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ISO 17034:
Catalog Number : CS-EK-01429
CAS Number : 50-12-4
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What is the Chemical Information of Mephenytoin?

Chemical Name : Mephenytoin
Category : API Standards

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Canonical SMILES : CCC1(C(=O)N(C(=O)N1)C)C2=CC=CC=C2
Isomeric SMILES : CCC1(C(=O)N(C(=O)N1)C)C2=CC=CC=C2
InChI : InChI=1S/C12H14N2O2/c1-3-12(9-7-5-4-6-8-9)10(15)14(2)11(16)13-12/h4-8H,3H2,1-2H3,(H,13,16)
IUPAC Name : 5-ethyl-3-methyl-5-phenylimidazolidine-2,4-dione
Exact Mass : 218.105527694
Color : Crystals
Use Classification : Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Hazard Class : Acute Tox. 4 (97.62%)
Description : Mephenytoin is an imidazolidine-2,4-dione (hydantoin) in which the imidazolidine nucleus carries a methyl group at N-3 and has ethyl and phenyl substituents at C-5. An anticonvulsant, it is no longer available in the USA or the UK but is still studied largely because of its interesting hydroxylation polymorphism. It has a role as an anticonvulsant.
Disposal Methods : SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
EC Number : 200-012-8
Vapor Pressure : 3.8X10-8 mm Hg at 25 °C (est)
Antidoteand Emergency Treatment : Since there is no specific antidote for overdose with hydantoin anticonvulsants, treatment is symptomatic and supportive and may include the following: ... Multiple oral doses of charcoal and cathartic may shorten the duration of symptoms. Supportive care - oxygen, vasopressors, and assisted ventilation may be necessary for CNS, respiratory, or cardiovascular depression. Patients in whom intentional overdose is confirmed or suspected should be referred for psychiatric consultation. Following recovery, careful evaluation of blood-forming organs is advisable. /Hydantoin anticonvulsants/
Human Toxicity Excerpts : /HUMAN EXPOSURE STUDIES/ /Investigators/ tested the ability of 194 unrelated, healthy Jordanian volunteers to metabolize S-mephenytoin. Mephenytoin (100 mg) was coadministered with debrisoquin (10 mg) orally and urine was collected for 8 hours. Mephenytoin metabolism was tested according to three measures: the amount of 4-hydroxymephenytoin, the S/R enantiomeric ratio, and the presence of a polar, acid-labile metabolite in urine collected for 8 hours after the dose. The S/R ratio and the presence of the acid-labile metabolite were determined in the urine of 16 patients who had low amounts of 4-hydroxymephenytoin (log hydroxylation index > or = 1). On examination of these three parameters of oxidation status, nine subjects were found to be poor metabolizers of mephenytoin by all three parameters. Thus 4.6% (95% confidence interval of 1.6% to 7.6%) of Jordanian subjects studied were poor metabolizers of mephenytoin. According to the Hardy-Weinberg Law, the frequency of the recessive autosomal gene controlling the poor metabolizer status of mephenytoin was predicted to be 0.215% (95% confidence interval of 0.146% to 0.283%). These results are on the same order of magnitude as those determined in European white populations and constitute the first report in Arab populations.

What are the API Standards of Phenytoin ?

CS-O-02068 Phenytoin Sodium 630-93-3 Phenytoin API Standards
CS-EB-02827 Phenytoin (1535008) 57-41-0 Phenytoin USP Standards
CS-T-53819 Phenytoin Related Compound A 3060-50-2 Phenytoin Impurities
CS-O-43231 Fosphenytoin Cyclohexyl impurity NA Phenytoin Impurities
CS-ER-01661 Phenytoin Related Compound B(Secondary Standards traceble to USP) 6802-95-5 Phenytoin Secondary Standards
CS-T-34275 (R)-1-Methylmephenytoin 201606-44-2 Phenytoin Intermediates
CS-ER-01660 Phenytoin Related Compound A(Secondary Standards traceble to USP) 3060-50-2 Phenytoin Secondary Standards
CS-ED-01004 4-Hydroxyphenytoin glucuronide 53819-79-7 Phenytoin Glucuronides
CS-T-56128 (+/-)-4-Hydroxy Mephenytoin-d3 1173022-56-4 Phenytoin Stable Isotopes
CS-T-31814 (S)-Mephenytoin 70989-04-7 Phenytoin API Standards
CS-O-31144 Phenytoin Impurity A 119-61-9 Phenytoin Impurities
CS-O-39145 N-nitroso Mephenytoin NA Phenytoin Impurities
CS-T-31813 (R)-Mephenytoin 71140-51-7 Phenytoin API Standards
CS-EB-01669 Phenytoin Related Compound B (G1J173) 6802-95-5 Phenytoin USP Standards
CS-T-57498 rac Mephenytoin D5 1185032-66-9 Phenytoin Stable Isotopes
CS-ED-02004 Fosphenytoin 93390-81-9 Phenytoin API Standards
CS-T-52246 Rac N- Desmethyl Mephenytoin- D5(Major) 119458-27-4 Phenytoin Stable Isotopes
CS-EB-02798 Fosphenytoin sodium (1286366) 92134-98-0 Phenytoin USP Standards
CS-T-57497 rac Mephenytoin D3 1185101-86-3 Phenytoin Stable Isotopes
CS-W-00413 Mephenytoin-D8 Phenytoin Stable Isotopes
CS-O-02749 Phenytoin D10 65854-97-9 Phenytoin Stable Isotopes
CS-T-52245 rac N-Desmethyl Mephenytoin 631-07-2 Phenytoin Impurities
CS-O-31145 Phenytoin Sodium EP Impurity B 134-81-6 Phenytoin Impurities
CS-T-56127 (+/-)-4-Hydroxy Mephenytoin 61837-65-8 Phenytoin Impurities
CS-O-02145 Phenytoin 57-41-0 Phenytoin API Standards
CS-T-27668 (S)-4-Hydroxy Mephenytoin 82695-93-0 Phenytoin Impurities
CS-T-28236 3-Hydroxy Phenytoin 30074-03-4 Phenytoin Metabolites
CS-T-24814 Fosphenytoin Sodium 92134-98-0 Phenytoin Intermediates
CS-T-52247 R-(-)-N-Desmethyl Mephenytoin 65567-32-0 Phenytoin Impurities