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• W2000340358 abstract "<h2>ABSTRACT:</h2> Crystal polymorphism of the anti-diabetic drug Tolbutamide (TB) has been studied using various analytical techniques. TB crystallizes in four polymorphic forms (Forms <b>I</b>–<b>IV</b>), which differ in their mode of packing and in molecular conformation but with similar hydrogen bonding synthon (urea tape motif). All the structures were solved from single crystal X-ray data, except for Form <b>IV</b>, which was solved using conventional powder X-ray diffraction (PXRD) data. The conformational differences in the TB molecule arise primarily from torsional variations in the alkyl tail which result in two types of conformers (U and chair). The packing differences are mainly due to the orientation of adjacent molecules in the hydrogen bonding networks. Based on the DSC data, thermodynamic stability relationships of polymorphic pairs were evaluated and graphically visualized in a schematic energy-temperature diagram. Form <b>II</b> is found to be the thermodynamically stable polymorph from absolute zero to ~353K and beyond which Form <b>I^H</b> is the stable polymorph. The anisotropic lattice contraction of TB polymorphs which resulted in severe variations in PXRD patterns at ambient and low temperature was highlighted. The present work also highlights and resolves several discrepancies in the published data on the structural and thermodynamic features of TB polymorphs." @default.
• W2000340358 created "2016-06-24" @default.
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• W2000340358 date "2010-07-01" @default.
• W2000340358 modified "2023-10-16" @default.
• W2000340358 title "Conformational Polymorphism of Tolbutamide: A Structural, Spectroscopic, and Thermodynamic Characterization of Burger’s Forms I–IV" @default.
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• W2000340358 doi "https://doi.org/10.1002/jps.22061" @default.
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