(S)-MEPHENYTOIN
- Product Name
- (S)-MEPHENYTOIN
- CAS No.
- 70989-04-7
- Chemical Name
- (S)-MEPHENYTOIN
- Synonyms
- Mephenitoin S;(S)-MEPHENYTOIN;(S)-Mephenitoin;(S)-Mephenytoine;(S)-(+)-MEPHENYTOIN;Mephenytoin Impurity 2;(S)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN;(5S)-5-Ethyl-3-methyl-5-phenylhydantoin;(S)-(+)-Mephenytoin solid, >=98% (HPLC);(5S)-5β-Ethyl-3-methyl-5-phenylhydantoin
- CBNumber
- CB7257425
- Molecular Formula
- C12H14N2O2
- Formula Weight
- 218.25
- MOL File
- 70989-04-7.mol
(S)-MEPHENYTOIN Property
- Melting point:
- 135-138 °C
- Density
- 1.154±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: soluble
- pka
- 8.07±0.70(Predicted)
- form
- solid
- color
- off-white
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 2
- HS Code
- 29332100
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- UC175
- Product name
- (S)-(+)-Mephenytoin
- Purity
- solid, ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $898
- Updated
- 2024/03/01
- Product number
- UC175
- Product name
- (S)-(+)-Mephenytoin
- Purity
- solid, ≥98% (HPLC)
- Packaging
- 10mg
- Price
- $1570
- Updated
- 2024/03/01
- Product number
- 11913
- Product name
- (S)-Mephenytoin
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $39
- Updated
- 2024/03/01
- Product number
- 11913
- Product name
- (S)-Mephenytoin
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $96
- Updated
- 2024/03/01
- Product number
- 11913
- Product name
- (S)-Mephenytoin
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $173
- Updated
- 2024/03/01
(S)-MEPHENYTOIN Chemical Properties,Usage,Production
Chemical Properties
White Crystalline Solid
Uses
S-Mephenytoin has been used as a CYP2C19 substrate for the analysis of cytochrome P450 metabolism. S-Mephenytoin has also been used as probe substrates for LC/MS-based analysis of relative activity factor (RAF).
Uses
(S)-Mephenytoin can be used as an anticonvulsant agent.
Definition
ChEBI: (S)-Mephenytoin is an imidazolidine-2,4-dione.
Biological Activity
(s)-mephenytoin is an anticonvulsive drug which is metabolized by n-demethylation and 4-hydroxylation (of the aromatic ring). (s)-mephenytoin is a substrate of the cytochrome p450 (cyp) isoform cyp2c19, also known as mephenytoin 4-hydroxylase [1].cyp2c19 is the main mephenytoin 4-hydroxylase in humans implicated in metabolizing a variety of therapeutic agents, such as omeprazole, proguanil, diazepam, propranolol, citalopram, imipramine, and certain barbiturates [2].
Biochem/physiol Actions
CYP2B6 & CYP2C19 substrate. Methenytoin isomer. Anticonvulsant; antiepileptic.
in vitro
in the presence of cytochrome b5, the km value for s-mephenytoin was 1.25 mm with all five purified cytochrome p-450s preparations, and vmax values were 0.8-1.25 nmol of 4-hydroxy product formed per min/nmol of p-450 [1].
References
[1] shimada t, misono k s, guengerich f p. 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]. journal of biological chemistry, 1986, 261(2): 909-921.
[2] ferguson r j, de morais s m f, benhamou s, et al. a new genetic defect in human cyp2c19: mutation of the initiation codon is responsible for poor metabolism of s-mephenytoin[j]. journal of pharmacology and experimental therapeutics, 1998, 284(1): 356-361.
(S)-MEPHENYTOIN Preparation Products And Raw materials
Raw materials
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