ChemicalBook > Product Catalog >API >Nervous system drugs >Antiepileptic and anticonvulsant >(S)-MEPHENYTOIN

(S)-MEPHENYTOIN

(S)-MEPHENYTOIN Structure
CAS No.
50-12-4
Chemical Name:
(S)-MEPHENYTOIN
Synonyms
Epilan;Epiazin;Methoin;Metydan;Sacerno;Insulton;Fenantoin;Mesantoin;Mesontoin;NSC-34652
CBNumber:
CB0225135
Molecular Formula:
C12H14N2O2
Molecular Weight:
218.25
MOL File:
50-12-4.mol
MSDS File:
SDS
Modify Date:
2023/6/27 14:18:49

(S)-MEPHENYTOIN Properties

Melting point 135-138 °C
Boiling point 358.94°C (rough estimate)
Density 1.154±0.06 g/cm3 (20 ºC 760 Torr)
refractive index 1.6660 (estimate)
storage temp. 2-8°C
solubility DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form solid
pka pKa 8.1 (Uncertain)
color off-white
CAS DataBase Reference 50-12-4(CAS DataBase Reference)
EPA Substance Registry System Mephenytoin (50-12-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  2
HS Code  2933210000
Toxicity LD50 i.p. in mice: 300 mg/kg (Dzhagatspanyan)

(S)-MEPHENYTOIN Chemical Properties,Uses,Production

Description

Mephenytoin is N-methylated at position 3 with an ethyl group replacing one of the phenyl substituents at position 5. It is indicated for focal and jacksonian seizures in patients refractory to less toxic AEDs. Mephenytoin produces more sedation than phenytoin and should be used only when safer drugs have failed, because it is associated with an increased incidence of serious toxicities, such as severe rash, agranulocytosis, and hepatitis. Its N-desmethyl metabolite, 5-phenyl- 5-ethylhydantoin, contributes to both efficacy and toxicity for mephenytoin. The drug is no longer commercially available inside but is still available outside the United States.

Uses

Anticonvulsant.

Biological Activity

CYP2C19 substrate. Anticonvulsant.

Side effects

Side effects, including rash, fever, and fatal blood dyscrasia, prevent the use as an anticonvulsant drug of first choice.

Safety Profile

Poison by ingestion and intraperitoneal routes. Human systemic effects by ingestion: somnolence, hemorrhage, changes in teeth and supporting structures. Human mutation data reported. An experimental teratogen. An FDA proprietary drug used as an anticonvulsant. When heated to decomposition it emits toxic fumes of NOx.

(S)-MEPHENYTOIN Suppliers

Global( 102)Suppliers
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CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
InvivoChem +1-708-310-1919 +1-13798911105 United States 6393 58 Inquiry
Nantong HI-FUTURE Biology Co., Ltd. +undefined18051384581 China 3136 58 Inquiry
Zibo Hangyu Biotechnology Development Co., Ltd +86-0533-2185556 +8617865335152 China 10991 58 Inquiry
Shandong Mopai Biotechnology Co., Ltd 13070690626 13053322091 China 11056 58 Inquiry
Hubei De'ao Chemical Research Pharmaceutical Technology Co., Ltd 18502726233; 18502726233 China 9808 58 Inquiry
BOC Sciences USA 0 65 Inquiry
Hefei Mokai Pharmaceutical Technology Co., Ltd 18130062233 China 8000 58 Inquiry
Shanghai Maclean Biochemical Technology Co., LTD 021-50706066 15221275939 China 29802 58 Inquiry
(S)-(+)-5-ETHYL-3-METHYL-5-PHENYL-2,4-IMIDAZOLIDINEDIONE (S)-(+)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN (S)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN (S)-(+)-MEPHENYTOIN (+/-)-5-ETHYL-3-METHYL-5-PHENYL-2,4-IMIDAZOLIDINEDIONE (+/-)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN (+/-)-MEPHENYTOIN MEPHENYTOIN Epiazin Epilan Fenantoin Gerot-epilan Hydantoin, 5-ethyl-3-methyl-5-phenyl- Insulton mephenetoinum Mephentoin Mesantoin Mesdontoin Mesontoin Methoin Methyl hydantoin Methylphenetoin Metydan NSC-34652 Phenantoin Phenylethylmethylhydantoin Sacerno Sedantional Sedantoin Sedantoinal Triantoin 2,4-Imidazolidinedione, 5-ethyl-3-methyl-5-phenyl- 3-Ethylnirvanol 3-Methyl-5,5-ethylphenylhydantoin 3-Methyl-5,5-phenylethylhydantoin 3-Methyl-5-ethyl-5-phenylhydantoin 5-Ethyl-3-methyl-5-phenyl-2,4(3H,5H)-imidazoledione 5-ethyl-3-methyl-5-phenyl-4-imidazolidinedione 5-ethyl-3-methyl-5-phenyl-hydantoi 5-Ethyl-3-methyl-5-phenylimidazolidin-2,4-dione 5-Ethyl-5-fenyl-3-methylhydantoin (±)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione, (±)-5-Ethyl-3-methyl-5-phenylhydantoin DL-Mephenytoin (5R)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione (5R)-5-Ethyl-3-methyl-5-phenylhydantoin (5R)-5α-Ethyl-3-methyl-5-phenylhydantoin 5-ethyl-3-methyl-5-phenyl-imidazolidine-2,4-dione 5-Ethyl-3-methyl-5-phenethylhydantoin 5-ethyl-3-methyl-5-phenylimidazolidine-2,4-dione Mephenytoin (250 mg) Mephenytoin-d3 MEPHENYTOIN; METHOIN; MESANTOIN; PHENANTOIN; METHYLPHENETOIN; INSULTON. (S)-MEPHENYTOIN USP/EP/BP Mephenitoin 50-12-4 1950-12-4