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Journal of Pharmacology And Experimental Therapeutics, Vol. 47, Issue 2, 209-215, 1933
Copyright © 1933 by American Society for Pharmacology and Experimental Therapeutics

OPTICALLY ACTIVE HYDANTOINS AS HYPNOTICS

HARRY SOBOTKA 1, S. M. PECK 1, and JOS KAHN 1

1 From the Laboratories of the Mount Sinai Hospital, New York

Attempts to improve 5,5'-phenylethylhydantoin ("nirvanol") by elimination of the undesirable "nirvanol disease" resulted in the synthesis of dextro-phenylethylhydantoin. This drug is slightly less effective than racemic phenylethylhydantoin ("nirvanol"), but its toxicity is only one-third of the latter as judged by the greatly reduced incidence of "nirvanol disease," on oral administration in humans.

This low incidence of "nirvanol disease" allows the question to be answered as to whether the curative effect of "nirvanol" depends upon the appearance of "nirvanol disease." Our observations show that this is not the case.

It is suggested that the influence of chemical asymmetry on physiological effects is greater in this drug than in certain related drugs because of the central location of the asymmetric carbon atom as contrasted to assymmetry in side chains.

The mechanism of the drug eruption, caused especially by the levo-form of phenylethylhydantoin, is explained by the assumption of its function as a "spontaneous haptene."

Submitted on July 1, 1932




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 Arch Pediatr Adolesc MedHome page
B. SCHICK, H. SOBOTKA, and S. PECK
CHEMICAL ALLERGY AND NIRVANOL SICKNESS: PRELIMINARY REPORT
Arch Pediatr Adolesc Med, June 1, 1933; 45(6): 1216 - 1220.
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Copyright © 1933 by the American Society for Pharmacology and Experimental Therapeutics.