Cargando…
Meloxicam hydrochloride
The title salt, C(14)H(14)N(3)O(4)S(2) (+)·Cl(−) [systematic name: 2-(4-hydroxy-2-methyl-1,1-dioxo-1,2-benzothiazine-3-amido)-5-methyl-1,3-thiazol-3-ium chloride] is the hydrochloride derivative of meloxicam, a drug used to treat pain and inflammation in rheumatic disorders and osteoarthritis....
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2023
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10171328/ https://www.ncbi.nlm.nih.gov/pubmed/37180348 http://dx.doi.org/10.1107/S241431462300202X |
_version_ | 1785039404099698688 |
---|---|
author | Flores Manuel, Fermin Sosa Rivadeneyra, Martha Bernès, Sylvain |
author_facet | Flores Manuel, Fermin Sosa Rivadeneyra, Martha Bernès, Sylvain |
author_sort | Flores Manuel, Fermin |
collection | PubMed |
description | The title salt, C(14)H(14)N(3)O(4)S(2) (+)·Cl(−) [systematic name: 2-(4-hydroxy-2-methyl-1,1-dioxo-1,2-benzothiazine-3-amido)-5-methyl-1,3-thiazol-3-ium chloride] is the hydrochloride derivative of meloxicam, a drug used to treat pain and inflammation in rheumatic disorders and osteoarthritis. Although its molecular structure is similar to that previously reported for the hydrobromide analogue, both salts are not isomorphous. Different crystal structures originate from a conformational modification, arising from a degree of rotational freedom for the thiazolium ring in the cations. By taking as a reference the conformation of meloxicam, the thiazolium ring is twisted by 10.96 and −16.70° in the hydrochloride and hydrobromide salts, while the 1,2-benzothiazine core is a rigid scaffold. This behaviour could explain why meloxicam is a polymorphous compound. [Image: see text] |
format | Online Article Text |
id | pubmed-10171328 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-101713282023-05-11 Meloxicam hydrochloride Flores Manuel, Fermin Sosa Rivadeneyra, Martha Bernès, Sylvain IUCrdata Data Reports The title salt, C(14)H(14)N(3)O(4)S(2) (+)·Cl(−) [systematic name: 2-(4-hydroxy-2-methyl-1,1-dioxo-1,2-benzothiazine-3-amido)-5-methyl-1,3-thiazol-3-ium chloride] is the hydrochloride derivative of meloxicam, a drug used to treat pain and inflammation in rheumatic disorders and osteoarthritis. Although its molecular structure is similar to that previously reported for the hydrobromide analogue, both salts are not isomorphous. Different crystal structures originate from a conformational modification, arising from a degree of rotational freedom for the thiazolium ring in the cations. By taking as a reference the conformation of meloxicam, the thiazolium ring is twisted by 10.96 and −16.70° in the hydrochloride and hydrobromide salts, while the 1,2-benzothiazine core is a rigid scaffold. This behaviour could explain why meloxicam is a polymorphous compound. [Image: see text] International Union of Crystallography 2023-03-10 /pmc/articles/PMC10171328/ /pubmed/37180348 http://dx.doi.org/10.1107/S241431462300202X Text en © Flores Manuel et al. 2023 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Flores Manuel, Fermin Sosa Rivadeneyra, Martha Bernès, Sylvain Meloxicam hydrochloride |
title | Meloxicam hydrochloride |
title_full | Meloxicam hydrochloride |
title_fullStr | Meloxicam hydrochloride |
title_full_unstemmed | Meloxicam hydrochloride |
title_short | Meloxicam hydrochloride |
title_sort | meloxicam hydrochloride |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10171328/ https://www.ncbi.nlm.nih.gov/pubmed/37180348 http://dx.doi.org/10.1107/S241431462300202X |
work_keys_str_mv | AT floresmanuelfermin meloxicamhydrochloride AT sosarivadeneyramartha meloxicamhydrochloride AT bernessylvain meloxicamhydrochloride |