(S)-MEPHENYTOIN

ChemicalBook > CAS DataBase List > (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

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(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

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26-36
WGK Germany: 2
HS Code: 29332100

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: UC175
Product name: (S)-(+)-Mephenytoin
Purity: solid, ≥98% (HPLC)
Packaging: 5mg
Price: $898
Updated: 2024/03/01

Sigma-Aldrich

Product number: UC175
Product name: (S)-(+)-Mephenytoin
Purity: solid, ≥98% (HPLC)
Packaging: 10mg
Price: $1570
Updated: 2024/03/01

Cayman Chemical

Product number: 11913
Product name: (S)-Mephenytoin
Purity: ≥98%
Packaging: 1mg
Price: $39
Updated: 2024/03/01

Cayman Chemical

Product number: 11913
Product name: (S)-Mephenytoin
Purity: ≥98%
Packaging: 5mg
Price: $96
Updated: 2024/03/01

Cayman Chemical

Product number: 11913
Product name: (S)-Mephenytoin
Purity: ≥98%
Packaging: 10mg
Price: $173
Updated: 2024/03/01

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(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

Preparation Products

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(S)-MEPHENYTOIN Suppliers

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70989-04-7, (S)-MEPHENYTOINRelated Search:

4-HYDROXY MEPHENYTOIN 4-HYDROXY MEPHENYTOIN-D3 (R)-MEPHENYTOIN,(R)-(-)-MEPHENYTOIN (S)-MEPHENYTOIN H-PHG-NH2 HCL (S)-MEPHENYTOIN,(S)-(+)-MEPHENYTOIN,MEPHENYTOIN,(+/-)-MEPHENYTOIN,DL-Mephenytoin 2-PHENYLBUTYRYLUREA 7,8-DIHYDROXY-6-METHOXYCOUMARIN 5-Phenylhydantoin S-(+)-N-Desmethyl Mephenytoin (S)-(+)-N-3-Benzylnirvanol 1,2-Ethanediamine,N2,N2-dimethyl-1-phenyl-,(1S)-(9CI) rac N-Desmethyl Mephenytoin-deuterated,rac N-Desmethyl Mephenytoin-D5 (Major) RAC MEPHENYTOIN-D3 N-DESMETHYL MEPHENYTOIN-D5 DESMETHYL MEPHENYTOIN,rac N-Desmethyl Mephenytoin rac Mephenytoin-D5 MEPHENYTOIN USP(CRM STANDARD)

(S)-(+)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione, (S)-(+)-5-Ethyl-3-methyl-5-phenylhydantoin

(5S)-5-Ethyl-3-methyl-5-phenylhydantoin

(5S)-5β-Ethyl-3-methyl-5-phenylhydantoin

Mephenitoin S

(5S)-5-ethyl-3-methyl-5-phenyl-imidazolidine-2,4-dione

(5S)-5-ethyl-3-methyl-5-phenylimidazolidine-2,4-dione

(S)-(+)-MEPHENYTOIN

(S)-(+)-5-ETHYL-3-METHYL-5-PHENYL-2,4-IMIDAZOLIDINEDIONE

(S)-(+)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN

(S)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN

(5S)-5-Ethyl-3-Methyl-5-phenyl-2,4-iMidazolidinedione

2,4-IMidazolidinedione, 5-ethyl-3-Methyl-5-phenyl-, (5S)-

(S)-5-ethyl-3-Methyl-5-phenyliMidazolidine-2,4-dione

(S)-Mephenytoine

(S)-MEPHENYTOIN

Mephenytoin Impurity 2

(S)-Mephenitoin

inhibit,(+)-Mephenytoin,cytochrome,Inhibitor,(S)Mephenytoin,CYP2C19,(S) Mephenytoin,P450,(S)-Mephenytoin,anticonvulsive

(S)-(+)-Mephenytoin solid, >=98% (HPLC)

70989-04-7

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