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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....

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Detalles Bibliográficos
Autores principales: Flores Manuel, Fermin, Sosa Rivadeneyra, Martha, Bernès, Sylvain
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
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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]
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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
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