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rac-Mephenytoin

CAT: 0572-TRC-M224985-10MGSize: 10 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-M224985-10MGSize:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
50-12-4
Synonyms
Mephenytoin; 2,4-Imidazolidinedione, 5-ethyl-3-methyl-5-phenyl-Hydantoin, 5-ethyl-3-methyl-5-phenyl- (6CI,7CI,8CI); (±)-5-Ethyl-3-methyl-5-phenylhydantoin; (±)-Mephenytoin; (±)-Mesantoin; 3-Ethylnirvanol; 3-Methyl-5-ethyl-5-phenyl-2,4-imidazolidinedione; 3-Methyl-5-ethyl-5-phenylhydantoin; 5-Ethyl-3-methyl-5-phenyl-2,4(3H,5H)-imidazoledione; 5-Ethyl-3-methyl-5-phenylhydantoin; 5-Ethyl-3-methyl-5-phenylimidazolidin-2,4-dione; DL-Mephenytoin; Epiazin; Epilan; Fenantoin; Gerot-Epilan; Insulton; Mephenytoin; Mesantoin; Mesdontoin; Mesontoin; Methoin; Methylphenetoin; Metydan; NSC 34652; Phenantoin; Phenylethylmethylhydantoin; Sacerno; Sedantional; Sedantoin; Triantoin
Hazard Statement
Harmful if swallowed
Purity
>95% (HPLC)
Smiles
CCC1(NC(=O)N(C)C1=O)c2ccccc2
Molecular Formula
C12 H14 N2 O2
Molecular Weight
218.25
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)
Additionnal Information
IUPAC name: 5-ethyl-3-methyl-5-phenylimidazolidine-2,4-dione
Shipping Conditions
Room Temperature
Storage Conditions
-20°C

Chemical Information

Mephenytoin

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.

CAS Number50-12-4
PubChem CID4060
IUPAC Name5-ethyl-3-methyl-5-phenylimidazolidine-2,4-dione
Molecular FormulaC12H14N2O2
Molecular Weight218.25
XLogP1.5
Topological Polar Surface Area49.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count16
Formal Charge0
Complexity310
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)
InChIKey
GMHKMTDVRCWUDX-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Mephenytoin
CAS: 50-12-4
CID: 4060
Formula: C12H14N2O2
MW: 218.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight218.25
XLogP31.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass218.105527694
Monoisotopic Mass218.105527694
Topological Polar Surface Area49.4 Ų
Heavy Atom Count16
Formal Charge0
Complexity310
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

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sc-212737Rac N-Desmethyl Mephenytoin-D5 (Major)
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