A new solvate of epalerstat, a drug for diabetic neuropathy

Acta Crystallographica Section E: Crystallographic Communications

Putra, O.D.¹  Umeda, D.¹  Yonemochi, E.¹  Fukuzawa, K.¹  Gunji, M.¹ 

[1] School of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41, Ebara, Shinagawa, Tokyo 145-8501, Japan

关键词: CRYSTAL STRUCTURE;    EPALERSTAT;    ACETONE;    MONOSOLVATE;    ISOTYPIC;    HYDROGEN BONDING;   

DOI  :  10.1107/S2056989017010751

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

Epalerstat {systematic name: (5Z)-5-[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl­idene]-4-oxo-2-sulfanyl­idene-1,3-thia­zolidine-3-acetic acid} crystallized as an acetone monosolvate, C15H13NO3S2·C3H6O. In the epalerstat mol­ecule, the methyl­propyl­enediene moiety is inclined to the phenyl ring and the five-membered rhodamine ring by 21.4 (4) and 4.7 (4)°, respectively. In addition, the acetic acid moiety is found to be almost normal to the rhodamine ring, making a dihedral angle of 85.1 (2)°. In the crystal, a pair of O—H⋯O hydrogen bonds between the carb­oxy­lic acid groups of epalerstat mol­ecules form inversion dimers with an R22(8) loop. The dimers are linked by pairs of C—H⋯O hydrogen bonds, enclosing R22(20) loops, forming chains propagating along the [101] direction. In addition, the acetone mol­ecules are linked to the chain by a C—H⋯O hydrogen bond. Epalerstat acetone monosolvate was found to be isotypic with epalerstat tertra­hydro­furan solvate [Umeda et al. (2017). Acta Cryst. E73, 941–944].

【 授权许可】

CC BY