General
Preferred name
PHENYTOIN
Synonyms
PHENYTOIN SODIUM ()
5,5-Diphenylhydantoin ()
Diphenylhydantoin ()
5,5-Diphenylhydantoin sodium salt ()
Diphantoine ()
Dilantin sodium ()
Diphenylhydantoin Sodium ()
Phenytoin (Lepitoin) ()
Phenytoin sodium (Dilantin) ()
Phenytoin (sodium) ()
5,5-Diphenylhydantoin (sodium salt) ()
Aleviatin, Diphenylhydantoin sodium, Eptoin, Phenytoin soluble, Prompt,Phenytek,Dilantin sodium, Diphantoine ()
Di-Hydan, Dihycon, Dilabid, Diphedan, Diphenat, Diphenylan, Diphenylhydantoin, Hydantol, Lehydan, NSC 8722 ()
Prompt Phenytoin Sodium ()
Phenytex ()
Pentran ()
Phenytoin sodium,extended ()
Phenytoin sodium extended ()
Extended Phenytoin Sodium ()
Diphenylan Sodium ()
Phenytoin sodium, prompt ()
Phenytek ()
Dilantin ()
Tacosal ()
Phenytoin sodium for injection ()
Antisacer ()
NSC-757274 ()
Phenytoin sodium, extended ()
Phenytoin sodium,prompt ()
Phenytoin sodium salt ()
Phenytoinum natricum ()
Dilabid ()
Hydantol ()
Fenitoina ()
Dilantin-30 ()
Epamin ()
NSC-8722 ()
Phentytoin ()
Dilantin-125 ()
PHENYTOIN COMPONENT OF SM-88 ()
Phenytoinum ()
Zentropil ()
Lepitoin ()
Phenytoine ()
Phenythoin ()
Phenytoin-d10 ()
P&D ID
PD002756
CAS
630-93-3
57-41-0
1421-15-4
125-59-7
65854-97-9
Tags
available
drug
Approved by
FDA
First approval
1956
1953
Drug indication
Epilepsy
Drug Status
vet_approved
approved
Max Phase
4.0
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Phenytoin sodium (5,5-Diphenylhydantoin sodium salt) is a potent Voltage-gated Na+ channels (VGSCs) blocker. Phenytoin has antiepileptic activity and reduces breast tumour growth and metastasis in mice[1][2].
PRICE
29
PHARMACODYNAMICS
Phenytoin is an antiepileptic drug used in the treatment of epilepsy. The primary site of action appears to be the motor cortex where spread of seizure activity is inhibited. Phenytoin exerts an inhibitory action on the by reducing the electrical activity of brain stem centers that induce tonic phase of tonic-clonic (grand mal) seizures. Phenytoin acts to dampen the unwanted, runaway brain activity seen in seizure by reducing electrical conductance among brain cells. It lacks the sedation effects associated with phenobarbital. There are some indications that phenytoin has other effects, including anxiety control and mood stabilization, although it has never been approved for those purposes by the FDA. Phenytoin is primarily metabolized by CYP2C9.
MOA
Phenytoin causes a voltage-dependent block of voltage gated sodium channels on the neuronal cell membrane, limiting the spread of seizure activity and reducing seizure propagation. It promotes the efflux of sodium ions from neurons. In doing so, it stabilizes the threshold against hyperexcitability caused by excessive stimulation of environmental changes capable of reducing the membrane sodium gradient. Phenytoin reduces the post-tetanic potentiation at synapses, leading to prevention of cortical seizure foci from detonating adjacent cortical areas.
DESCRIPTION
Phenytoin is an anti-seizure drug.
(GtoPdb)
DESCRIPTION
Phenytoin (5,5-Diphenylhydantoin) is a potent Voltage-gated Na+ channels (VGSCs) blocker. Phenytoin has antiepileptic activity and reduces breast tumour growth and metastasis in mice[1][2].
PRICE
29
DESCRIPTION
Anticonvulsant; anti-epileptic
(LOPAC library)
DESCRIPTION
Phenytoin Sodium is a potent multi-channel blocker, which blocks Na+, K+ and Ca 2+ channels and selectively blocks persistent INaP over shorter INaP actions.
(BOC Sciences Bioactive Compounds)
DESCRIPTION
Phenytoin sodium (Diphantoine) is an inactive stabilizer for voltage-gated sodium channel .
(TargetMol Bioactive Compound Library)
DESCRIPTION
Anticonvulsant; appears to stabilize excitable membranes perhaps through effects on Na+, K+, and Ca2+ channels
(LOPAC library)
DESCRIPTION
Phenytoin is believed to protect against seizures by causing voltage-dependent block of voltage gated sodium channels.
(BOC Sciences Bioactive Compounds)
DESCRIPTION
Phenytoin is an inactive voltage-gated sodium channel stabilizer. Phenytoin is classified as a hydantoin derivative and despite its narrow therapeutic index, it is one of the most commonly used anticonvulsants. It is indicated to treat grand mal seizures, complex partial seizures, and to prevent and treat seizures during or following neurosurgery.
(Enamine Bioactive Compounds)
DESCRIPTION
Phenytoin (5,5-Diphenylhydantoin) is a hydantoin derivative and a non-sedative antiepileptic agent with anticonvulsant activity. It potentially acts by promoting sodium efflux from neurons in the motor cortex, reducing post-tetanic potentiation at synapses. This prevents cortical seizure foci from spreading to adjacent areas and stabilizes the threshold against hyperexcitability. Additionally, it appears to reduce muscle spindle sensitivity to stretch, causing muscle relaxation.
(TargetMol Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
1
Organisms
1
Compound Sets
28
BOC Sciences Bioactive Compounds
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMAP Approved Drugs
DrugMatrix
Enamine Bioactive Compounds
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
Guide to Pharmacology
LOPAC library
NCATS Inxight Approved Drugs
NIH Clinical Collections (NCC)
NPC Screening Collection
NURSA ligand set
ReFrame library
Selleckchem Bioactive Compound Library
The Spectrum Collection
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
103
Molecular Weight
252.09
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
2
Rotatable Bonds
2
Ring Count
3
Aromatic Ring Count
2
cLogP
1.77
TPSA
58.2
Fraction CSP3
0.07
Chiral centers
0.0
Largest ring
6.0
QED
0.8
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target
Sodium Channel
Virus Protease
SCN10A, SCN11A, SCN1A, SCN2A, SCN3A, SCN4A, SCN5A, SCN7A, SCN8A, SCN9A
MOA
Sodium Channel inhibitor
hydantoin antiepileptic
Indication
seizures
Therapeutic Class
Anticonvulsants
VGSC Target
Nav1.2
Nav1.5
Nav1.7
Pathway
Membrane Transporter/Ion Channel
Microbiology/virology
Anti-infection
Source data
