(S)-MEPHENYTOIN
- CAS NO.:70989-04-7
- Empirical Formula: C12H14N2O2
- Molecular Weight: 218.25
- MDL number: MFCD00270025
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-09-04 15:51:00
What is (S)-MEPHENYTOIN?
Chemical properties
White Crystalline Solid
The Uses of (S)-MEPHENYTOIN
(S)-Mephenytoin can be used as an anticonvulsant agent.
The Uses of (S)-MEPHENYTOIN
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).
What are the applications of Application
(S)-Mephenytoin is a substrate for assaying CYP2C19 polymorphism
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.
Properties of (S)-MEPHENYTOIN
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 information for (S)-MEPHENYTOIN
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (S)-MEPHENYTOIN
New Products
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