Salts and Cocrystals of the Antidiabetic Drugs Gliclazide, Tolbutamide, and Glipizide: Solubility Enhancements through Drug Coformer Interactions

Samie, Ali and Desiraju, Gautam R and Banik, Manas (2017) Salts and Cocrystals of the Antidiabetic Drugs Gliclazide, Tolbutamide, and Glipizide: Solubility Enhancements through Drug Coformer Interactions. In: CRYSTAL GROWTH & DESIGN, 17 (5). pp. 2406-2417.

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Abstract

Gliclazide (GCZ), tolbutamide (TOL), and glipizide (GPZ) are BCS class II antidiabetic drugs with poor aqueous solubility. Multicomponent solid forms, salts, and cocrystals of GCZ were obtained upon liquid assisted grinding with coformers of catechol, resorcinol, ptoluenesulfonic acid, and piperazine. The solubility of TOL was also modified by salt formation with piperazine (PPZ). The multicornponent solids were characterized by single crystal X-ray diffraction, powder X-ray diffraction, Fourier transform infrared spectroscopy, differential scanning calorirnetry, and thermal gravimetric analysis and further subjected to solubility studies. The cocrystals/salts, in all cases, showed improvements in the solubility and dissolution rates compared to the parent active pharmaceutical ingredients. GCZ-PPZ and TOL-PPZ(I) showed 6.6 and 80 and fold enhancements respectively in the solubility. The reasons for the improved solubility of the coaystals/salts in terms of drug-coformer interactions are discussed.

Item Type:	Journal Article
Publication:	CRYSTAL GROWTH & DESIGN
Additional Information:	Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	10 Jun 2017 04:39
Last Modified:	10 Jun 2017 04:39
URI:	http://eprints.iisc.ac.in/id/eprint/57168

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