2-페닐인단-1,3-다이온

2-페닐인단-1,3-다이온 · 2-페닐인단-1,3-다이온(페닌다이온) · 페닌다이온 · PHENINDIONE · PID · Indion · MTA2 · Hedulin

식별자 및 물리적 특성

CAS No.	83-12-5
분자식	C15H10O2
평균 분자량	222.24 g/mol
단동위원소 질량	222.06807956 g/mol
SMILES	O=C1c2ccccc2C(=O)C1c1ccccc1
InChIKey	NFBAXHOPROOJAW-UHFFFAOYSA-N
PubChem CID	4760
ChEMBL	CHEMBL711
ChEBI	CHEBI:8066
EC No.	201-454-4
DTXSID	DTXSID5023453
현지명	2-페닐인단-1,3-다이온

화학 및 물리적 성질

XLogP	2.9
극성 표면적	34.1
수소 결합 공여자 수	0
수소 결합 수용자 수	2
회전 가능 결합 수	1
무거운 원자 수	17
형식 전하	0
복잡도	304
의약품	Pharmaceuticals -> Listed in ZINC15
pH	4.5 IN SATURATED SOLN @ 25 °C
SpringerMaterials Properties	Chemical shift
LogP(분배 계수)	2.6
냄새	ALMOST ODORLESS
Color/Form	LEAFLETS FROM ALCOHOLCREAMY WHITE TO PALE YELLOW CRYSTALS OR CRYSTALLINE POWDER
용해도	PRACTICALLY INSOL IN COLD WATERSOL IN CHLOROFORMSLIGHTLY SOL IN WARM WATERREADILY SOL IN ALKALINE SOLNSOL IN METHANOL, ETHANOL, ETHER, ACETONE, BENZENE2.30e-02 g/L물에 아주 약간 용해됩니다. 에탄올(96%)과 에테르에 약간 용해됩니다. 솔루션은 노란색에서 빨간색입니다.
Human Drugs	FDA approved drugs -> Active ingredientPharmaceuticals
녹는점	149-151 °C148 - 151 °C144-148 °C(lit.)
Physical Description	Solid
Collision Cross Section	160.15 Å² [M+K]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]145.9 Å² [M+H]+ [CCS Type: TW
Other Experimental Properties	SOLN IN ALKALIES ARE RED, IN CONCN H2SO4 BLUE
끓는 점	243.3 °C (0.3 mmHg)
밀도	1.1404 (rough estimate)
굴절률	1.6600 (estimate)
인화점	208 °C
저장 조건	Inert atmosphere,Room Temperature
물리적 상태	powder to crystal
pKa(산도 계수)	pKa 4.09(H2O,t =25,I=0.1) (Uncertain)
색상	흰색에서 밝은 노란색
Merck	14,7234
InChI	InChI=1S/C15H10O2/c16-14-11-8-4-5-9-12(11)15(17)13(14)10-6-2-1-3-7-10/h1-9,13H
InChIKey	NFBAXHOPROOJAW-UHFFFAOYSA-N
SMILES	C1(=O)C2=C(C=CC=C2)C(=O)C1C1=CC=CC=C1

화학적 성질

light yellow fluffy fine flakes

안전 및 규제

GHS 분류	DangerH301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]P261, P264, P270, P272, P280, P301+P316, P302+P352, P321, P330, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 43 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard Classes and Categories	Acute Tox. 3 (100%)
Treatment	The primary antidote to phenindione poisoning is immediate administration of vitamin K1 (initially slow intravenous injections of 10-25 mg repeated all 3-6 hours until normalisation of the prothrombin timethen 10 mg orally four times daily as a "maintenance dose"). It is an extremely effective antidote, provided the poisoning is caught before too much damage has been done to the victim's circulatory system. At high doses phenindione can affect the body for many months, and the antidote must be administered regularly for a long period of time. (L1257)
상호 작용	HALOPERIDOL WAS FOUND TO REDUCE PROTHROMBIN TIME NORMALLY PRODUCED BY PHENINDIONE.ACTIVITY OF...INDANDIONE ANTICOAGULANT PHENINDIONE HAVE ALSO BEEN ENHANCED BY C-17-ALKYLATED ANDROGENS.CORTICOTROPIN & ADRENOCORTICOSTEROIDS HAVE BEEN REPORTED TO CAUSE SEVERE HEMORRHAGE WHEN GIVEN WITH ORAL ANTICOAGULANTS... /ANTICOAGULANTS/ANTIPYRINE (IN VIVO) & SULFINPYRAZONE (IN VITRO) HAVE BEEN REPORTED TO INTERACT WITH WARFARIN & SHOULD BE USED CAUTIOUSLY IN PT RECEIVING ANTICOAGULANTS. /ANTICOAGULANTS/For more Interactions (Complete) data for PHENINDIONE (12 total), please visit the HSDB record page.
건강 영향	Phenindione is an anticoagulant and may cause internal bleeding, leading to shock, loss of consciousness, and eventually death. (L1257)
노출 경로	Ingestion (L1817)dermal (L1817). Absorbed slowly from the gastrointestinal tract.
독성 요약	Phenindione inhibits vitamin K reductase, resulting in depletion of the reduced form of vitamin K (vitamin KH2). As vitamin K is a cofactor for the carboxylation of glutamate residues on the N-terminal regions of vitamin K-dependent proteins, this limits the gamma-carboxylation and subsequent activation of the vitamin K-dependent coagulant proteins. The synthesis of vitamin K-dependent coagulation factors II, VII, IX, and X and anticoagulant proteins C and S is inhibited. Depression of three of the four vitamin K-dependent coagulation factors (factors II, VII, and X) results in decresed prothrombin levels and a decrease in the amount of thrombin generated and bound to fibrin. This reduces the thrombogenicity of clots. (A308)

용도

개요

Phenindione is an anticoagulant and vitamin K antagonist. It inhibits the reduction of vitamin K1 epoxide to vitamin K1 by vitamin K1 epoxide reductase in rat liver homogenates in a concentration-dependent manner. In vivo, phenindione (500 mg/kg) inhibits prothrombin synthesis and conversion of vitamin K1 epoxide to vitamin K1 in rats by 50 and 57%, respectively. Dietary administration of phenindione (4 mg/kg per day) inhibits aortic atherosclerosis or intracardial thrombosis in rat models of diet-induced atherosclerosis or intravascular thrombosis, respectively.

용도

Oral anticoagulant (indanedione).