페니토인

페니토인 · PHENYTOIN · base · DIPHENYLHYDANTOIN · Dantinal · Phenitoin · PHENYTOIN BASE · PHENYTION

식별자 및 물리적 특성

CAS No.	57-41-0
분자식	C15H12N2O2
평균 분자량	252.273 g/mol
단동위원소 질량	252.08987762 g/mol
SMILES	O=C1NC(=O)C(c2ccccc2)(c2ccccc2)N1
InChIKey	CXOFVDLJLONNDW-UHFFFAOYSA-N
PubChem CID	1775
ChEMBL	CHEMBL16
ChEBI	CHEBI:8107
EC No.	200-328-6
DTXSID	DTXSID8020541
현지명	페니토인

화학 및 물리적 성질

XLogP	2.5
극성 표면적	58.2
수소 결합 공여자 수	2
수소 결합 수용자 수	2
회전 가능 결합 수	2
무거운 원자 수	19
형식 전하	0
복잡도	350
LogP(분배 계수)	2.47log Kow = 2.472.2
냄새	Odorless
Color/Form	Needles (alcohol)White powder
용해도	less than 0.1 mg/mL at 66 °F (NTP, 1992)Insoluble in cold waterOne gram dissolves in about 60 ml alcohol, about 30 ml acetone. Soluble in alkali hydroxides.Soluble in acetic acidslightly soluble in ethyl ether, benzene, chloroformIn water, 32 mg/L at 22 °C7.11e-02 g/LDMSO: 용해될 수 있다
Decomposition	When heated to decomposition it emits very toxic fumes of /nitrogen oxides/.
녹는점	563 to 568 °F (NTP, 1992)295295-298 °C286 °C293-295 °C (lit.)
Caco2 Permeability	-4.57
Physical Description	Phenytoin appears as fine white or almost white crystalline powder. Odorless or almost odorless. Tasteless. (NTP, 1992)Solid
Stability/Shelf Life	Sensitive to lightA slight yellowing of the solution will not affect its potency. After being refrigerated, solution may form a precipitate which usually dissolves after being warmed to room temperaturehowever, do not use if the solution is not clear. /Phenytoin Sodium Injection USP/
Ionization Efficiency	Positive2.442.7Agilent XCTElectrospray ionizationformic acid (5.3nM)
Dissociation Constants	8.33pKa = 8.33
Kovats Retention Index	231023502365234723082340236023802306.82317.82299.2229223352385233023692372.32339.42387.7
끓는 점	395.45°C (rough estimate)
밀도	1.1562 (rough estimate)
굴절률	1.5906 (estimate)
인화점	11 °C
저장 조건	2-8°C
pKa(산도 계수)	pKa 8.43(H2O,t =25,I=0.025) (Uncertain)
물리적 상태	가루
색상	흰색에서 거의 흰색
생물학적 소스	rabbit
용해도	19&C에서 <0.01g/100mL
Merck	14,7322
BRN	384532
헨리 상수	9.7×105 mol/(m3Pa) at 25℃, HSDB (2015)
안정성	안정적인. 타기 쉬운. 강한 산화제, 강한 염기와 호환되지 않습니다.
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)
InChIKey	CXOFVDLJLONNDW-UHFFFAOYSA-N
SMILES	O=C1NC(=O)C(N1)(c2ccccc2)c3ccccc3
NIST	5,5-Diphenylhydantoin(57-41-0)
EPA	Phenytoin (57-41-0)

화학적 성질

white crystals or powder

안전 및 규제

GHS 분류	DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H350 (31.9%): May cause cancer [Danger Carcinogenicity]H351 (63.8%): Suspected of causing cancer [Warning Carcinogenicity]H360 (95.7%): May damage fertility or the unborn child [Danger Reproductive toxicity]P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 138 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.H402: Harmful to aquatic life [Hazardous to the aquatic environment, acute hazard]H412: Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
규제 정보	Hazard Traits - CarcinogenicityDevelopmental ToxicityAuthoritative List - IARC Carcinogens - 2BNTP RoC - reasonableProp 65Report - regardless of intended function of ingredient in the productStatus: Active Update: 30-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18601Phenytoin: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
기타 안전 정보	IMAP assessments - 2,4-Imidazolidinedione, 5,5-diphenyl-: Human health tier I assessmentIMAP assessments - 2,4-Imidazolidinedione, 5,5-diphenyl-: Environment tier I assessment
운송 라벨(DOT)	Poison
화재 위험	Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992)

용도

개요

The drug was first approved for the treatment of epilepsy by the Food and Drug Administration in 1953 and marketed by Parke-Davis as Dilantin. Its primary mechanism of action appears to block voltage-sensitive sodium channels in the brain (especially in the motor cortex), producing a delay in electrical recovery in neurons and stabilizing the threshold against hyperexcitability.

용도

5,5-Diphenylhydantoin has been used for phenytoin treatment. It has also been used to slow down or prevent mesoendoderm cell migration.

일반 설명

Fine white or almost white crystalline powder. Odorless or almost odorless. Tasteless.