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SML0954

Sigma-Aldrich

Thiocolchicine

≥97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C22H25NO5S
CAS Number:
Molecular Weight:
415.50
EC Number:
UNSPSC Code:
12352200
NACRES:
NA.77

Pricing and availability is not currently available.

Quality Level

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

−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

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Show Differences

1 of 4

This Item
C9754C3915C9538
Colchicine ≥95% (HPLC), powder

C9754

Colchicine

Colchicine BioReagent, suitable for plant cell culture, ≥95% (HPLC)

C3915

Colchicine

assay

≥97% (HPLC)

assay

≥95% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

−20°C

solubility

DMSO: 10 mg/mL, clear

solubility

ethanol: 50 mg/mL

solubility

-

solubility

-

color

white to beige

color

white to yellow

color

-

color

yellow to dark orange

Biochem/physiol Actions

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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    E Perucca et al.
    European journal of drug metabolism and pharmacokinetics, 20(4), 301-305 (1995-10-01)
    The comparative pharmacokinetic and bioavailability profile of two different formulations (tablets and capsules) of thiocolchicoside was investigated in 8 healthy male volunteers after administration of single oral 8 mg doses. Plasma samples were assayed by a capillary gas chromatography--mass spectrometry
    Sun-Hee Lee et al.
    Archiv der Pharmazie, 338(12), 582-589 (2005-12-15)
    New thiocolchicine derivatives (1-8) were designed as less toxic anticancer agents possessing the power full anticancer activity of colchicine. The synthesis and biological evaluation of these compounds were described. As a preliminary result of biological in vitro investigation, compounds 1
    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
    Bin Wang et al.
    Yao xue xue bao = Acta pharmaceutica Sinica, 41(11), 1057-1063 (2007-02-01)
    To search for colchicine derivatives which have high efficacy and low toxicity. Colchicine was firstly converted into thiocolchicine, and then it was hydrolyzed to get 7-(N-deacetylthiocolchicine). At last, 7-(N-deacetylthiocolchicine) was amidated to get the target compounds. The chemical structure of
    Bruno Danieli et al.
    Chemistry & biodiversity, 1(2), 327-345 (2006-12-29)
    The bifunctional taxoid-colchicinoid hybrids 6-8 were synthesized and evaluated in assays of cytotoxicity and tubulin assembly/disassembly. All compounds showed a high degree of cytotoxicity, but, while 6 and 7 behaved as bifunctional tubulin binders not unlike an equimolecular mixture of

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