Nirvanol

Nirvanol, also known as ethylphenylhydantoin, is a derivative of hydantoin with anticonvulsant properties. Its 5-ethyl-5-phenyl substitution pattern is similar to that of phenobarbital.^[2] It is useful in the treatment of chorea.^[3]

Nirvanol

Clinical data
Other names	5-Ethyl-5-phenylhydantoin
Routes of administration	By mouth[1]
ATC code	None
Identifiers
IUPAC name 5-Ethyl-5-phenylimidazolidine-2,4-dione
CAS Number	631-07-2
PubChem CID	91480
ChemSpider	82605
UNII	23SM1FA1AK
CompTox Dashboard (EPA)	DTXSID80874185
ECHA InfoCard	100.010.138
Chemical and physical data
Formula	C11H12N2O2
Molar mass	204.229 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC1(C(=O)NC(=O)N1)C2=CC=CC=C2
InChI InChI=InChI=1S/C11H12N2O2/c1-2-11(8-6-4-3-5-7-8)9(14)12-10(15)13-11/h3-7H,2H2,1H3,(H2,12,13,14,15) Key:UDTWZFJEMMUFLC-UHFFFAOYSA-N

Metabolism

Metabolism of nirvanol is stereoselective, with the (S)- enantiomer undergoing roughly 14 times more hydroxylation at the 4 position of the phenyl group than the (R)-enantiomer.^[4][5]