubmed/24454196 http://dx.doi.org/10.1107/S1600536813027542 |
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author | Corvalan, Carolina H. Vega, Daniel R. |
author_facet | Corvalan, Carolina H. Vega, Daniel R. |
author_sort | Corvalan, Carolina H. |
collection | PubMed |
description | The title compound {systematic name: [2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylazanium benzenesulfonate monohydrate}, C(17)H(28)NO(2) (+)·C(6)H(5)O(3)S(−)·H(2)O, is a besylate salt hydrate of the antidepressant drug venlafaxine. In the crystal, besylate anions and water molecules self-assemble, forming hydrogen-bonded dimers linked around inversion centers, with graph set R (4) (4)(6). The crystal packing features a chain of alternate dimers and venlafaxine cations in the b-axis direction with the components linked by O—H⋯O hydrogen bonds and C—H⋯O and C—H⋯π interactions. This is the first example of a venlafaxine cation with a closed conformation, as it features an intramolecular N—H⋯O interaction involving the protonated N atom. |
format | Online Article Text |
id | pubmed-3885021 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-38850212014-01-17 Venlafaxine besylate monohydrate Corvalan, Carolina H. Vega, Daniel R. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound {systematic name: [2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylazanium benzenesulfonate monohydrate}, C(17)H(28)NO(2) (+)·C(6)H(5)O(3)S(−)·H(2)O, is a besylate salt hydrate of the antidepressant drug venlafaxine. In the crystal, besylate anions and water molecules self-assemble, forming hydrogen-bonded dimers linked around inversion centers, with graph set R (4) (4)(6). The crystal packing features a chain of alternate dimers and venlafaxine cations in the b-axis direction with the components linked by O—H⋯O hydrogen bonds and C—H⋯O and C—H⋯π interactions. This is the first example of a venlafaxine cation with a closed conformation, as it features an intramolecular N—H⋯O interaction involving the protonated N atom. International Union of Crystallography 2013-11-06 /pmc/articles/PMC3885021/ /pubmed/24454196 http://dx.doi.org/10.1107/S1600536813027542 Text en © Corvalan and Vega 2013 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Corvalan, Carolina H. Vega, Daniel R. Venlafaxine besylate monohydrate |
title | Venlafaxine besylate monohydrate |
title_full | Venlafaxine besylate monohydrate |
title_fullStr | Venlafaxine besylate monohydrate |
title_full_unstemmed | Venlafaxine besylate monohydrate |
title_short | Venlafaxine besylate monohydrate |
title_sort | venlafaxine besylate monohydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885021/ https://www.ncbi.nlm.nih.gov/pubmed/24454196 http://dx.doi.org/10.1107/S1600536813027542 |
work_keys_str_mv | AT corvalancarolinah venlafaxinebesylatemonohydrate AT vegadanielr venlafaxinebesylatemonohydrate |