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Substance Name: Phenytoin sodium [USP:JAN]
RN: 630-93-3
UNII: 4182431BJH
InChIKey: FJPYVLNWWICYDW-UHFFFAOYSA-M
Note
- 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.
Molecular Formula
- C15-H12-N2-O2.Na
Molecular Weight
- 274.2539
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Formulas
- Structure Descriptors
- Toxicity
Classification Codes
- Anticonvulsant
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
- Reproductive Effect
- Tumor Data
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Names and Synonyms
Name of Substance
- Phenytoin sodium [USP:JAN]
Synonyms
- 2,4-Imidazolidinedione, 5,5-diphenyl-, monosodium salt
- 5,5-Diphenylhydantoin sodium
- 5,5-Diphenylhydantoin sodium salt
- Aladdin
- Alepsin
- Aleviatin sodium
- Antilepsin
- Antisacer
- Auranile
- Citrullamon
- Cumatil
- Danten
- Dantoin
- Decatona
- Denyl
- Denyl sodium
- Derizene
- Di-len
- Difenin
- Difetoin
- Difhydan
- Dihydan
- Dilantin
- Dilantin Infatabs
- Dilantin Injection
- Dilantin sodium
- Dilantin Suspension
- Diphantoine
- Diphedan
- Diphenin
- Diphenine
- Diphenine sodium
- Diphentoin
- Diphenylan sodium
- Diphenylhydantoin sodium
- Ditoin
- Ditomed
- EINECS 211-148-2
- Enkefal
- Epanutin
- Epdantoin
- Epelin
- Epilan-D
- Epilantin-E
- Epileptin
- Epinat
- Episar
- Epsolin
- Eptoin
- Eptolin
- Extended Phenytoin sodium
- Fenidantoin
- Fenigramon
- Fenitoin sodium
- Fenitoina Sodica
- Fenitron
- Fenytoin
- Hidantal sodium
- Hidantin
- Hydantin
- Hydantoin, 5,5-diphenyl-, sodium salt
- Hydantoinal
- Lepitoin sodium
- Metinal Idantoina
- Minetoin
- Muldis
- Novodiphenyl
- OM-Hydantoine sodium
- Phenilep
- Phenytek
- Phenytex
- Phenytoin sodium
- Phenytoin sodium salt
- Prompt Phenytoin sodium
- SDPH
- Sodium 5,5-diphenyl hydantoinate
- Sodium 5,5-diphenyl-2,4-imidazolidinedione
- Sodium 5,5-diphenylhydantoinate
- Sodium diphenyl hydantoinate
- Sodium diphenylhydantoin
- Sodium phenytoin
- Solantoin
- Solantyl
- Soluble phenytoin
- Tacosal
- UNII-4182431BJH
Systematic Names
- 2,4-Imidazolidinedione, 5,5-diphenyl-, monosodium salt
- 2,4-Imidazolidinedione, 5,5-diphenyl-, sodium salt (1:1)
- Hydantoin, 5,5-diphenyl-, monosodium salt
- Phenytoin sodium
Superlist Names
- Diphenylhydantoin, sodium salt
- Phenytoin, sodium salt
Registry Numbers
CAS Registry Number
- 630-93-3
FDA UNII
- 4182431BJH
Other Registry Numbers
- 1421-15-4
- 143-75-9
- 8017-52-5
System Generated Number
- 0000630933
Molecular Formulas
Molecular Formula
- C15-H12-N2-O2.Na
Molecular Formula Fragments
- C15-H12-N2-O2
- COMPONENT
- Na
Structure Descriptors
InChI
InChI=1S/C15H12N2O2.Na/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12;/h1-10H,(H2,16,17,18,19);/q;+1/p-1InChIKey
FJPYVLNWWICYDW-UHFFFAOYSA-MSmiles
[Na+].O=C1NC(C(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LDLo | intravenous | 90mg/kg (90mg/kg) | BLOOD: HEMORRHAGE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: OTHER CHANGES | Archives of Pathology. Vol. 28, Pg. 761, 1939. |
guinea pig | LD50 | subcutaneous | 280mg/kg (280mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962. | |
guinea pig | LDLo | intravenous | 38600ug/kg (38.6mg/kg) | Farmaco, Edizione Pratica. Vol. 35, Pg. 49, 1980. | |
man | LDLo | intravenous | 7143ug/kg/14M (7.143mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: OTHER CHANGES | American Journal of Emergency Medicine. Vol. 6, Pg. 255, 1988. |
man | LDLo | intravenous | 12571ug/kg/25 (12.571mg/kg) | CARDIAC: OTHER CHANGES VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION CARDIAC: PULSE RATE | American Journal of Emergency Medicine. Vol. 6, Pg. 255, 1988. |
man | LDLo | oral | 647mg/kg/21W- (647mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE" | Archives of Internal Medicine. Vol. 81, Pg. 605, 1948. |
man | LDLo | unreported | 29mg/kg (29mg/kg) | "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970. | |
man | TDLo | oral | 70mg/kg/17D-I (70mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: ANOREXIA (HUMAN SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE" | New England Journal of Medicine. Vol. 242, Pg. 897, 1950. |
mouse | LD50 | intraperitoneal | 103mg/kg (103mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 12, 1980. | |
mouse | LD50 | intravenous | 98mg/kg (98mg/kg) | Farmaco, Edizione Pratica. Vol. 35, Pg. 49, 1980. | |
mouse | LD50 | oral | 165mg/kg (165mg/kg) | Indian Journal of Experimental Biology. Vol. 19, Pg. 1047, 1981. | |
mouse | LD50 | subcutaneous | 400mg/kg (400mg/kg) | Biochemical Pharmacology. Vol. 17, Pg. 369, 1968. | |
mouse | LD50 | unreported | 540mg/kg (540mg/kg) | United States Patent Document. Vol. #4056540, | |
rabbit | LDLo | intravenous | 157mg/kg (157mg/kg) | Farmaco, Edizione Pratica. Vol. 35, Pg. 49, 1980. | |
rat | LD50 | intraperitoneal | 138mg/kg (138mg/kg) | Indian Journal of Physiology and Pharmacology. Vol. 10, Pg. 5, 1966. | |
rat | LD50 | intravenous | 90mg/kg (90mg/kg) | Acta Pharmaceutica Jugoslavica. Vol. 37, Pg. 123, 1987. | |
rat | LD50 | oral | 1530mg/kg (1530mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 138, Pg. 224, 1962. | |
rat | LD50 | subcutaneous | 230mg/kg (230mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 56, Pg. 377, 1960. |
rat | LD50 | unreported | 153mg/kg (153mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Journal of Pharmacy and Pharmacology. Vol. 14, Pg. 253, 1962. |
women | LDLo | oral | 78mg/kg (78mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" BLOOD: HEMORRHAGE | Archives of Dermatology and Syphilology. Vol. 46, Pg. 856, 1942. |
women | TDLo | oral | 4mg/kg/D (4mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" ENDOCRINE: OTHER CHANGES | JAMA, Journal of the American Medical Association. Vol. 176, Pg. 491, 1961. |
women | TDLo | oral | 148mg/kg/28D- (148mg/kg) | Archives of Neurology and Psychiatry. Vol. 45, Pg. 769, 1941. | |
women | TDLo | oral | 148mg/kg/28D- (148mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" BEHAVIORAL: HEADACHE | Archives of Neurology and Psychiatry. Vol. 45, Pg. 769, 1941. |