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

Christian Tantardini, Sergey G. Arkipov, Kseniya A. Cherkashina, Alexander S. Kil’met’ev, Elena V. Boldyreva

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

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-1λ6,2-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 сonclusions from the theoretical analysis of solubility carried out by Cysewski (J. Mol. Model 24:112, 2018).

Original languageEnglish
Pages (from-to)1867-1874
Number of pages8
JournalStructural Chemistry
Volume29
Issue number6
DOIs
Publication statusPublished - 1 Dec 2018

Keywords

  • Aromatic
  • Benzoic acid
  • Carboxylic acid
  • Co-crystal
  • Co-former
  • Meloxicam
  • Oxicam
  • Solubility
  • DEFINITION
  • COCRYSTALS
  • CONFORMATION
  • SOLUBILITY

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