FSL0732

Structure

• InChI=1S/C14H11N3O3S/c1-20-14(19)17-13-15-9-5-4-8(7-10(9)16-13)12(18)11-3-2-6-21-11/h2-7H,1H3,(H2,15,16,17,19)
• InChIKey=KYRVNWMVYQXFEU-UHFFFAOYSA-N

Synonyms

• 31430-18-9
• FSL0732
• Nocodazole

Origin

Chemically synthesized

Biological activities

antineoplastic
Inhibition of microtubule polymerization

Therapeutic

Anticancer

Target

Tubulin

Assay information

Nocodazole exhibits anticancer activity and is also widely used in cell biology research as a tool for synchronization of the cell division cycle. Mechanistically, nocodazole binds to tubulin with apparent K_a of (4±1) x105
It caused the Golgi apparatus dispersion in mammalian fibroblast cells
It exhibits inhibitory activity of cell division in HeLa cells (IC₅₀: 22 nM)
It induces apoptosis in HCT116 cells (fully effective concentration: 200 ng/ml)

References

• Zhang H, Shi X, Zhang QJ, Hampong M, Paddon H, Wahyuningsih D, Pelech S
  Nocodazole-induced p53-dependent c-Jun N-terminal kinase activation reduces apoptosis in human colon carcinoma HCT116 cells.
  J Biol Chem, 277(46): 43648-43658 (2002)  12221076  doi: 10.1074/jbc.M203214200
• Minin AA
  Dispersal of Golgi apparatus in nocodazole-treated fibroblasts is a kinesin-driven process.
  J Cell Sci, 110 ( Pt 19): 2495-2505 (1997)  9410887
• Jordan MA, Thrower D, Wilson L
  Effects of vinblastine, podophyllotoxin and nocodazole on mitotic spindles. Implications for the role of microtubule dynamics in mitosis.
  J Cell Sci, 102 ( Pt 3): 401-416 (1992)  1506423
• Head J, Lee LL, Field DJ, Lee JC
  Equilibrium and rapid kinetic studies on nocodazole-tubulin interaction.
  J Biol Chem, 260(20): 11060-11066 (1985)  4030783
• Josephus Ludovicus Hube Gelder, Alfons Herman Marg Raeymaekers, Leopold Frans Corneel Roevens
  (1972). Benzimidazole carbamates. US3657267.