Thiocolchicine

Thiocolchicine用途

Thiocolchicine 是秋水仙碱 (HY-16569) 的衍生物,是一种有效的微管蛋白聚合 (tubulin polymerization) 抑制剂(IC50=2.5 µM),其 Ki 值为 0.7 µM 竞争性结合微管蛋白。Thiocolchicine 可以作为 ADC 的毒素分子。

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Thiocolchicine名称

[ CAS 号 ]:
2730-71-4

[ 中文名 ]:
硫代秋水仙碱

[ 英文名 ]:
Thiocolchicine

[英文别名 ]:

thiocolhicine
10-Demethoxy-10-methylthiocolchicine
Thiocolchicine
thiocolchicine
EINECS 220-346-8
Colchicine,10-thio
Thiocholchicine
Colchicine,10-demethoxy-10-(methylthio)

Thiocolchicine生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 癌症

信号通路 >> 细胞周期/DNA损伤 >> 微管/微管蛋白

信号通路 >> 细胞骨架 >> 微管/微管蛋白

[体外研究]

硫秋水仙碱对MCF-7、LoVo、LoVo/DX、A-549和BALB/3T3细胞的IC50值分别为0.01μM、0.021μM、0.398μM、0.011μM和0.114μM[3]。硫秋水仙碱(1nm-100μM；24-72小时)显示细胞周期阻滞活性与乳腺癌细胞生长抑制之间的关系。它抑制MDA-MB-231和多药耐药(MDR)MCF-7 ADRr乳腺癌细胞的增殖,IC50s分别为0.6nm和400nm,以及MDR CEM-VBL白血病细胞(IC50=50nm)[2]。

[参考文献]

[1]. Klaus M.Hahn, et al. Structural requirements for the binding of colchicine analogs to tubulin: the role of the C-10 substituent. Bioorganic & Medicinal Chemistry Letters.Volume 1, Issue 9, 1991, Pages 471-476

[2]. R De Vincenzo, et al. Antiproliferative Activity of Colchicine Analogues on MDR-positive and MDR-negative Human Cancer Cell Lines. Anticancer Drug Des. 1998 Jan;13(1):19-33.

Thiocolchicine物理化学性质

[ 密度 ]:
1.27g/cm3

[ 沸点 ]:
729.1ºC at 760mmHg

[ 分子式 ]:
C₂₂H₂₅NO₅S

[ 分子量 ]:
415.50300

[ 闪点 ]:
394.7ºC

[ 精确质量 ]:
415.14500

[ PSA ]:
99.16000

[ LogP ]:
3.97580

[ 外观性状 ]:
固体

[ 蒸汽压 ]:
4.12E-21mmHg at 25°C

[ 折射率 ]:
1.609

[ 储存条件 ]:
2-8°C，密封，干燥

Thiocolchicine毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GH0878800

CHEMICAL NAME :: Colchicine, 10-demethoxy-10-methylthio-

CAS REGISTRY NUMBER :: 2730-71-4

LAST UPDATED :: 199409

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C22-H25-N-O5-S

MOLECULAR WEIGHT :: 415.54

WISWESSER LINE NOTATION :: L B677 MV&T&J CO1 DO1 EO1 JMV1 NS1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 997 ug/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,636,1981

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Thiocolchicine安全信息

[ 符号 ]:

GHS05, GHS06, GHS08

[ 信号词 ]:
Danger

[ 危害声明 ]:
H300 + H330-H318-H340

[ 警示性声明 ]:
P201-P260-P264-P280-P284-P301 + P310

[ 危害码 (欧洲) ]:
T+

[ 危险品运输编码 ]:
UN 1544PSN1 6.1 / PGI

Thiocolchicine上下游产品

Thiocolchicine上游产品

Thiocolchicine下游产品

Thiocolchicine文献

Antiproliferative activity of colchicine analogues on MDR-positive and MDR-negative human cancer cell lines.

Anticancer Drug Des. 13 , 19-33, (1998)

In this study the in vitro antitumor activity of a series of 20 colchicine analogues was tested and compared with colchicine and thiocolchicine on three different human cancer cell lines, two of which...

Antitumor agents--CLXXV. Anti-tubulin action of (+)-thiocolchicine prepared by partial synthesis.

Bioorg. Med. Chem. 5(12) , 2277-82, (1997)

(+)-Thiocolchicine (2b) was prepared from (+/-)-colchicine (1) in a five-step reaction sequence that included chromatographic separation of appropriate camphanylated diastereomers. Acid hydrolysis of ...

Thiocolchicine dimers: a novel class of topoisomerase-I inhibitors.

Biochem. Pharmacol. 69(1) , 113-21, (2005)

During a cellular screening of thiocolchicine analogs, thiocolchicine dimers resulted particularly active in cisplatin-resistant A2780-CIS cells. In order to discover by which mechanism(s) thiocolchic...

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