What is the molecular formula of (+)-Ethotoin?

(+)-Ethotoin has a molecular formula of C 11 H 12 N 2 O 2

What is the InChI Key of (+)-Ethotoin molecule?

The InChI Key of (+)-Ethotoin is: SZQIFWWUIBRPBZ-VIFPVBQESA-N.

What is the molecular weight of (+)-Ethotoin?

(+)-Ethotoin presents a molecular weight of 204.225 g/mol.

(+)-Ethotoin

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

Table of Contents

1. What is (+)-Ethotoin?
2. 3D Structure
3. Cartesian coordinates
4. 2D Drawing
5. Molecule descriptors
6. Physico-Chemical properties

What is the (+)-Ethotoin?

The molecule (+)-Ethotoin presents a molecular formula of C₁₁H₁₂N₂O₂ and its IUPAC name is (5S)-3-ethyl-5-phenylimidazolidine-2,4-dione.

(+)-Ethotoin (5-(2-ethylphenyl)-2,3-dihydro-1H-1,2,4-triazol-3-thione) is a molecule of the triazole class. It is an anticonvulsant of the hydantoin class. Ethotoin is structurally similar to other anticonvulsants such as phenytoin and fosphenytoin. It is used in the treatment of epilepsy..

The mechanism of action of ethotoin is not completely understood, but it is thought to involve blockage of voltage-gated sodium channels. This action stabilizes neuronal membranes and prevents hyperexcitability..

Ethotoin exists as an oral tablet. It is typically given three times daily. Common side effects include dizziness, drowsiness, and nausea. Ethotoin can also cause birth defects and should not be used by pregnant women..

Ethotoin is a relatively new anticonvulsant and its long-term efficacy and safety have not yet been established. However, it appears to be a promising option for the treatment of epilepsy..

3D structure

Cartesian coordinates

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

2D drawing

(+)-Ethotoin SZQIFWWUIBRPBZ-VIFPVBQESA-N chemical compound 2D structure molecule svg — (+)-Ethotoin

Molecule descriptors

IUPAC name	(5S)-3-ethyl-5-phenylimidazolidine-2,4-dione
InChI code	InChI=1S/C11H12N2O2/c1-2-13-10(14)9(12-11(13)15)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,12,15)/t9-/m0/s1
InChI Key	SZQIFWWUIBRPBZ-VIFPVBQESA-N
SMILES	CCN1C(=O)N[C@@H](c2ccccc2)C1=O

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.

(+)-Ethotoin
(+)-ethotoin
(5S)-3-ethyl-5-phenylhydantoin
(5S)-3-ethyl-5-phenylimidazolidine-2,4-dione
(S)-(+)-ethotoin
(S)-Ethotoin
108739-43-1
2,4-Imidazolidinedione, 3-ethyl-5-phenyl-, (5S)-
9H44Z50DS7
Ethotoin, (S)-
NCGC00016340-01
Q27127213

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

ZINC897291
CAS-86-35-1
UNII-9H44Z50DS7
CHEMBL1433543
CHEBI:60360
SCHEMBL34302

Physico-Chemical properties

IUPAC name	(5S)-3-ethyl-5-phenylimidazolidine-2,4-dione
Molecular formula	C₁₁H₁₂N₂O₂
Molecular weight	204.225
Melting point (ºC)
Boiling point (ºC)
Density (g/cm³)
Molar refractivity	62.84
LogP	1.6
Topological polar surface area	49.4

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

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow 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(K_ow) (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.