Abstract
Diphenyl hydantoin is converted by the dog and by man to 5-(p-hydroxyphenyl) -5- phenyl hydantoin ("HPPH").
Little if any HPPH is excreted as such. The substance excreted in urine is presumably a conjugate of HPPH, from which free HPPH can be formed by heating in acid or alkaline solution.
The ortho and meta isomers have not been found. Neither has a compound hydroxylated in both phenyl groups.
Only one of the phenyl groups in diphenyl hydantoin is susceptible to hydroxylation in man, the phenolic product in urine consisting almost entirely of the levorotatory isomer. Either of the phenyl groups can be hydroxylated by the dog, there being a slight preponderance of the dextrorotatory isomer of HPPH in urine.
A very high proportion of a dose of diphenyl hydantoin is initially hydroxylated both by man and by the dog. Only a part of the HPPH produced appears in the urine.
HPPH lacks the pharmacological actions of diphenyl hydantoin.
The synthesis of HPPH is described.
Footnotes
- Received July 16, 1956.
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