海恩酮

海恩酮

中文名称海恩酮
中文同义词海恩酮;羟甲硫蒽酮;1-((2-(二乙基氨基)乙基)氨基)-4-(羟甲基)-9H-噻吨-9-酮
英文名称Hycanthone
英文同义词1-[(2-[DIETHYLAMINO]ETHYL)AMINO]-4-[HYDROXYMETHYL]-9H-THIOXANTHEN-9-ONE;ETRENOL;Etrenol(mesylate);Win 249-33;1-(2-diethylaminoethylamino)-4-methylol-thioxanthen-9-one;9H-Thioxanthen-9-one, 1-[[2-(diethylaMino)ethyl]aMino]-4-(hydroxyMethyl)-;1-((2-(diethylamino)ethyl)amino)-4-(hydroxymethyl)-9h-thioxanthen-9-on;1-((2-(diethylamino)ethyl)amino)-4-(hydroxymethyl)thioxanthen-9-one
CAS号3105-97-3
分子式C20H24N2O2S
分子量356.48
EINECS号221-463-7
相关类别有机化工原料
Mol文件3105-97-3.mol
结构式海恩酮 结构式

海恩酮 性质

熔点100.6-102.8°
沸点570.5±50.0 °C(Predicted)
密度1.1269 (rough estimate)
折射率1.6000 (estimate)
储存条件Keep in dark place,Sealed in dry,2-8°C
溶解度二甲基亚砜:30 mg/mL(84.16 mM)
酸度系数(pKa)pKa 3.40 (Uncertain)
EPA化学物质信息Hycanthone (3105-97-3)

海恩酮 用途与合成方法

Hycanthone 是噻吨酮类的 DNA 嵌入剂 (DNA intercalator),可抑制 RNA 合成以及 DNA 拓扑异构酶 I 和 II。Hycanthone 通过直接蛋白质结合来抑制核酸生物合成并抑制嘌呤内切核酸酶1 (APE1),KD 为 10 nM。Hycanthone 是 Lucanthone (HY-B2098) 的生物活性代谢产物,具有抗血吸虫病药物。

Topoisomerase I

Topoisomerase II

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.

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.

化学性质 
淡黄色至黄橙色结晶粉末。
用途 
海恩酮(Hycanthone)是一种具有抗血吸虫活性和潜在抗肿瘤活性的Lucanthorne的硫杂吨衍生物。海恩酮干扰寄生虫的神经功能,导致寄生虫瘫痪和死亡。它也能插入DNA并在体外抑制RNA的合成。
参考资料
[1] 陈建新, 刘泽鑫, 曾振灵, et al. 海恩酮在制备防治非洲猪瘟药物中的用途.
[2] 张继瑜, 邱燕华, 翟斌涛, et al. 海恩酮在制备治疗弓形虫感染疾病药物中的应用.
[3] D. CLIVE  M. R M W G Flamm. Mutagenicity of hycanthone in mammalian cells[J]. Mutation Research-Fundamental and Molecular Mechanisms of Mutagenesis, 1972, 14 2: Pages 262-264. DOI:10.1016/0027-5107(72)90055-3.
[4] PHILIP E. HARTMAN. Hycanthone: A Frameshift Mutagen[J]. Science, 1971, 172 3987. DOI:10.1126/science.172.3987.1058.

安全信息

危险品标志T
危险类别码45-46-20/21/22
安全说明53-36/37/39-45
WGK Germany3
RTECS号XO1590000

MSDS信息

提供商 语言
英文
更新日期产品编号产品名称CAS号包装价格
2024/01/25HY-B1099Hycanthone5 mg312元
2024/01/25HY-B1099海恩酮
Hycanthone
3105-97-310mg500元

海恩酮 上下游产品信息

"海恩酮"相关产品信息
索法酮 头孢替唑 磷酸三乙酯 阿奇霉素杂质B 9-噻吨酮 海恩酮 硫坎酮
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