Tetrahedron: Asymmetry

Deracemization of 5-(4-hydroxyphenyl)-5-phenylhydantoin (HPPH): practical synthesis of (−)-(S)-HPPH

J Riedner, P Vogel

Index: Riedner, Jens; Vogel, Pierre Tetrahedron Asymmetry, 2004 , vol. 15, # 17 p. 2657 - 2660

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Citation Number: 6

Abstract

Phenytoin 1 (5,5-diphenylhydantoin, PHT) is a well-known anticonvulsant employed for the treatment of epileptic seizures and was first introduced as an antiepileptic drug in 1938. 1 It still remains a drug of first choice for epilepsy, especially for grand mal, temporal lobe, and psychomotor seizures. 2 It has been demonstrated (Scheme 1) that phenytoin is extensively metabolized in the liver by microsomal enzymes and the major metabolites are (S)-5-(4-hydroxyphenyl)-5 ...