Entry

D02103                      Drug

Name

Phenytoin sodium (USP);
Phenytoin sodium for injection (JP18);
Aleviatin (TN);
Dilantin (TN)

Product

Generic

EXTENDED PHENYTOIN SODIUM (Lupin Pharmaceuticals), PHENYTEK (Mylan Pharmaceuticals), DILANTIN (Parke-Davis Div of Pfizer), EXTENDED PHENYTOIN SODIUM (Wockhardt USA LLC.), EXTENDED PHENYTOIN SODIUM (A-S Medication Solutions), EXTENDED PHENYTOIN SODIUM (A-S Medication Solutions), PHENYTOIN SODIUM (A-S Medication Solutions), PHENYTOIN SODIUM (A-S Medication Solutions), PHENYTOIN SODIUM (Acella Pharmaceuticals), EXTENDED PHENYTOIN SODIUM (American Health Packaging), EXTENDED PHENYTOIN SODIUM (Amneal Pharmaceuticals LLC), PHENYTOIN SODIUM (Aphena Pharma Solutions - Tennessee), EXTENDED PHENYTOIN SODIUM (Aphena Pharma Solutions - Tennessee), EXTENDED PHENYTOIN SODIUM (Aurobindo Pharma Limited), EXTENDED PHENYTOIN SODIUM (AvKARE), PHENYTOIN SODIUM (Bryant Ranch Prepack), EXTENDED PHENYTOIN SODIUM (Bryant Ranch Prepack), PHENYTOIN SODIUM (Bryant Ranch Prepack), PHENYTOIN SODIUM (Bryant Ranch Prepack), PHENYTOIN SODIUM (Bryant Ranch Prepack), PHENYTOIN SODIUM (Bryant Ranch Prepack), PHENYTOIN SODIUM (Bryant Ranch Prepack), PHENYTOIN SODIUM (Cardinal Health), EXTENDED PHENYTOIN SODIUM (Cardinal Health), PHENYTOIN SODIUM (Clinical Solutions Wholesale), PHENYTOIN SODIUM (DIRECT RX), PHENYTOIN SODIUM (General Injectables & Vaccines), PHENYTOIN SODIUM (General Injectables & Vaccines), PHENYTOIN SODIUM (HF Acquisition Co LLC), PHENYTOIN SODIUM (HF Acquisition Co LLC), PHENYTOIN SODIUM (Henry Schein), PHENYTOIN SODIUM (Henry Schein), PHENYTOIN SODIUM (Hikma Pharmaceuticals USA), PHENYTOIN SODIUM (Hikma Pharmaceuticals USA), EXTENDED PHENYTOIN SODIUM (Major Pharmaceuticals), PHENYTOIN SODIUM (Mylan Institutional), PHENYTOIN SODIUM (Mylan Pharmaceuticals), PHENYTOIN SODIUM (NCS HealthCare of KY), EXTENDED PHENYTOIN SODIUM (PD-Rx Pharmaceuticals), PHENYTOIN SODIUM (Proficient Rx LP), EXTENDED PHENYTOIN SODIUM (REMEDYREPACK), PHENYTOIN SODIUM (REMEDYREPACK), PHENYTOIN SODIUM (REMEDYREPACK), PHENYTOIN SODIUM (REMEDYREPACK), DILANTIN (REMEDYREPACK), PHENYTOIN SODIUM (RPK Pharmaceuticals), PHENYTOIN SODIUM (RPK Pharmaceuticals), PHENYTOIN SODIUM (RPK Pharmaceuticals), PHENYTOIN SODIUM (Sun Pharmaceutical Industries), PHENYTOIN SODIUM (Sun Pharmaceutical Industries), PHENYTOIN SODIUM (Taro Pharmaceuticals U.S.A.)

Formula

C15H11N2O2. Na

Exact mass

274.0718

Mol weight

274.2498

Structure

Simcomp

Class

Neuropsychiatric agent
DG03199  Antiepileptic agent
  DG02031  Hydantoin antiepileptic
Metabolizing enzyme substrate
DG01642  CYP2C9 substrate
DG01639  CYP2C19 substrate
Metabolizing enzyme inducer
DG02891  CYP2B6 inducer
DG02853  CYP3A/CYP3A4 inducer
Transporter inducer
DG01893  ABCB1 inducer

Remark

Therapeutic category:

1132

ATC code:

N03AB02

Chemical structure group:

DG00846

Product (DG00846):

D00512<JP/US> D02103<JP/US>

Efficacy

Antiepileptic

Comment

Hydantoin derivative

Target

SCN1A [HSA:6323] [KO:K04833]
SCN2A [HSA:6326] [KO:K04834]
SCN3A [HSA:6328] [KO:K04836]
SCN4A [HSA:6329] [KO:K04837]
SCN5A [HSA:6331] [KO:K04838]
SCN8A [HSA:6334] [KO:K04840]
SCN9A [HSA:6335] [KO:K04841]
SCN10A [HSA:6336] [KO:K04842]
SCN11A [HSA:11280] [KO:K04843]

Pathway

hsa04728

Dopaminergic synapse

Metabolism

Enzyme: CYP2C9 [HSA:1559]; CYP2C19 [HSA:1557]

Interaction

CYP induction: CYP3A [HSA:1576 1577 1551], CYP2B6 [HSA:1555]
Transporter induction: ABCB1 [HSA:5243]

Structure map

map07033

Anticonvulsants

map07231

Sodium channel blocking drugs

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AB Hydantoin derivatives
     N03AB02 Phenytoin
      D02103  Phenytoin sodium (USP) <JP/US>
USP drug classification [BR:br08302]
Anticonvulsants
  Sodium Channel Agents
   Phenytoin
    D02103  Phenytoin sodium (USP)
Therapeutic category of drugs in Japan [BR:br08301]
1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   113  Antiepileptics
    1132  Hydantoins
     D02103  Phenytoin sodium (USP); Phenytoin sodium for injection (JP18)
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG02031  Hydantoin antiepileptic
    DG00846  Phenytoin
     D02103  Phenytoin sodium
Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00846  Phenytoin
    D02103  Phenytoin sodium
  DG01639  CYP2C19 substrate
   DG00846  Phenytoin
    D02103  Phenytoin sodium
Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00846  Phenytoin
    D02103  Phenytoin sodium
  DG02853  CYP3A/CYP3A4 inducer
   DG00846  Phenytoin
    D02103  Phenytoin sodium
Transporter inducer
  DG01893  ABCB1 inducer
   DG00846  Phenytoin
    D02103  Phenytoin sodium
Drug classes [BR:br08332]
Neuropsychiatric agent
  DG03199  Antiepileptic agent
   D02103  Phenytoin sodium
Target-based classification of drugs [BR:br08310]
Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D02103  Phenytoin sodium (USP) <JP/US>
    SCN2A
     D02103  Phenytoin sodium (USP) <JP/US>
    SCN3A
     D02103  Phenytoin sodium (USP) <JP/US>
    SCN4A
     D02103  Phenytoin sodium (USP) <JP/US>
    SCN5A
     D02103  Phenytoin sodium (USP) <JP/US>
    SCN8A
     D02103  Phenytoin sodium (USP) <JP/US>
    SCN9A
     D02103  Phenytoin sodium (USP) <JP/US>
    SCN10A
     D02103  Phenytoin sodium (USP) <JP/US>
    SCN11A
     D02103  Phenytoin sodium (USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
Chemicals
  D02103  Phenytoin sodium for injection
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D02103
Drug transporters
  D02103
Pharmacogenomic biomarkers [br08341.html]
Polymorphisms and mutations affecting drug response
  D02103
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG02031  Hydantoin antiepileptic
    DG00846  Phenytoin
Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00846  Phenytoin
  DG01639  CYP2C19 substrate
   DG00846  Phenytoin
Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00846  Phenytoin
  DG02853  CYP3A/CYP3A4 inducer
   DG00846  Phenytoin
Transporter inducer
  DG01893  ABCB1 inducer
   DG00846  Phenytoin

Other DBs

CAS:

630-93-3

PubChem:

7849164

LigandBox:

D02103

NIKKAJI:

J394.728I

KCF data

ATOM        20
            1   Z   Na   16.6434  -17.9173 #+
            2   C1z C    14.9800  -21.4200
            3   N1x N    15.4700  -20.1600
            4   C2y C    14.3500  -19.3900
            5   N2x N    13.1600  -20.1600
            6   C5x C    13.6500  -21.4200
            7   O1a O    14.3500  -17.9200 #-
            8   O5x O    12.8100  -22.6100
            9   C8y C    16.3800  -21.4200
            10  C8x C    17.0800  -22.6800
            11  C8x C    18.5500  -22.6800
            12  C8x C    19.2500  -21.4900
            13  C8x C    18.4800  -20.2300
            14  C8x C    17.0800  -20.2300
            15  C8y C    14.9800  -22.8900
            16  C8x C    13.7900  -23.5200
            17  C8x C    13.7900  -24.9200
            18  C8x C    15.0500  -25.6900
            19  C8x C    16.2400  -24.9900
            20  C8x C    16.2400  -23.5900
BOND        21
            1     2   3 1
            2     3   4 1
            3     4   5 2
            4     5   6 1
            5     2   6 1
            6     4   7 1
            7     6   8 2
            8     2   9 1
            9     9  10 2
            10   10  11 1
            11   11  12 2
            12   12  13 1
            13   13  14 2
            14    9  14 1
            15    2  15 1
            16   15  16 2
            17   16  17 1
            18   17  18 2
            19   18  19 1
            20   19  20 2
            21   15  20 1