AdipoGen Life Sciences

Thiocolchicine

CHF 45.00
In stock
AG-CN2-0074-M0055 mgCHF 45.00
AG-CN2-0074-M02525 mgCHF 180.00
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Product Details
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
  1. Association of thiocolchicine with tubulin: R.M. Chabin & S.B. Hastie; BBRC 161, 544 (1989)
  2. 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)
  3. 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)
  4. Antitumor agents-CLXXV. Anti-tubulin action of (+)-thiocolchicine prepared by partial synthesis: Q. Shi, et al.; Bioorg. Med. Chem. 5, 2277 (1997)
  5. 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)
  6. Biological evaluation on different human cancer cell lines of novel colchicine analogs: R. De Vincenzo, et al.; Oncol. Res. 11, 145 (1999)
  7. Effects of thiocolchicine on axonal cytoskeleton of the rat peroneus nerve: P. Ferri, et al.; Exp. Toxicol. Pathol. 54, 211 (2002)
  8. Thiocolchicine dimers: a novel class of topoisomerase-I inhibitors: G. Raspaglio, et al.; Biochem. Pharmacol. 69, 113 (2005)
  9. 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)
  10. Synthesis and biological evaluation of novel thiocolchicine-podophyllotoxin conjugates: D. Passarella, et al.; Eur. J. Med. Chem. 45, 219 (2010)
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