Phenytoin
- Formula: C15H12N2O2
- Molecular weight: 252.2680
- IUPAC Standard InChI: InChI=1S/C15H12N2O2/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)
- IUPAC Standard InChIKey: CXOFVDLJLONNDW-UHFFFAOYSA-N
- CAS Registry Number: 57-41-0
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: 2,4-Imidazolidinedione, 5,5-diphenyl-; Hydantoin, 5,5-diphenyl-; Aleviatin; Denyl; Di-Hydan; Di-Lan; Dihycon; Dilabid; Dintoina; Diphantoin; Diphedan; Diphenine; Diphenylhydantoin; DPH; Lepitoin; Phenytoine; Sodanton; Zentropil; 5,5-Diphenyl-2,4-Imidazolidinedione; 5,5-Diphenylhydantoin; Auranile; Causoin; Comitoina; Convul; Danten; Dantinal; Dantoinal; Dantoinal klinos; Di-Phetine; Didan TDC 250; Difenilhidantoina; Difenin; Difetoin; Difhydan; Dihydantoin; Dilantin; Dilantin acid; Dilantine; Dillantin; Dintoin; Diphedal; Diphenin; Diphentyn; Diphenylan; Diphenylhydatanoin; Ditoinate; Ekko; Ekko capsules; Elepsindon; Enkelfel; Epamin; Epasmir "5"; Epdantoine simple; Epelin; Epifenyl; Epihydan; Epilan-D; Epilantin; Epinat; Epised; Eptal; Fenidantoin "s"; Fenitoina; Fentoin; Fenylepsin; Fenytoine; Gerot-epilan-D; Hidan; Hidantilo; Hidantina; Hidantina senosian; Hidantina vitoria; Hidantomin; Hindatal; Hydantal; Hydantin; Hydantoinal; Ictalis simple; Idantoil; Idantoin; Kessodanten; Labopal; Lehydan; Lepsin; Neos-Hidantoina; Neosidantoina; Novantoina; Om hidantoina simple; Om-Hydantoine; Oxylan; Phanantin; Phanatine; Phenatine; Phenatoine; Phentoin; Ritmenal; Saceril; Sanepil; Silantin; Sodantoin; Solantin; Sylantoic; Thilophenyl; Toin unicelles; TOIN; Zentronal; 5,5-Diphenylimidazolidin-2,4-dione; Citrulliamon; Dantoine; Diphentoin; Diphenylhydantoine; 5,5-Dwufenylohydantoina; Epanutin; Eptoin; Hidantal; Minetoin; NCI-C55765; Phenitoin; Solantoin; Solantyl; Diphenat; 5,5-Diphenyl-1H-imidazolidine-2,4-dione; Epasmir ''5''; Fenidantoin ''s''; Mebroin (Salt/Mix); Antisacer (Salt/Mix); Aladdin (Salt/Mix); Alepsin (Salt/Mix); Fenigramon (Salt/Mix); Soluble phenytoin (Salt/Mix); Tacosal (Salt/Mix); Epdantoin (Salt/Mix); Epileptin (Salt/Mix); Episar (Salt/Mix); Epsolin (Salt/Mix); Citrullamon (Salt/Mix); 5,5-Diphenyl-2,4-imidazolidinedione (phenytoin)
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Phase change data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: William E. Acree, Jr., James S. Chickos
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 9.58 | 568.8 | DSC | Wassvik, Holmén, et al., 2006 | See also Wassvik, Holmén, et al., 2008. |
| 11.25 | 570.8 | DSC | Nokhodchi, Bolourtchian, et al., 2003 | |
| 8.674 | 574. | N/A | Ohm and Lippold, 1985 |
References
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Wassvik, Holmén, et al., 2006
Wassvik, Carola M.; Holmén, Anders G.; Bergström, Christel A.S.; Zamora, Ismael; Artursson, Per,
Contribution of solid-state properties to the aqueous solubility of drugs,
European Journal of Pharmaceutical Sciences, 2006, 29, 3-4, 294-305, https://doi.org/10.1016/j.ejps.2006.05.013
. [all data]
Wassvik, Holmén, et al., 2008
Wassvik, Carola M.; Holmén, Anders G.; Draheim, Rieke; Artursson, Per; Bergström, Christel A.S.,
Molecular Characteristics for Solid-State Limited Solubility,
J. Med. Chem., 2008, 51, 10, 3035-3039, https://doi.org/10.1021/jm701587d
. [all data]
Nokhodchi, Bolourtchian, et al., 2003
Nokhodchi, A.; Bolourtchian, N.; Dinarvand, R.,
Crystal modification of phenytoin using different solvents and crystallization conditions,
International Journal of Pharmaceutics, 2003, 250, 1, 85-97, https://doi.org/10.1016/S0378-5173(02)00488-X
. [all data]
Ohm and Lippold, 1985
Ohm, A.; Lippold, B.C.,
Surface tension of solid drugs and its correlation with solubility,
Int. J. Pharm. Tech. Prod. Mfg., 1985, 6, 4, 1. [all data]
Notes
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- Symbols used in this document:
ΔfusH Enthalpy of fusion - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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