(S)-Mephenytoin

Modify Date: 2024-01-07 23:08:07

(S)-Mephenytoin Structure
(S)-Mephenytoin structure
Common Name (S)-Mephenytoin
CAS Number 70989-04-7 Molecular Weight 218.252
Density 1.2±0.1 g/cm3 Boiling Point N/A
Molecular Formula C12H14N2O2 Melting Point 135-138ºC
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

 Use of (S)-Mephenytoin


(S)-Mephenytoin ((+)-Mephenytoin) is an anticonvulsive agent. (S)-Mephenytoin is a substrate of the cytochrome P450 (CYP) isoform CYP2C19. (S)-Mephenytoin can be used for the analysis of cytochrome P450 metabolism[1][2].

 Names

Name (s)-mephenytoin
Synonym More Synonyms

 (S)-Mephenytoin Biological Activity

Description (S)-Mephenytoin ((+)-Mephenytoin) is an anticonvulsive agent. (S)-Mephenytoin is a substrate of the cytochrome P450 (CYP) isoform CYP2C19. (S)-Mephenytoin can be used for the analysis of cytochrome P450 metabolism[1][2].
Related Catalog
In Vitro In the presence of cytochrome b5, the Km for S-mephenytoin is 1.25 mM with all five purified cytochrome P-450s preparations[1].
References

[1]. Shimada T, et, al. Human liver microsomal cytochrome P-450 mephenytoin 4-hydroxylase, a prototype of genetic polymorphism in oxidative drug metabolism. Purification and characterization of two similar forms involved in the reaction. J Biol Chem. 1986 Jan 15;261(2):909-21.

[2]. Goldstein JA, et, al. Evidence that CYP2C19 is the major (S)-mephenytoin 4'-hydroxylase in humans. Biochemistry. 1994 Feb 22;33(7):1743-52.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Melting Point 135-138ºC
Molecular Formula C12H14N2O2
Molecular Weight 218.252
Exact Mass 218.105530
PSA 49.41000
LogP 1.40
Index of Refraction 1.541
Storage condition 2-8°C

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn
Risk Phrases 22-36/37/38
Safety Phrases 26-36
RIDADR NONH for all modes of transport

 Precursor & DownStream

Precursor  0

DownStream  1

 Articles2

More Articles
CYP450 phenotyping and accurate mass identification of metabolites of the 8-aminoquinoline, anti-malarial drug primaquine.

Malaria Journal 11 , 259, (2012)

The 8-aminoquinoline (8AQ) drug primaquine (PQ) is currently the only approved drug effective against the persistent liver stage of the hypnozoite forming strains Plasmodium vivax and Plasmodium ovale...

Trade herbal products and induction of CYP2C19 and CYP2E1 in cultured human hepatocytes.

Basic Clin Pharmacol Toxicol. 105(1) , 58-63, (2009)

The aim of this study was to evaluate in vitro the dose-dependent induction potential of six commonly used trade herbal products on CYP2C19 and CYP2E1 metabolic activities in cultured human hepatocyte...

 Synonyms

S(+)-5-Ethyl-3-methyl-5-phenylhydantoin
S(+)-5-Ethyl-1-methyl-5-phenylbarbituric acid
S-mephenytoin
(+)-Mephobarbitol
5-ethyl-3-methyl-5-phenylimidazolidine-2,4-dione
5-éthyl-3-méthyl-5-phénylimidazolidine-2,4-dione
5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione
(S)-Mephenytoin
mephenytoin
(5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione
[14C]-(+)-Mephenytoin
UNII:R420KW629U
5-Ethyl-3-methyl-5-phenylimidazolidin-2,4-dion
2,4,6(1H,3H,5H)-Pyrimidinetrione,5-ethyl-1-methyl-5-phenyl-,(S)
(+)-Mephobarbital
Gerot-Epilan
(5R)-mephobarbital
(S)-5-Ethyl-1-methyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione
2,4-Imidazolidinedione, 5-ethyl-3-methyl-5-phenyl-
(S)-Methylphenobarbital
UNII-5NC67NU76B component ALARQZQTBTVLJV-ZDUSSCGKSA-N
2,4-Imidazolidinedione, 5-ethyl-3-methyl-5-phenyl-, (5S)-