Merck
CN
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文件

安全信息

SML0954

Sigma-Aldrich

硫代秋水仙碱

≥97% (HPLC)

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别名:
10-Demethoxy-10-(methylthio)colchicine, 10-Thio-colchicine, N-[(7S)-5,6,7,9-Tetrahydro-1,2,3-trimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]-acetamide, NSC 186301
经验公式（希尔记法）:
C22H25NO5S
CAS号:
2730-71-4
分子量:
415.50
EC 号:
220-346-8

质量水平

100

检测方案

≥97% (HPLC)

形式

powder

颜色

white to beige

溶解性

DMSO: 10 mg/mL, clear

储存温度

−20°C

InChI

1S/C22H25NO5S/c1-12(24)23-16-8-6-13-10-18(26-2)21(27-3)22(28-4)20(13)14-7-9-19(29-5)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1

InChI key

CMEGANPVAXDBPL-INIZCTEOSA-N

生化/生理作用

Thiocolchicine is an antimitotic alkaloid and apoptosis inducer that inhibits tubulin polymerization and microtubule assembly.

警示用语：

Danger

危险分类

Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Muta. 1B

储存分类代码

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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L Sun et al.
Journal of medicinal chemistry, 36(5), 544-551 (1993-03-05)
A series of novel thiocolchicine analogs, 5,6-dihydro-6(S)-(acyloxy)-and 5,6-dihydro-6(S)-[(aroyloxy)-methyl]-1,2,3-trimethoxy-9-(methylthi o)-8H- cyclohepta[a]naphthalen-8-ones, possessing a six-membered ring B, have been synthesized and evaluated for their cytotoxicity against various tumor cell lines, including solid tumor cell lines, and for their interaction with tubulin. The
Giuseppina Raspaglio et al.
Biochemical pharmacology, 69(1), 113-121 (2004-12-14)
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) thiocolchicine dimers overcame cisplatin resistance, p53, p21waf1 and MLH1 were assessed by Western blot. Results pointed out
Q Shi et al.
Bioorganic & medicinal chemistry, 5(12), 2277-2282 (1998-02-12)
(+)-Thiocolchicine (2b) was prepared from (+/-)-colchicine (1) in a five-step reaction sequence that included chromatographic separation of appropriate camphanylated diastereomers. Acid hydrolysis of the (+)-diastereomer, followed by acetylation, yielded the desired product 2b. (+)-Thiocolchicine has 15-fold lower inhibitory activity against
[TENS + mesotherapy association in the therapy of cervico-brachialgia: preliminary data].
S Palermo et al.
Minerva anestesiologica, 57(10), 1084-1085 (1991-10-01)
B Wolach et al.
European journal of clinical investigation, 22(9), 630-634 (1992-09-01)
Colchicine has been used in diverse clinical settings such as gout, familial Mediterranean fever, liver cirrhosis, Behcet's disease and pericarditis. It also has an antimitotic potential hitherto unexplored due to its narrow therapeutic toxic ratio. The aim of the present
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