Co-crystallisation of Lamotrigine with diprotic acids: synthesis, single crystal analysis, and in-vitro evaluation. (2019)

• Record Type: Journal Article
• Authors: Chappa, Praveen; Maruthapillai, Arthanareeswari; Kamaraj, P.; Allada, Ravikiran; Devikala, S.; Selvi, J. Arockia
• Is Part Of: Materials today. Volume 14:Part 2(2019)
• Page Start: 504
• Page End: 513
• Publication Date: 2019
• Subjects: Lamotrigine -- multi-component -- dissolution enhancement -- solubility improvement; Materials science -- Congresses -- Periodicals; 620.1
• DOI: 10.1016/j.matpr.2019.04.173
• Languages: English
• ISSNs: 2214-7853

Abstract

Abstract: The present study investigates the structural and pharmaceutical properties of two novel cocrystalsof lamotrigine (LTG) forming with maleic acid (MA) and malonic acid (MLA).Preliminary solid-state characterization was done by single crystal XRD, FT-IR, DSC and powder XRD. LTG-MA crystallized in P-1 space group whereas LTG-MLA crystallized in P21/c space group. Pseudo–quadruple hydrogen bond with R42(16) motif graph set notation was observed in all two crystal structures of LTG co-crystals. The FT-IR spectra of the two cocrystalsshowed a red shift in -NH2 stretching vibrations in the in the region of 3500-3300 cm-1, blue shift in carbonyl groups of MA and MLA in the region of 1650 to 1670cm-1 indicatesthe formation of an N-H…O=C intermolecular interaction between LTG and carboxylic acids(MA and MLA). Further, these two co-crystals were subjected to solubility, powder dissolutionstudies in 0.1 N HCl, in comparison with pure LTG base. The solubility of these compoundsin 0.1 N HCl is significantly enhanced compared with that of the pure base, which can beattributed to the type of packing motifs present in their crystal structures.