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045335 Thiocolchicine CAS: 2730-71-4

Specifications
References
CAS Number
2730-71-4
Grade
Highly Purified
Molecular Formula
C22H25NO5S
Molecular Weight
415.5
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
4°C/-20°C
10-Demethoxy-10-methylthiocolchicine, NSC 186301

Antimitotic alkaloid. Tubulin polymerization and microtubule assembly inhibitor. Axonal cytoskeleton modulator. Apoptosis inducer. Thiocolchicine-dimers were shown to be potent topoisomerase I inhibitors.

Synonyms
10-Demethoxy-10-methylthiocolchicine; NSC 186301
CAS Number
2730-71-4
Source
Semi-synthetic
Molecular Weight
415.5
Molecular Formula
C22H25NO5S
Solubility
Ethanol or acetone. Almost insoluble in water or ether.
Appearance
Supplied as a yellow solid.
Purity
≥95% (NMR)
Storage and Stability
Store at 4°C. Caution: Light-sensitive. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards
 All products should be handled by qualified personnel only, trained in laboratory procedures.
References
Product Reference: |●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)
USBio References
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