66-76-2
基本信息
双杀鼠灵
双羟香豆素
双香豆素
3,3ˊ-亚甲基双(4-羟基香豆素)
败坏翘摇素
丁香素
双(羟)香豆素
双苯并哌弄
甜金花素
敌鼠灵
双香豆素/败坏翘摇素
3,3'-亚甲基双(4-羟基馥素)
4-HYDROXY-3-[(4-HYDROXY-2-OXO-CHROMEN-3-YL)METHYL]CHROMEN-2-ONE
BISCUMAROL
BIS-HYDROXYCOUMARIN
DICOUMARIN
DICOUMAROL
DICUMAROL
2H-1-Benzopyran-2-one, 3,3'-methylenebis[4-hydroxy-
3,3’-methyleen-bis(4-hydroxy-cumarine)
3,3’-methylen-bis(4-hydroxy-cumarin)
3,3’-methylenebis(4-hydroxy-1,2-benzopyrone)
3,3’-methylenebis(4-hydroxy-2h-1-benzopyran-2-on
3,3’-methylenebis(4-hydroxy-2h-1-benzopyran-2-one)
3,3’-methylenebis(4-hydroxy-coumari
3,3’-methylene-bis(4-hydroxycoumarine)
3,3’-methylene-bis(4-hydroxycoumarine)(french)
3,3’-methylenebis[4-hydroxy-2h-1-benzopyran-2-on
3,3’-metilen-bis(4-idrossi-cumarina)
3,3'-Methyleen-bis(4-hydroxy-cumarine)
3,3'-Methylen-bis(4-hydroxy-cumarin)
物理化学性质
| 外观性质 | 白色或浅黄色粉末，味苦带臭味。 |
| 溶解性 | 溶于碱、吡啶，微溶于氯仿、苯，不溶于水、醇、醚。 |
| 熔点 | 290-292 °C(lit.) |
| 沸点 | 392.79°C (rough estimate) |
| 密度 | 1.2864 (rough estimate) |
| 折射率 | 1.4450 (estimate) |
| 储存条件 | +2C to +8C |
| 溶解度 | DMSO:3.06(Max Conc. mg/mL);9.1(Max Conc. mM) DMSO:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);1.49(Max Conc. mM) DMF:1.25(Max Conc. mg/mL);3.72(Max Conc. mM) Water:50.0(Max Conc. mg/mL);148.68(Max Conc. mM) |
| 酸度系数(pKa) | 4.20±1.00(Predicted) |
| 形态 | 精细结晶粉末 |
| 颜色 | 白色 |
| 水溶解性 | Soluble in aqueous alkaline solutions, organic bases, 0.1 N NaOH (15 mg/ml), Pyridine (50 mg/ml), chloroform (slightly soluble), and benzene (slightly soluble). Insoluble in water, and alcohols. |
| Merck | 3090 |
| EPA化学物质信息 | 2H-1-Benzopyran-2-one, 3,3'-methylenebis[4-hydroxy- (66-76-2) |
安全数据
| 危险性符号(GHS) |    GHS06,GHS08,GHS09 |
| 警示词 | 危险 |
| 危险性描述 | H301-H372-H411 |
| 防范说明 | P260-P264-P270-P273-P301+P310-P314 |
| 危险品标志 | T,N |
| 危险类别码 | 22-48/25-51/53 |
| 安全说明 | 37-45-61 |
| 危险品运输编号 | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS号 | GN7875000 |
| TSCA | Yes |
| 危险等级 | 6.1(b) |
| 包装类别 | III |
| 海关编码 | 29322985 |
| 毒害物质数据 | 66-76-2(Hazardous Substances Data) |
| 毒性 | LD50 orally in rats: 541.6 mg/kg (Rose) |
双羟香豆素价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2024/11/11 | XW00667621 | 双香豆素 | 66-76-2 | 1G | 104元 |
| 2024/11/08 | S4299 | 双羟香豆素 Dicoumarol | 66-76-2 | 50mg | 573.3元 |
| 2024/11/08 | S4299 | 双羟香豆素 Dicoumarol | 66-76-2 | 200mg | 892.71元 |
常见问题列表
| Target | Value |
| NQO1 |
Dicoumarol is an inhibitor of both NAD(P)H:quinone oxidoreductase 1 (NQO1) and PDK1 with IC 50 s of 0.37±0.15 and 19.42±0.032 μM, respectively. The PDK1 activity is inhibited by Dicoumarol in a dose-dependent manner. The enzymatic activity of PDK1 is reduced by approximately 94% when treated with 200 μM Dicoumarol. Dicoumarol decreases the p-PDHA1 level by 26% (100 μM Dicoumarol) and by 72% (200 μM Dicoumarol), with no statistical difference in the total PDHA1 level. Both 100 μM and 200 μM Dicoumarol markedly induce apoptosis of SKOV3 cells. Similarly, flow cytometric analysis of annexin V + PI + cells reveals that 100 μM and 200 μM Dicoumarol treatments generate approximately 20.87% and 24.94% apoptotic cells, respectively, significantly higher than vehicle treatment. It is also observed that treatment of MCF-7-TAMR cells with Dicoumarol, a known NQO1 inhibitor, reverses their tamoxifen-resistance phenotype.
Dichloroacetate (DCA) at 100 mg/kg, Dicoumarol at 30 mg/kg, and Dicoumarol at 50 mg/kg all significantly reduce tumor volume and decrease tumor weight, when compare to tumors from control or vehicle groups. Total caspase-3 and total anti-poly (ADP-ribose) polymerase (PARP) are significantly decreased in Dicoumarol-treated SKOV3 xenografts, when compare to tumors from the control or vehicle group.