Synthesis and crystal structure of a meloxicam co-crystal with benzoic acid

Synthesis and crystal structure of a meloxicam co-crystal with benzoic acid Full article

Journal

Structural Chemistry
ISSN: 1040-0400 , E-ISSN: 1572-9001

Output data

Year: 2018, Volume: 29, Number: 6, Pages: 1867-1874 Pages count : DOI: 10.1007/s11224-018-1166-5

Tags

Oxicam; Meloxicam; Solubility; Benzoic acid; Co-crystal; Co-former; Aromatic; Carboxylic acid

Authors

Tantardini Christian ^1,2 , Arkipov Sergey G. ^2,3 , Cherkashina Kseniya A. ² , Kil'met'ev Alexander S. ^2,4 , Boldyreva Elena V. ^2,5

Affiliations

1	(Данные Web of science) SkolTech Skolkovo Inst Sci & Technol, Ul Nobelya 3, Moscow 121205, Russia
2	(Данные Web of science) Novosibirsk State Univ, Ul Pirogova 2, Novosibirsk 630090, Russia
3	(Данные Web of science) RAS, SB, Inst Solid State Chem & Mechanochem, Ul Kutateladze 18, Novosibirsk 630128, Russia
4	(Данные Web of science) RAS, SB, Novosibirsk Inst Organ Chem, Lavrentiev Ave 9, Novosibirsk 630090, Russia
5	(Данные Web of science) RAS, SB, Boreskov Inst Catalysis, Laverentiev Ave 5, Novosibirsk 630090, Russia

Single crystals of a 1:1 co-crystal of meloxicam [4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1(6),2-benzothiazine-3-carboxamide], MXM, with benzoic acid, BZA, were crystalized from a THF solution. The same MXM-BZA co-crystal has been obtained as a fine powder by liquid-assisted co-grinding using as fluid additives solvents with different polarity: benzene, toluene, ortho-xylene, meta-xylene, para-xylene, THF, and water. The latter is especially eco-friendly and can be a good candidate for industrial production. The crystal structures of all the MXM co-crystals deposited in the most recent version of the Cambridge Database were compared, in order to correlate the non-covalent interactions in these structures with the ?onclusions from the theoretical analysis of solubility carried out by Cysewski (J. Mol. Model 24:112, 2018).

Tantardini C. , Arkipov S.G. , Cherkashina K.A. , Kil'met'ev A.S. , Boldyreva E.V.
Synthesis and crystal structure of a meloxicam co-crystal with benzoic acid
Structural Chemistry. 2018. V.29. N6. P.1867-1874. DOI: 10.1007/s11224-018-1166-5 WOS Scopus РИНЦ

Published online:	Jul 25, 2018
Published print:	Dec 1, 2018

Web of science	WOS:000451767200027
Scopus	2-s2.0-85050674493
Elibrary	41793303
OpenAlex	W2883590378