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3105-97-3

中文名稱 海恩酮
英文名稱 Hycanthone
CAS 3105-97-3
分子式 C20H24N2O2S
分子量 356.48
MOL 文件 3105-97-3.mol
更新日期 2023/03/20 15:41:19
3105-97-3 結構式 3105-97-3 結構式

基本信息

中文別名
海恩酮
羥甲硫蒽酮
1-((2-(二乙基氨基)乙基)氨基)-4-(羥甲基)-9H-噻噸-9-酮
英文別名
ETRENOL
hycanthon
nsc-134434
Win 249-33
HYCANTHONE
Etrenol(mesylate)
lucanthonemetabolite
1-(2-diethylaminoethylamino)-4-methylol-thioxanthen-9-one
1-((2-(diethylamino)ethyl)amino)-4-(hydroxymethyl)thioxanthen-9-one
1-((2-(diethylamino)ethyl)amino)-4-(hydroxymethyl)-9h-thioxanthen-9-on

物理化學性質

外觀性狀淡黃色至黃橙色結晶粉末。
熔點100.6-102.8°
沸點570.5±50.0 °C(Predicted)
密度1.1269 (rough estimate)
折射率1.6000 (estimate)
儲存條件−20°C
溶解度DMSO : 30 mg/mL (84.16 mM)
酸度系數(shù)(pKa)pKa 3.40 (Uncertain)
形態(tài)Solid
顏色Yellow to orange
EPA化學物質信息Hycanthone (3105-97-3)

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
警示詞危險
危險性描述H302-H332-H350-H312
危險品標志T
危險類別碼45-46-20/21/22
安全說明53-36/37/39-45
WGK Germany3
RTECS號XO1590000

應用領域

用途1
海恩酮(Hycanthone)是一種具有抗血吸蟲活性和潛在抗腫瘤活性的Lucanthorne的硫雜噸衍生物。海恩酮干擾寄生蟲的神經功能,導致寄生蟲癱瘓和死亡。它也能插入DNA并在體外抑制RNA的合成。

圖譜信息

常見問題列表

生物活性
Hycanthone 是噻噸酮類的 DNA 嵌入劑 (DNA intercalator),可抑制 RNA 合成以及 DNA 拓撲異構酶 I 和 II。Hycanthone 通過直接蛋白質結合來抑制核酸生物合成并抑制嘌呤內切核酸酶1 (APE1),KD 為 10 nM。Hycanthone 是 Lucanthone (HY-B2098) 的生物活性代謝產物,具有抗血吸蟲病藥物。
靶點

Topoisomerase I

Topoisomerase II

體外研究

Hycanthone has an IC 50 of 80 nM for inhibition of APE1 incision of depurinated plasmid DNA.
Hycanthone (0.05-100 μM; for 2 h) promotes APE1 cleavage in presence of Cycloheximide (CHX) and this cleavage is inhibited by 1% DMSO.
Hycanthone at 20 mg/mL or more is progressively more detrimental to cell viability. Results reveal that increased concentrations of Hycanthone, ranging from 0.1 to 10 μg/mL, progressively reduces viral interferon yields as much as 73% compare to that of controls.

體內研究

Results show that the incorporation of tritiated thymidine into TCA-precipitable material of adult sensitive worms undergo a progressive decrease after treatment with Hycanthone. Immature worms are totally unaffected by Hycanthone at all times tested. Male worms treated with Hycanthone show signs of a possible partial recovery from the initial low levels of incorporation. The incorporation of tritiated leucine by drug-sensitive worms treated with Hycanthone is inhibited by 40 to 50% in the first four days after treatment. Results show that, 7 days after Hycanthone treatment, both ribosomal RNA species are reduced by at least 80% with respect to untreated worms, with some indication of a possible accumulation of heavier precursor molecules.

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