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Phenytoin sodium

SKU: orb1224411

Description

Phenytoin sodium is an inactive voltage-gated sodium channel stabilizer. (In Vitro):Phenytoin sodium is an antiepileptic drug. It is useful to treat partial seizures and generalized tonic-clonic seizures but not primary generalized seizures such as absence seizures or myoclonic seizures. Phenytoin is believed to protect against seizures by causing voltage-dependent block of voltage-gated sodium channels.Phenytoin has low affinity for resting sodium channels at hyperpolarized membrane potentials.When neurons are depolarized and the channels transition into the open and inactivated states, greater binding and block occur. The inhibitory potency is strongly use dependent, so that block accumulates with prolonged or repetitive activation, such as occurs during a seizure discharge. The blocking of sodium channels by phenytoin is of slow onset. The time course of fast sodium currents is therefore not altered in the presence of the drug and action potentials evoked by synaptic depolarizations of ordinary duration are not blocked. Thus phenytoin is able to selectively inhibit pathological hyperexcitability in epilepsy without unduly impairing ongoing activity. Phenytoin also blocks persistent sodium current and this may be of particular importance in seizure control. Phenytoin is a class 1b antiarrhythmic.

Research Area

Pharmacology & Drug Discovery

Images & Validation

Key Properties

CAS Number630-93-3
MW274.25
Purity>98% (HPLC)
FormulaC15H11N2NaO2
SMILESO=C1NC(=O)C(N1)(C1=CC=CC=C1)C1=CC=CC=C1
TargetSodium Channel
SolubilityEthanol: 11 mg/mL (40.1 mM); Water: 3 mg/mL (10.93 mM); DMSO: 32 mg/mL (116.68 mM)

Bioactivity

In Vitro
Phenytoin sodium is an antiepileptic drug. It is useful to treat partial seizures and generalized tonic-clonic seizures but not primary generalized seizures such as absence seizures or myoclonic seizures. Phenytoin is believed to protect against seizures by causing voltage-dependent block of voltage-gated sodium channels. Phenytoin has low affinity for resting sodium channels at hyperpolarized membrane potentials. When neurons are depolarized and the channels transition into the open and inactivated states, greater binding and block occur. The inhibitory potency is strongly use dependent, so that block accumulates with prolonged or repetitive activation, such as occurs during a seizure discharge. The blocking of sodium channels by phenytoin is of slow onset. The time course of fast sodium currents is therefore not altered in the presence of the drug and action potentials evoked by synaptic depolarizations of ordinary duration are not blocked. Thus phenytoin is able to selectively inhibit pathological hyperexcitability in epilepsy without unduly impairing ongoing activity. Phenytoin also blocks persistent sodium current and this may be of particular importance in seizure control. Phenytoin is a class 1b antiarrhythmic.

Storage & Handling

StorageStorage temperature: -20°C. Stability: ≥ 2 years
Expiration Date12 months from date of receipt.
DisclaimerFor research use only

Alternative Names

Phenytoin Sodium | Dilantin sodium | Diphenylhydantoin Sodium | 5,5-Diphenylhydantoin sodium salt | Diphantoine

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Phenytoin sodium (orb1224411)

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