Chiral drugs related to guaifenesin: synthesis and phase properties of methocarbamol and mephenoxalone

被引:30
作者
Bredikhin, Alexander A. [1 ]
Bredikhina, Zemfira A. [1 ]
Zakharychev, Dmitry V. [1 ]
Pashagin, Alexander V. [1 ]
机构
[1] Russian Acad Sci, AE Arbuzov Organ & Phys Chem Inst, Kazan 420088, Russia
关键词
D O I
10.1016/j.tetasy.2007.05.019
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The muscle relaxant methocarbamol 2 and tranquilizer mephenoxalone 3, as well as intermediate cyclic carbonate 4, have been prepared in enantiopure form by starting from enantiopure guaifenesin 1 easily available by an entrainment resolution procedure. Thermal investigations reveal that 2 is probably a conglomerate forming substance, 3 forms a stable racemic compound, and 4 occupies an intermediate position. The enantiomeric excess of a binary phase eutectic point for these substances comprises 0%, 85%, and 10%, respectively. (C) 2007 Elsevier Ltd. All rights reserved.
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页码:1239 / 1244
页数:6
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