Crystal Structure of a 2:1 Co-crystal of Meloxicam with Acetylendicarboxylic Acid | Sciact - CRIS-system of Boreskov Institute of Catalysis

Crystal Structure of a 2:1 Co-crystal of Meloxicam with Acetylendicarboxylic Acid Full article

Journal

Acta Crystallographica Section E
, E-ISSN: 2056-9890

Output data

Year: 2016, Volume: 72, Number: 12, Pages: 1856-1859 Pages count : 4 DOI: 10.1107/s2056989016018909

Tags

acetylenedicarboxylic acid, co-crystal, crystal structure, dicarboxylic acid, drugs, hydrogen bonds, meloxicam, oxicam

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	Novosibirsk State University, Pirogova str. 2, Novosibirsk, Russian Federation
2	Institute of Solid State Chemistry and Mechanochemistry SB RAS, Kutateladze str. 18, Novosibirsk, Russian Federation
3	N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Lavrentiev str. 9, Novosibirsk, Russian Federation

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 0.5C4H2O4. 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⋯O hydrogen bond. The structure-forming motif includes two MXM molecules linked via an ACA conformer through N - H⋯O and O - H⋯N hydrogen bonds, similar to MXM co-crystals with other dicarboxylic acids.

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. 2016. V.72. N12. P.1856-1859. DOI: 10.1107/s2056989016018909 WOS Scopus РИНЦ AN OpenAlex

Full text from publisher

Submitted:	Nov 8, 2016
Accepted:	Nov 26, 2016
Published online:	Nov 29, 2016
Published print:	Dec 1, 2016

Web of science:	WOS:000390315400042
Scopus:	2-s2.0-85003587490
Elibrary:	29463888
Chemical Abstracts:	2016:2008727
OpenAlex:	W2559147521

DB	Citing
Scopus	13
Web of science	14
OpenAlex	15