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Phenytoin sodium

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Phenytoin sodium Basic information

Product Name:
Phenytoin sodium
Synonyms:
  • solantoin
  • solantyl
  • 5,5-DIPHENYLHYDANTOIN SODIUM
  • 5,5-DIPHENYLHYDANTOIN SODIUM SALT
  • 4-imidazolidinedione,5,5-diphenyl-monosodiumsalt
  • 5,5-diphenyl-hydantoimonosodiumsalt
  • 5,5-diphenylhydantoinsodiumsigmaultra
  • dilantinsodium
CAS:
630-93-3
MF:
C15H13N2NaO2
MW:
276.27
EINECS:
211-148-2
Product Categories:
  • RONDOMYCIN
  • API intermediate
  • Classes of Metal Compounds
  • Na (Sodium) Compounds (excluding simple sodium salts)
  • Typical Metal Compounds
  • Sodium channel
Mol File:
630-93-3.mol
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Phenytoin sodium Chemical Properties

storage temp. 
Inert atmosphere,Room Temperature
solubility 
aqueous base: soluble
form 
Crystalline Powder
color 
White to almost white
Merck 
14,7322
BCS Class
2
Stability:
Hygroscopic
InChIKey
FJPYVLNWWICYDW-UHFFFAOYSA-M
CAS DataBase Reference
630-93-3(CAS DataBase Reference)
EPA Substance Registry System
Diphenylhydantoin sodium (630-93-3)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-43-62-63
Safety Statements 
22-36/37/39-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
MU1400000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29332100
Toxicity
LD50 orally in mice: 490 mg/kg (Fink, Swinyard)

MSDS

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Phenytoin sodium Usage And Synthesis

Chemical Properties

White or almost white, crystalline powder, slightly hygroscopic.

Uses

antibacterial

Uses

Antiepileptic

Uses

5,5-Diphenylhydantoin sodium salt has been used:

  • in the cream preparation for treating burn wounds
  • in seizure behavior testing as an anticonvulsant in Drosophila
  • in in vivo embryo toxicity test in mouse embryonic stem cells

brand name

Diphenylan (Lannett); Phenytek (Mylan); Phenytex (Watson) [Name previously used: Diphenylhydantoin Sodium.].

General Description

Phenytoin sodium, 5,5-diphenyl-2,4-imidazolidinedione, 5,5-diphenylhydantoin,diphenyl-hydantoin sodium (Dilantin), has been used fordecades in the control of grand mal types of epilepticseizure. It is structurally analogous to the barbiturates butdoes not possess their extensive sedative properties. Thecompound is available as the sodium salt. Solutions for parenteraladministration contain 40% propylene glycol and10% alcohol to dissolve the sodium salt.

Clinical Use

Phenytoin sodium’s cardiovascular effects were uncoveredduring observation of toxic manifestations of the drugin patients being treated for seizure disorders. Phenytoinsodium was found to cause bradycardia, prolong the PRinterval, and produce T-wave abnormalities on electrocardiograms.It is a class IB antiarrhythmic agent. Today,phenytoin sodium’s greatest clinical use as an antiarrhythmicdrug is in the treatment of digitalis-induced arrhythmias.34 Its action is similar to that of lidocaine. It depressesventricular automaticity produced by digitalis, without adverseintraventricular conduction. Because it also reversesthe prolongation of AV conduction by digitalis, phenytoinsodium is useful in supraventricular tachycardias caused bydigitalis intoxication.

Safety Profile

Confirmed carcinogen. Experimental teratogen. Other experimental reproductive effects. Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects by ingestion: anorexia, respiratory depression, nausea or vomiting, hemorrhage, dermatitis, and endocrine effects. Mutation data reported. An anticonvulsant and cardiac depressant used for the treatment of grand mal and psychomotor seizures. When heated to decomposition it emits very toxic fumes of NOx and Na2O.

Carcinogenicity

Phenytoin and its sodium salt are reasonably anticipated to be human carcinogens based on sufficient evidence from studies in experimental animals.

Solubility in water

1 g dissolves in ca. 66 ml of water. The aqueous solution is turbid unless the pH is adjusted above 11.7, which is the pH of the saturated solution. 1 g dissolves in 10.5 mL of alcohol. Practically insoluble in ether and chloroform.

Phenytoin sodium Preparation Products And Raw materials

Raw materials

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