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Phenytoin

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Definition: An anticonvulsant that is used in a wide variety of seizures. It is also an anti-arrhythmic and a muscle relaxant. The mechanism of therapeutic action is not clear, although several cellular actions have been described including effects on ion channels, active transport, and general membrane stabilization. The mechanism of its muscle relaxant effect appears to involve a reduction in the sensitivity of muscle spindles to stretch. Phenytoin has been proposed for several other therapeutic uses, but its use has been limited by its many adverse effects and interactions with other drugs.     
Pharmacological Action Anticonvulsants
Other names Fenitoin; Diphenylhydantoin; Diphenylhydantoinate, Sodium; Sodium Diphenylhydantoinate; Hydantol; Epanutin; Epamin; Dilantin; Dihydan; Difenin; Antisacer; 5,5-DiphenylhydantoinDrugs* : PHENYTOIN SODIUM; DIPHENYLAN SODIUM; DILANTIN-30; PHENYTOIN; DILANTIN; EXTENDED PHENYTOIN SODIUM; PHENYTEX; PHENYTEK; PROMPT PHENYTOIN SODIUM; DILANTIN-125
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
5,5-diphenyl-2-thiohydantoin-N10  0   Phenytoin/*analogs & derivatives. Naunyn Schmiedebergs Arch Pharmacol. 2010 Jul;382(1):43-50
N'-3-oxymethylglucuronide phenytoin  0   *Glucuronides Phenytoin/*analogs & derivatives. Clin Chem 2001 May;47(5):910-8
diphenylhydantoic acid  0   Phenytoin/*analogs & derivatives. Regul Toxicol Pharmacol 1999 Feb;29(1):1-14
N-acetylphenytoin  0   Phenytoin/*analogs & derivatives. Biol Pharm Bull 1998;21(10):1084-9
phenytoin-bis-hydroxyisobutyrate  0   *Hydroxybutyrates Phenytoin/*analogs & derivatives. Pharm Res 1997 Feb;14(2):251-3
2-cyanoguanidinophenytoin  0 2-(cyanoimino)-5,5-diphenyl-4-imidazolidinone  Phenytoin/*analogs & derivatives. J Pharm Sci 1996 Oct;85(10):1077-81
phenytoin-1-methylnicotininate  0   Niacin/*analogs & derivatives Phenytoin/*analogs & derivatives. Biol Pharm Bull 1994 Oct;17(10):1425-9
5,5-diphenylhydantoin-3-valerate-bovine serum albumin  0   *Serum Albumin, Bovine Phenytoin/*analogs & derivatives. Res Commun Chem Pathol Pharmacol 1994 Apr;84(1):81-92
diphenylhydantoin-3-phenyltricarbonylchromium ethyl acetate  155707-42-9   *Organometallic Compounds Phenytoin/*analogs & derivatives Chromium. Res Commun Chem Pathol Pharmacol 1994 Apr;84(1):81-92
3-(2-propylpentanoyl)-5,5-diphenylhydantoin  153735-26-3   Phenytoin/*analogs & derivatives. Biol Pharm Bull 1993 Oct;16(10):1025-30
3-pentanoyl-5,5-diphenylhydantoin  22506-76-9   Phenytoin/*analogs & derivatives. Biol Pharm Bull 1993 Oct;16(10):1025-30
diphenylthiohydantoin  21083-47-6   *Thiohydantoins Phenytoin/*analogs & derivatives.
Sendai cocktail  0   Drug Combinations Mannitol Phenytoin Vitamin E. Neurol Med Chir (Tokyo) 1991 Jun;31(6):318-25
N,N-dichlorophenytoin  100965-46-6   Phenytoin/*analogs & derivatives. Chem Res Toxicol 1988 May-Jun;1(3):148-51
Hydanphene  64217-16-9   *Phenobarbital *Phenytoin Drug Combinations. Neurologija 1987;36(1-4):85
5-(4-hydroxy-3-methoxyphenyl)-5-phenylhydantoin  36653-52-8   Phenytoin/*analogs & derivatives. Epilepsia 1988;29(6):753
4-aminophenytoin  88168-80-3   Phenytoin/*analogs & derivatives. Int J Immunopharmacol 1987;9(3):391
phenytoin dihydrodiol  0   Phenytoin/*analogs & derivatives. J Chromatogr 1985;342(2):323
3-(hydroxymethyl)phenytoin N,N-dimethylaminoethyl carbonate  92135-00-7 Carbonic acid, 5,5-diphenyl-3-((phosphonooxy)methyl)-, (SP-4-2)  Phenytoin/*analogs & derivatives. J Pharm Sci 1984;73(8):1080; J Pharm Sci 1984;73(8):1087
fosphenytoin  93390-81-9 2,4-Imidazolidinedione, 5,5-diphenyl-3-((phosphonooxy)methyl)-, (SP-4-2)  Phenytoin/*analogs & derivatives Prodrugs.
Pharma Action Anticonvulsants
J Pharm Sci 1984;73(8):1080; J Pharm Sci 1984;73(8):1087CEREBYX; FOSPHENYTOIN SODIUM
3-hydroxymethylphenytoin N,N-dimethylglycine ester  71919-15-8 Glycine, N,N-dimethyl-, (R)  Phenytoin/*analogs & derivatives. J Pharm Sci 1984;73(8):1080; J Pharm Sci 1984;73(8):1087
3-(hydroxymethyl)phenytoin  21616-46-6 2,4-Imidazolidinedione, 3-(hydroxymethyl)-5,5-diphenyl-, (7R-(7alpha,8beta,10beta))  Phenytoin/*analogs & derivatives. J Pharm Sci 1984;73(8):1074
1-acetyl-3-acetoxy-5',5-diphenylhydantoin  56775-94-1   Phenytoin/*analogs & derivatives. Res Commun Chem Pathol Pharmacol 1984;44(2):251
5-(3,4-dihydroxyphenyl)-5-phenylhydantoin  35531-90-9   Phenytoin/*analogs & derivatives. J Pharmacol Exp Ther 1983;225(3):630
5-(2-hydroxyphenyl)-5-phenylhydantoin  60919-11-1   Phenytoin/*analogs & derivatives. J Pharm Belg 1982;37(1):47
N-aminodiphenylhydantoin  1224-08-4 2,4-Imidazolidinedione, 3-amino-5,5-diphenyl  Phenytoin/*analogs & derivatives. Pharmazie 1981;36(11):780
5-phenyl-5-(4-hydroxyphenyl)hydantoin glucuronide  53819-79-7   Phenytoin/*analogs & derivatives. Toxicol Appl Pharmacol 1981;58(3):510
phenytoin receptor  0   *Receptors, Drug Phenytoin. Folia Psychiatr Neurol Jpn 1980;34(3):362
5-(3-hydroxyphenyl)-5-phenylhydantoin  30074-03-4   Phenytoin/*analogs & derivatives. Drug Metab Dispos 1980;8(5):295
5-(3,4-dihydroxy-1,5-cyclohexadien-1-yl)-5-phenylhydantoin  28129-90-0   Phenytoin/*analogs & derivatives. Drug Metab Dispos 1980;8(5):295
ropitoin hydrochloride  56079-80-2 2,4-Imidazolidinedione, 5-(4-methoxyphenyl)-5-phenyl-3-(3-(4-phenyl-1-piperidinyl)propyl)-, monohydrochloride  Phenytoin/*analogs & derivatives. Arzneim Forsch 1980;30(1):12
mephobarbital, phenobarbital, phenytoin drug combination  0   *Mephobarbital *Phenobarbital *Phenytoin Drug Combinations. Folia Psychiatr Neurol Jpn 33(3):319;1979
5-(4'-fluorophenyl)-5-phenylhydantoin  0   Phenytoin/*analogs & derivatives. J Med Chem 22(9):1140;1979
diphenylhydantil  18749-95-6 (4,4'-Biimidazolidine)-2,2',5,5'-tetrone, 4,4'-diphenyl  Phenytoin/*analogs & derivatives. Arch Pharm 309(12):1016;1976
5,5-bis(4-hydroxyphenyl)hydantoin  60348-77-8   Phenytoin/*analogs & derivatives. Drug Metab Disp 4(4):349;1976
5-p-methylphenyl-5-phenylhydantoin  51169-17-6   Phenytoin/*analogs & derivatives. Clin Pharmacol Anti-Epileptic Drugs W3Wo925:124;1974c
phenrytmat  78371-61-6 Cinchonan-9-ol, 6'-methoxy-, (9S)-, sulfate (2:1) (salt), mixt. with 5,5-diphenyl-2,4-imidazolidinedione and 10-(3-(4-methyl-1-piperazinyl)propyl)-10H-phenothiazine (Z)-2-butenedioate (1:2)  *Perazine *Phenytoin *Quinidine Drug Combinations. Med Welt 26(15):732;1975
PC-796  21413-28-5   Phenytoin/*analogs & derivatives.
hydroxyphenytoin  2784-27-2 5-(4- hydroxyphenyl)-5-phenyl-2,4-imidazolidinedione  Phenytoin/*analogs & derivatives. Biomed Mass Spectrom 4(1):36;1977; Clin Chem 22(10):1672;1976; Clin Chim Acta 62:73;1975; Clin Pharmacol Anti-Epileptic Drugs W3 WO925:131;1974c; J Chromatogr 116(1):53;1976; J Clin Invest 51(5):1164;1972; Proc Soc Exp Biol Med 149:371;1975; Res Commun Chem Pathol Pharmacol 19(2):257;1978

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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