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AdipoGen Life Sciences
Thiocolchicine
45
CHF
CHF 45.00
In stock
AG-CN2-0074-M0055 mgCHF 45.00
AG-CN2-0074-M02525 mgCHF 180.00
Product Details | |
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Synonyms | 10-Demethoxy-10-methylthiocolchicine; NSC 186301 |
Product Type | Chemical |
Properties | |
Formula |
C22H25NO5S |
MW | 415.5 |
CAS | 2730-71-4 |
RTECS | GH0878800 |
Source/Host Chemicals | Semisynthetic. |
Purity Chemicals | ≥95% (NMR) |
Appearance | Yellow solid. |
Solubility | Soluble in ethanol or acetone. Almost insoluble in water or ether. |
Identity | Determined by 1H-NMR. |
InChi Key | CMEGANPVAXDBPL-UHFFFAOYSA-N |
Smiles | COC1=C(OC)C(OC)=C2C(CCC(NC(C)=O)C3=CC(=O)C(SC)=CC=C23)=C1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Antimitotic alkaloid.
- Tubulin polymerization and microtubule assembly inhibitor.
- Axonal cytoskeleton modulator.
- Inhibitor of autophagosome-lysosome fusion.
- Apoptosis inducer.
- Thiocolchicine-dimers were shown to be potent topoisomerase I inhibitors.
Product References
- Association of thiocolchicine with tubulin: R.M. Chabin & S.B. Hastie; BBRC 161, 544 (1989)
- Effect of tubulin binding and self-association on the near-ultraviolet circular dichroic spectra of colchicine and analogues; R.M. Chabin, et al.; Biochemistry 29, 1869 (1990)
- N-acetylcolchinol O-methyl ether and thiocolchicine, potent analogs of colchicine modified in the C ring. Evaluation of the mechanistic basis for their enhanced biological properties: G.J. Kang, et al.; J. Biol. Chem. 265, 10255 (1990)
- Antitumor agents-CLXXV. Anti-tubulin action of (+)-thiocolchicine prepared by partial synthesis: Q. Shi, et al.; Bioorg. Med. Chem. 5, 2277 (1997)
- Antiproliferative activity of colchicine analogues on MDR-positive and MDR-negative human cancer cell lines: R. De Vincenzo, et al.; Anticancer Drug Des. 13, 19 (1998)
- Biological evaluation on different human cancer cell lines of novel colchicine analogs: R. De Vincenzo, et al.; Oncol. Res. 11, 145 (1999)
- Effects of thiocolchicine on axonal cytoskeleton of the rat peroneus nerve: P. Ferri, et al.; Exp. Toxicol. Pathol. 54, 211 (2002)
- Thiocolchicine dimers: a novel class of topoisomerase-I inhibitors: G. Raspaglio, et al.; Biochem. Pharmacol. 69, 113 (2005)
- Inhibitors of tubulin polymerization: synthesis and biological evaluation of hybrids of vindoline, anhydrovinblastine and vinorelbine with thiocolchicine, podophyllotoxin and baccatin III: D. Passarella, et al.; Bioorg. Med. Chem. 16, 6269 (2008)
- Synthesis and biological evaluation of novel thiocolchicine-podophyllotoxin conjugates: D. Passarella, et al.; Eur. J. Med. Chem. 45, 219 (2010)