Structure via PubChem · Public domain (PubChem)
ethylphenylhydantoin
Sign in to saveAlso known as 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. It is useful in the treatment of chorea.
In the Vinony graph
Within Vinony's link graph, ethylphenylhydantoin is referenced by 2 other articles, and connects out to digital object identifier, chemical formula and molar mass.
It is catalogued under topics including Anticonvulsants, Chemical pages without DrugBank identifier and Drugs not assigned an ATC code.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C11H12N2O2
- Molecular weight
- 204.22 g/mol
- IUPAC name
- 5-ethyl-5-phenylimidazolidine-2,4-dione
- SMILES
- CCC1(C(=O)NC(=O)N1)C2=CC=CC=C2
- InChIKey
- UDTWZFJEMMUFLC-UHFFFAOYSA-N
- XLogP
- 1.5
- Polar surface area
- 58.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
41 papers- Induction of a pleiotropic response by phenobarbital and related compounds. Response in various inbred strains of rats, response in various species and the induction of aldehyde dehydrogenase in Copenhagen rats.Biochemical pharmacology · 1992
- [Experimental ophthalmopathic syndrome in guinea pigs caused by prolonged administration of 3-methyl-5-ethylphenylhydantoin].Rivista di anatomia patologica e di oncologia · 1961
- Comparative actions of phenytoin and other anticonvulsant drugs on potassium- and veratridine-stimulated calcium uptake in synaptosomes.The Journal of pharmacology and experimental therapeutics · 1982
- [Ophthalmopathic changes observed in the offspring of guinea pigs treated by the administration of 3-methyl-5,5-ethylphenylhydantoin 7 months before conception].Rivista di anatomia patologica e di oncologia · 1964
- Genetic polymorphism of mephenytoin metabolism.Progress in clinical and biological research · 1986
via PubMed
Wikidata facts
- Subclass of
- medication
- Mass
- 204.089878
Show 3 more facts
- chemical formula
- C₁₁H₁₂N₂O₂
- canonical SMILES
- CCC1(C(=O)NC(=O)N1)C2=CC=CC=C2
- subject has role
- anticonvulsant agent
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Metabolism
- References
- External links
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. It is useful in the treatment of chorea.
==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.
Excerpted from Wikipedia’s “ethylphenylhydantoin” article, available under the CC BY-SA 4.0 licence.