2-phenyl-2,3-dihydro-1H-indene-1,3-dione

• ChemBase编号: 381
• 分子式: C15H10O2
• 平均质量: 222.2387
• 单一同位素质量: 222.06807956
• SMILES: O=C1C(C(=O)c2c1cccc2)c1ccccc1
• Canonical SMILES: O=C1C(c2ccccc2)C(=O)c2c1cccc2
• 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

名称和登记号

名称

• IUPAC标准名: 2-phenyl-2,3-dihydro-1H-indene-1,3-dione
• IUPAC传统名: phenindione
• 商标名: Athrombon; Bindan; Cronodione; Danedion; Danilon; Danilone; Diadilan; Dindevan; Dineval; Diophindane; Emandion; Emandione; Eridione; Fenhydren; Fenilin; Fenindion; Hedulin; Hemolidione; Indema; Indion; Indon; PID; Phenhydren; Phenillin; Phenylen; Phenylin; Phenylindanedione; Phenylindione; Phenyline; Phenyllin; Pindione; Rectadione; Theradione; Thrombasal; Tromazal; Trombol
• 别名: 苯茚二酮; 2-苯基-1,3-茚满二酮; Phenindione; Dindevan; Rectadione; Phenindione; 2-Phenyl-1,3-indandione; 2-phenyl-1H-indene-1,3(2H)-dione; 2-phenylindane-1,3-dione; 2-PHENYL-1,3-INDANEDIONE; 2-phenyl-2,3-dihydro-1H-indene-1,3-dione

登记号

• CAS号: 83-12-5
• EC号: 201-454-4
• MDL号: MFCD00003782
• Beilstein号: 1911699
• PubChem SID: 24898344; 160963844; 46505018
• PubChem CID: 4760
• CHEBI ID: 8066
• ATC码: B01AA02
• CHEMBL: 711
• Chemspider ID: 4596
• DrugBank ID: DB00498
• KEGG ID: D08354
• 美国药典/FDA物质标识码: 5M7Y6274ZE
• 维基百科标题: Phenindione

理论计算性质

JChem

• Acid pKa: 4.875343
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.1649199
• LogD (pH = 7.4): 0.43830353
• Log P: 2.8809052
• 摩尔折射率: 65.2335 cm^3
• 极化性: 24.823254 Å^3
• 极化表面积: 34.14 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.1
• LOG S: -3.98
• 溶解度: 2.30e-02 g/l

分子性质

理化性质

• 溶解度: 27 mg/L (at 20 oC)
• 熔点: 144-148 °C; 144-148 °C(lit.); 148 - 150°C
• 疏水性(logP): 2.6; 2.81

安全信息

• 保存条件: -20°C
• RTECS编号: NK6125000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25; 25-43
• 安全公开号: 36/37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H317
• GHS警示性声明: P280-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

药理学性质

• 给药途径: Oral
• 半衰期: 5 to 10 hours
• 蛋白结合率: 88%
• 妊娠期药物分类: D (Australia); Passes into breast milk

产品相关信息

• 纯度: ≥95.0% (CH); 95%; 97%; null%
• 级别: purum
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C15H10O2

详细说明

MP Biomedicals - 05216665

MP Biomedicals Rare Chemical collection

DrugBank - DB00498

• Drug Groups: approved
• Description: An indandione that has been used as an anticoagulant. Phenindione has actions similar to warfarin, but it is now rarely employed because of its higher incidence of severe adverse effects. (From Martindale, The Extra Pharmacopoeia, 30th ed, p234)
• Indication: For the treatment of pulmonary embolism, cardiomyopathy, atrial fibrillation and flutter, cerebral embolism, mural thrombosis, and thrombophili. Also used for anticoagulant prophylaxis.
• Pharmacology: Phenindione thins the blood by antagonizing vitamin K which is required for the production of clotting factors in the liver. Anticoagulants such as Phenindione have no direct effect on an established thrombus, nor do they reverse ischemic tissue damage (damage caused by an inadequate blood supply to an organ or part of the body). However, once a thrombus has occurred, the goal of anticoagulant treatment is to prevent further extension of the formed clot and prevent secondary thromboembolic complications which may result in serious and possibly fatal sequelae. Phenindione has actions similar to warfarin, but it is now rarely employed because of its higer incidence of severe adverse effects.
• Toxicity: Oral, mouse: LD50 = 175 mg/kg; Oral, rat: LD50 = 163 mg/kg.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Absorbed slowly from the gastrointestinal tract.
• Half Life: 5-10 hours
• Protein Binding: 88%
• References: / [Link]
• External Links: Wikipedia

Selleck Chemicals - S1921

Research Area: Immunology, Cardiovascular Disease
Biological Activity:
Phenindione(Rectadione) is an anticoagulant which functions as a Vitamin K antagonist. A lymphocyte transformation test showed proliferation of T-cells from the hypersensitive patient, but not from four controls on exposure to phenindione in vitro. Drug-specific T-cell clones were generated and characterized in terms of their phenotype, functionality, and mechanism of antigen presentation. Forty-three human leukocyte antigen class II restricted CD4+ αβ T-cell clones were identified. T-cell activation resulted in the secretion of interferon-γ and interleukin-5. [1][2]

Sigma Aldrich - P26406

包装
25 g in poly bottle

参考文献

• Link/
• Naisbitt DJ et al. J Pharmacol Exp Ther. 2005 Jun