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Details

Stereochemistry ACHIRAL
Molecular Formula C15H12N2O2
Molecular Weight 252.268
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENYTOIN

SMILES

O=C1NC(=O)C(N1)(C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=CXOFVDLJLONNDW-UHFFFAOYSA-N
InChI=1S/C15H12N2O2/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)

HIDE SMILES / InChI
Molecular Formula C15H12N2O2
Molecular Weight 252.268
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
123738
Substance Class Chemical
Created
by admin
on Fri Dec 15 14:59:53 UTC 2023
Edited
by admin
on Fri Dec 15 14:59:53 UTC 2023
Record UNII
6158TKW0C5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENYTOIN
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INN   USAN  
Official Name English
PHENYTOIN [MI]
Common Name English
PHENYTOIN [USP-RS]
Common Name English
EPAMIN
Brand Name English
SM-88 COMPONENT PHENYTOIN
Code English
PHENYTOIN [USAN]
Common Name English
LEPITOIN
Common Name English
PHENYTOIN [JAN]
Common Name English
PHENYTOIN [USP IMPURITY]
Common Name English
DILANTIN
Brand Name English
NSC-8722
Code English
PHENYTOIN [EP MONOGRAPH]
Common Name English
ZENTROPIL
Common Name English
PHENYTOIN [IARC]
Common Name English
PHENYTOIN [USP MONOGRAPH]
Common Name English
5,5-Diphenylhydantoin
Systematic Name English
PHENYTOIN [MART.]
Common Name English
Phenytoin [WHO-DD]
Common Name English
phenytoin [INN]
Common Name English
PHENYTOIN [HSDB]
Common Name English
PHENYTOIN [WHO-IP]
Common Name English
PHENYTOIN [VANDF]
Common Name English
PHENYTOIN [ORANGE BOOK]
Common Name English
PHENYTOINUM [WHO-IP LATIN]
Common Name English
2,4-IMIDAZOLIDINEDIONE, 5,5-DIPHENYL-
Systematic Name English
Classification Tree Code System Code
WHO-ESSENTIAL MEDICINES LIST 05
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
WHO-VATC QN03AB52
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
NDF-RT N0000008486
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
FDA ORPHAN DRUG 43490
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
WHO-VATC QN03AB02
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
LIVERTOX NBK548889
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
NDF-RT N0000175753
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
CFR 21 CFR 862.3350
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
NCI_THESAURUS C264
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
IARC Phenytoin
WHO-ATC N03AB52
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
NCI_THESAURUS C93038
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
WHO-ATC N03AB02
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
Code System Code Type Description
DAILYMED
6158TKW0C5
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
NSC
8722
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
NDF-RT
N0000190118
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Cytochrome P450 3A Inducers [MoA]
ECHA (EC/EINECS)
200-328-6
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
NDF-RT
N0000191267
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Cytochrome P450 2D6 Inducers [MoA]
RS_ITEM_NUM
1535008
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
PUBCHEM
1775
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
SMS_ID
100000092104
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
ChEMBL
CHEMBL16
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
NDF-RT
N0000187063
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Cytochrome P450 2C8 Inducers [MoA]
CHEBI
8107
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
LACTMED
Phenytoin
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
HSDB
3160
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
PHENYTOIN
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Description: A white, crystalline powder; odourless. Solubility: Practically insoluble in water; sparingly soluble in ethanol (~750 g/l) TS; slightly soluble in ether R. Category: Anticonvulsant. Storage: Phenytoin should be kept in a tightly closed container, protected from light. Definition: Phenytoin contains not less than 98.0% and not more than 101.0% of C15H12N2O2, calculated with reference to thedried substance.
MERCK INDEX
m8703
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Merck Index
NDF-RT
N0000185607
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Cytochrome P450 2C19 Inducers [MoA]
INN
416
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
RXCUI
8183
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY RxNorm
CAS
57-41-0
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
WIKIPEDIA
PHENYTOIN
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
DRUG BANK
DB00252
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
NDF-RT
N0000191266
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Cytochrome P450 1A2 Inducers [MoA]
EPA CompTox
DTXSID8020541
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
EVMPD
SUB12211MIG
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
NDF-RT
N0000185507
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Cytochrome P450 2C9 Inducers [MoA]
NCI_THESAURUS
C741
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
DRUG CENTRAL
2152
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
IUPHAR
2624
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
FDA UNII
6158TKW0C5
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
NDF-RT
N0000187064
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY Cytochrome P450 2B6 Inducers [MoA]
MESH
D010672
Created by admin on Fri Dec 15 14:59:53 UTC 2023 , Edited by admin on Fri Dec 15 14:59:53 UTC 2023
PRIMARY
Related Record Type Details
CYTOCHROME P450 2C9
METABOLIC ENZYME -> SUBSTRATE
SODIUM CHANNEL PROTEIN TYPE 3 SUBUNIT ALPHA
TARGET -> INHIBITOR
EC50
CYTOCHROME P450 3A5
METABOLIC ENZYME -> INDUCER
CYTOCHROME P450 2C19
METABOLIC ENZYME -> INDUCER
POTENT
Structure of PHENYTOIN SODIUM
SALT/SOLVATE -> PARENT
Structure of PHENYTOIN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of PHENYTOIN CALCIUM
SALT/SOLVATE -> PARENT
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> INDUCER
SODIUM CHANNEL PROTEIN TYPE 1 SUBUNIT ALPHA
TARGET -> INHIBITOR
EC50
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2B6
METABOLIC ENZYME -> INDUCER
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INDUCER
SODIUM CHANNEL PROTEIN TYPE 8 SUBUNIT ALPHA
TARGET -> INHIBITOR
EC50
SODIUM CHANNEL PROTEIN TYPE 2 SUBUNIT ALPHA
TARGET -> INHIBITOR
EC50
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
Structure of PHENYTOIN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Related Record Type Details
Structure of 4-HYDROXYPHENYTOIN O-GLUCURONIDE
METABOLITE -> PARENT
UGT1A isoforms (UGT1A1, UGT1A4, UGT1A6, and UGT1A9) are involved in the glucuronosyltransferase activity of 4?-HPPH in humans
MAJOR
PLASMA
Structure of 4-HYDROXYPHENYTOIN, (R)-
METABOLITE INACTIVE -> PARENT
(1:1) R:S, by CYP2C19
Scientific Literature
Structure of 4-HYDROXYPHENYTOIN, (S)-
METABOLITE INACTIVE -> PARENT
major metabolite, mainly by CYP2C9
MAJOR
Scientific Literature
Structure of 5,5-BIS(4-HYDROXYPHENYL)HYDANTOIN
METABOLITE -> PARENT
MINOR
Structure of 4-HYDROXYPHENYTOIN
METABOLITE -> PARENT
MAJOR
Related Record Type Details
Structure of DIPHENYLGLYCOLURIL, CIS-
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.7
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of FOSPHENYTOIN SODIUM
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of BENZOPHENONE
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of 5-(P-METHYLPHENYL)-5-PHENYLHYDANTOIN
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of BENZOPHENONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of BENZIL
IMPURITY -> PARENT
UNSPECIFIED
EP
Structure of DIPHENYLHYDANTOIC ACID
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.4
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 2,2-DIPHENYLGLYCINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of PHENYTOIN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC Population
PHARMACOKINETIC
Population
PHARMACOKINETIC
Population
PHARMACOKINETIC
Population
PHARMACOKINETIC
Population
PHARMACOKINETIC
NIH
NCATS
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ACCESSIBILITY
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