[CAS NO. 57-41-0]  Phenytoin

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PRODUCTS SPECIFICATIONS [57-41-0]

Catalog
HY-B0448
Brand
MCE
CAS
57-41-0

DESCRIPTION [57-41-0]

Overview

MDLMFCD00005264
Molecular Weight252.27
Molecular FormulaC15H12N2O2
SMILESO=C1NC(C(C2=CC=CC=C2)(C3=CC=CC=C3)N1)=O

For research use only. We do not sell to patients.


Summary

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] .


In Vitro

Phenytoin is an antiepileptic drug. It is useful to 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 [2] .
Phenytoin has low affinity for resting sodium channels at hyperpolarized membrane potentials [3] .
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 [4] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.


In Vivo

Phenytoin (5,5-Diphenylhydantoin; 60 mg/kg; daily; 28 days ) reduces tumour growth in six week-old female Rag2 -/- Il2rg -/- mice with MDA-MB-231 cells [1] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.


Clinical Trial

NCT Number Sponsor Condition Start Date Phase
NCT01122940 Pfizer´s Upjohn has merged with Mylan to form Viatris Inc.|Pfizer
Healthy
July 2010 Phase 1
NCT04956627 Bristol-Myers Squibb
Healthy Participants
July 28, 2021 Phase 1
NCT02283827 Bial - Portela C S.A.
Epilepsy
January 2007 Phase 1

Appearance

Solid


Shipping

Room temperature in continental US; may vary elsewhere.


Storage

Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month

Solvent & Solubility

In Vitro:

DMSO : 50 mg/mL ( 198.20 mM ; Need ultrasonic)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.9640 mL 19.8200 mL 39.6401 mL
5 mM 0.7928 mL 3.9640 mL 7.9280 mL
10 mM 0.3964 mL 1.9820 mL 3.9640 mL
* Please refer to the solubility information to select the appropriate solvent.
In Vivo:
  • 1.

    Add each solvent one by one: 10% DMSO >> 40% PEG300 >> 5% Tween-80 >> 45% saline

    Solubility: ≥ 2.5 mg/mL (9.91 mM); Clear solution

  • 2.

    Add each solvent one by one: 10% DMSO >> 90% (20% SBE-β-CD in saline)

    Solubility: ≥ 2.5 mg/mL (9.91 mM); Clear solution

  • 3.

    Add each solvent one by one: 10% DMSO >> 90% corn oil

    Solubility: ≥ 2.5 mg/mL (9.91 mM); Clear solution

* All of the co-solvents are available by MCE.


Synonyms

2,4-Imidazolidinedione, 5,5-diphenyl-
Hydantoin, 5,5-diphenyl-
5,5-Diphenyl-2,4-imidazolidinedione
Denyl
Dihycon
Di-Lan
Dintoina
Diphantoin
Diphedan
Diphenylhydantoin
DPH
Hidantal
Lepitoin
Phenytoin
Sodanton
Zentropil
Aleviatin
Di-Hydan
Dilabid
Phenytoine
5,5-Diphenylhydantoin
Diphenylan
Lehydan
Hydantol
Ekko
NSC 8722
Diphenat
5,5-Diphenyl-1H-imidazolidine-2,4-dione
Phenytek
5,5-Diphenylimidazoline-2,4-dione
Phenytoinum
Phenytin
Ipanten