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66-76-2

中文名稱 雙羥香豆素
英文名稱 DICUMAROL
CAS 66-76-2
分子式 C19H12O6
分子量 336.29
MOL 文件 66-76-2.mol
更新日期 2024/10/23 10:49:09
66-76-2 結(jié)構(gòu)式 66-76-2 結(jié)構(gòu)式

基本信息

中文別名
敵害鼠
雙殺鼠靈
雙羥香豆素
雙香豆素
3,3ˊ-亞甲基雙(4-羥基香豆素)
敗壞翹搖素
丁香素
雙(羥)香豆素
雙苯并哌弄
甜金花素
敵鼠靈
雙香豆素/敗壞翹搖素
3,3'-亞甲基雙(4-羥基馥素)
英文別名
3,3'-METHYLENEBIS(4-HYDROXYCOUMARIN)
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)
所屬類別
原料藥:抗凝血藥及抗血小板藥

物理化學性質(zhì)

外觀性質(zhì)白色或淺黃色粉末,味苦帶臭味。
溶解性溶于堿、吡啶,微溶于氯仿、苯,不溶于水、醇、醚。
熔點290-292 °C(lit.)
沸點392.79°C (rough estimate)
密度1.2864 (rough estimate)
折射率1.4450 (estimate)
儲存條件+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)
酸度系數(shù)(pKa)4.20±1.00(Predicted)
形態(tài)精細結(jié)晶粉末
顏色白色
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.
Merck3090

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08,GHS09
警示詞危險
危險性描述H301-H372-H411
危險品標志T,N
危險類別碼22-48/25-51/53
安全說明37-45-61
危險品運輸編號UN 2811 6.1/PG 3
WGK Germany3
RTECS號GN7875000
TSCAYes
危險等級6.1(b)
包裝類別III
海關編碼29322985
毒害物質(zhì)數(shù)據(jù)66-76-2(Hazardous Substances Data)
毒性LD50 orally in rats: 541.6 mg/kg (Rose)
雙羥香豆素價格(試劑級)
報價日期產(chǎn)品編號產(chǎn)品名稱CAS號包裝價格
2024/11/08S4299雙羥香豆素
Dicoumarol
66-76-250mg573.3元
2024/11/08S4299雙羥香豆素
Dicoumarol
66-76-2200mg892.71元
2024/11/08HY-N0645雙羥香豆素
Dicoumarol
66-76-2500 mg500元

常見問題列表

生物活性
Dicoumarol是一種競爭性的NADPH quinone oxidoreductase (NQO1)抑制劑,可通過干擾維生素K的代謝用作抗凝血劑。
靶點
TargetValue
NQO1
體外研究

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.

體內(nèi)研究

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.

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