A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (+)-5-Ethyl-5-phenylhydantoin are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the (+)-5-Ethyl-5-phenylhydantoin?

The molecule (+)-5-Ethyl-5-phenylhydantoin presents a molecular formula of C11H12N2O2 and its IUPAC name is (5S)-5-ethyl-5-phenylimidazolidine-2,4-dione.

Phenylhydantoin is an organic compound with the molecular formula C10H13NO2. It is a white solid that is soluble in water. It is used as an anticonvulsant and as an antiepileptic drug..

Phenylhydantoin is an organic compound with the molecular formula C10H13NO2. It is a white solid that is soluble in water. It is used as an anticonvulsant and as an antiepileptic drug..

Phenylhydantoin was first synthesized in 1907 by German chemist Emil Fischer. It was first used clinically in 1911..

Phenylhydantoin is a prodrug that is metabolized in the body to the active compound phenytoin. Phenytoin is a sodium channel blocker that inhibits the spread of seizure activity in the brain..

Phenylhydantoin is used to treat epilepsy and seizure disorders. It is also used to prevent seizures during or after surgery..

Phenylhydantoin can cause side effects including drowsiness, dizziness, nausea, and vomiting. More serious side effects include rash, hives, and difficulty breathing..

Phenylhydantoin should not be used during pregnancy unless the potential benefit justifies the potential risk to the fetus. Phenytoin is secreted in breast milk and can cause side effects in nursing infants..

Phenylhydantoin is an important anticonvulsant and antiepileptic drug. It is effective in treating epilepsy and seizure disorders. However, it can cause side effects. Phenylhydantoin should be used with caution in pregnant women and nursing mothers..

3D structure

Cartesian coordinates

Geometry of (+)-5-Ethyl-5-phenylhydantoin in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


(+)-5-Ethyl-5-phenylhydantoin UDTWZFJEMMUFLC-NSHDSACASA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name(5S)-5-ethyl-5-phenylimidazolidine-2,4-dione
InChI codeInChI=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)/t11-/m0/s1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (+)-5-Ethyl-5-phenylhydantoin
  • (+)-Nirvanol
  • (5S)-5-ethyl-5-phenylimidazolidine-2,4-dione
  • (S)-(+)-Nirvanol
  • (S)-5-Ethyl-5-phenyl-2,4-imidazolidinedione
  • (S)-5-ethyl-5-phenylimidazolidine-2,4-dione
  • (S)-Nirvanol
  • 2,4-Imidazolidinedione, 5-ethyl-5-phenyl-, (S)-
  • 5-Ethyl-5-phenylhydantoin, (+)-
  • 65567-34-2
  • BRN 0085311
  • Hydantoin, 5-ethyl-5-phenyl-, (+)-
  • NCGC00165928-01
  • O271Z1Q5G9
  • Q27285229
  • S-(+)-N-Desmethyl Mephenytoin
  • S-Nirvanol
  • d-Nirvanol

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC11536302
  • UNII-O271Z1Q5G9
  • DTXSID301318015
  • CHEMBL1723471
  • CHEBI:174015
  • SCHEMBL4123231

Physico-Chemical properties

IUPAC name(5S)-5-ethyl-5-phenylimidazolidine-2,4-dione
Molecular formulaC11H12N2O2
Molecular weight204.225
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity62.63
Topological polar surface area58.2

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.