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Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid Full article

Journal Acta Crystallographica Section E: Crystallographic Communications
ISSN: 2056-9890
Output data Year: 2016, Volume: 72, Pages: 1856-+ Pages count : DOI: 10.1107/S2056989016018909
Tags crystal structure; oxicam; meloxicam; co-crystal; dicarboxylic acid; acetylenedicarboxylic acid; hydrogen bonds; drugs
Authors Tantardini Christian 1 , Arkhipov Sergey G. 1,2 , Cherkashina Ksenya A. 1,2 , Kil'met'ev Alexander S. 1,3 , Boldyreva Elena V. 2
Affiliations
1 (Данные Web of science) Novosibirsk State Univ, Pirogova Str 2, Novosibirsk 630090, Russia
2 (Данные Web of science) Inst Solid State Chem & Mechanochem SB RAS, Kutateladze Str 18, Novosibirsk 630128, Russia
3 (Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem, Lavrentiev Str 9, Novosibirsk 630090, Russia

Abstract: The pharmaceutical 2:1 co-crystal of meloxicam [MXM; systematic name: 4-hydroxy-2-methyl-N-(5-methylthiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide] with acetylenedicarboxylic acid (ACA; systematic name: but-2-ynedioic acid), crystallizes with one MXM molecule and half an ACA molecule in the asymmetric unit, C14H13N3O4S2 center dot 0.5C(4)H(2)O(4). The mid-point of the triple bond of ACA is located on an inversion centre. In the crystal, the two stereoisomers of MXM with respect to the N atom of the sulfonamide group are related by the inversion centre. The carbonyl and hydroxy groups belonging to the MXM molecule are involved in an intramolecular O-H center dot center dot center dot O hydrogen bond. The structure-forming motif includes two MXM molecules linked via an ACA conformer through N-H center dot center dot center dot O and O-H center dot center dot center dot N hydrogen bonds, similar to MXM co-crystals with other dicarboxylic acids.
Cite: Tantardini C. , Arkhipov S.G. , Cherkashina K.A. , Kil'met'ev A.S. , Boldyreva E.V.
Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid
Acta Crystallographica Section E: Crystallographic Communications. 2016. V.72. P.1856-+. DOI: 10.1107/S2056989016018909 WOS Scopus РИНЦ OpenAlex
Files: Full text from publisher
Dates:
Published online: Nov 29, 2016
Published print: Dec 1, 2016
Identifiers:
Web of science: WOS:000390315400042
Scopus: 2-s2.0-85003587490
Elibrary: 29463888
OpenAlex: W2559147521
Citing:
DB Citing
Web of science 14
Scopus 13
Elibrary 9
OpenAlex 15
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