Synthesis, Crystal Structure, and Solubility Analysis of a Famotidine Cocrystal

A novel cocrystal of the potent H<sub>2</sub> receptor antagonist famotidine (FMT) was synthesized with malonic acid (MAL) to enhance its solubility. The cocrystal structure was characterized by X-ray single crystal diffraction, and the asymmetry unit contains one FMT and one MAL connect...

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Bibliographic Details
Main Authors: Yan Zhang, Zhao Yang, Shuaihua Zhang, Xingtong Zhou
Format: Article
Language:English
Published: MDPI AG 2019-07-01
Series:Crystals
Subjects:
Online Access:https://www.mdpi.com/2073-4352/9/7/360
Description
Summary:A novel cocrystal of the potent H<sub>2</sub> receptor antagonist famotidine (FMT) was synthesized with malonic acid (MAL) to enhance its solubility. The cocrystal structure was characterized by X-ray single crystal diffraction, and the asymmetry unit contains one FMT and one MAL connected via intermolecular hydrogen bonds. The crystal structure is monoclinic with a P21/n space group and unit cell parameters a = 7.0748 (3) &#197;, b = 26.6502 (9) &#197;, c = 9.9823 (4) &#197;, &#945; = 90, &#946; = 104.2228 (12), &#947; = 90, V = 1824.42 (12) &#197;<sup>3</sup>, and Z = 4. The cocrystal had unique thermal, spectroscopic, and powder X-ray diffraction (PXRD) properties that differed from FMT. The solubility of the famotidine-malonic acid cocrystal (FMT-MAL) was 4.2-fold higher than FMT; the FAM-MAL had no change in FMT stability at high temperature, high humidity, or with illumination.
ISSN:2073-4352