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Merck
CN

H146

4-Hydroxymephenytoin

≥98% (HPLC)

Synonym(s):

(±)-5-Ethyl-5-(4-hydroxyphenyl)-3-methylhydantoin, (±)-5-Ethyl-5-(4-hydroxyphenyl)-3-methylimididazolidine-2,4-dione

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O3
CAS Number:
61837-65-8
Molecular Weight:
234.25
NACRES:
NA.22
PubChem Substance ID:
57654234
UNSPSC Code:
12352100
MDL number:
MFCD00142316
Assay:
≥98% (HPLC)

Key Documents

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Product Name

4-Hydroxymephenytoin, ≥98% (HPLC)

InChI

1S/C12H14N2O3/c1-3-12(8-4-6-9(15)7-5-8)10(16)14(2)11(17)13-12/h4-7,15H,3H2,1-2H3,(H,13,17)

SMILES string

CCC1(NC(=O)N(C)C1=O)c2ccc(O)cc2

InChI key

OQPLORUDZLXXPD-UHFFFAOYSA-N

assay

≥98% (HPLC)

solubility

DMSO: >5 mg/mL

Quality Level

100

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Application

Pharmacological activity investigating:
  • The drug effects on metabolization
  • In vitro cytochrome P450 activity in microsomes

Analyte for electron-capture gas chromatography procedures

General description

CYP2C19 metabolite of mephenytoin.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000439380
0000439380
0000199199
0000155063
0000150354

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M. Salsali, et al.,
Journal of Pharmacological and Toxicological Methods, 44, 461-465 (2001)
Sonja Krösser et al.
European journal of clinical pharmacology, 62(4), 277-284 (2006-03-10)
The 5HT(1A) receptor agonist sarizotan is in clinical development for the treatment of dyskinesia, a potentially disabling complication in Parkinson's disease. We investigated the effect of sarizotan on the clinical pharmacokinetics of probe drugs for cytochrome P450 (CYP) to evaluate
C Desiderio et al.
Electrophoresis, 15(1), 87-93 (1994-01-01)
Using cyclodextrin micellar electrokinetic capillary chromatography (CD-MECC), baseline separation of mephenytoin, 4-hydroxymephenytoin and 4-hydroxyphenytoin enantiomers in urine was effected with beta-cyclodextrin. After single-dose administration of 100 mg of racemic mephenytoin, the 0-8 h urine was collected, and enzymatically hydrolyzed urine
J K Coller et al.
British journal of clinical pharmacology, 48(2), 158-167 (1999-07-27)
To compare the oxidative metabolism of (S)-mephenytoin and proguanil in vitro and to determine the involvement of various cytochrome P450 isoforms. The kinetics of the formation of 4'-hydroxymephenytoin and cycloguanil in human liver microsomes from 10 liver samples were determined
M Tanaka et al.
Clinical pharmacology and therapeutics, 62(6), 619-628 (1998-01-20)
To assess the possible relationship between the metabolic disposition of pantoprazole and genetically determined S-mephenytoin 4'-hydroxylation phenotype and genotype. The pharmacokinetic disposition of pantoprazole was investigated in 14 Japanese male volunteers (seven extensive and seven poor metabolizers of S-mephenytoin). All
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