Nocodazole

• CAT Number: I003117
• CAS Number: 31430-18-9
• Molecular Formula: C₁₄H₁₁N₃O₃S
• Molecular Weight: 301.32
• Purity: ≥95%
• Synonyms: methyl N-[6-(thiophene-2-carbonyl)-1H-benzimidazol-2-yl]carbamate
• Target: Autophagy
• Solubility: DMSO 7 mg/ml; Water <1 mg/ml
• Storage: 3 years -20C powder
• IC50: 0.21 uM (Abl) [1]
• InChI: 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
• SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CS3

Nocodazole (CAT: I003117) is a synthetic compound that disrupts microtubule dynamics by binding to tubulin and inhibiting its polymerization. As a result, it prevents proper spindle formation during cell division and induces cell cycle arrest at the G2/M phase. Nocodazole is commonly used as a research tool in cell biology and cancer studies to study microtubule dynamics, mitosis, and cell cycle regulation. It has also been investigated for its potential therapeutic applications in cancer treatment due to its ability to inhibit cell proliferation and induce apoptosis in cancer cells.

Reference

1:Nocodazole treatment interrupted Brucella abortus invasion in RAW 264.7 cells, and successfully attenuated splenic proliferation with enhanced inflammatory response in mice. Reyes AW, Hop HT, Arayan LT, Huy TX, Min W, Lee HJ, Chang HH, Kim S.Microb Pathog. 2017 Feb;103:87-93. doi: 10.1016/j.micpath.2016.11.028. Epub 2016 Dec 23. PMID: 28017899 2:An RNA-binding protein, RNP-1, protects microtubules from nocodazole and localizes to the leading edge during cytokinesis and cell migration in Dictyostelium cells. Ngo T, Miao X, Robinson DN, Zhou QQ.Acta Pharmacol Sin. 2016 Nov;37(11):1449-1457. doi: 10.1038/aps.2016.57. Epub 2016 Aug 29. PMID: 27569394 Free PMC Article3:Nocodazole Induced Suicidal Death of Human Erythrocytes. Signoretto E, Honisch S, Briglia M, Faggio C, Castagna M, Lang F.Cell Physiol Biochem. 2016;38(1):379-92. doi: 10.1159/000438638. Epub 2016 Jan 29. PMID: 26824457 Free Article4:Death-associated protein kinase 2 mediates nocodazole-induced apoptosis through interaction with tubulin. Isshiki K, Hirase T, Matsuda S, Miyamoto K, Tsuji A, Yuasa K.Biochem Biophys Res Commun. 2015 Dec 4-11;468(1-2):113-8. doi: 10.1016/j.bbrc.2015.10.151. Epub 2015 Oct 31. PMID: 26529546 5:EDD, a ubiquitin-protein ligase of the N-end rule pathway, associates with spindle assembly checkpoint components and regulates the mitotic response to nocodazole. Scialpi F, Mellis D, Ditzel M.J Biol Chem. 2015 May 15;290(20):12585-94. doi: 10.1074/jbc.M114.625673. Epub 2015 Apr 1. PMID: 25833949 Free PMC Article6:Novel hybrid nocodazole analogues as tubulin polymerization inhibitors and their antiproliferative activity. Kale SS, Jedhe GS, Meshram SN, Santra MK, Hamel E, Sanjayan GJ.Bioorg Med Chem Lett. 2015 May 1;25(9):1982-5. doi: 10.1016/j.bmcl.2015.03.019. Epub 2015 Mar 14. PMID: 25817588 Free PMC Article7:[Microtubular disrupter nocodazole and vesicular transport inhibitor brefeldin A attenuate the glutoxim effect on Na+ transport in frog skin]. Mel/’nitskaia AV, Krutetskaia ZI, Butov SN, Kutetskaia NI, Antonov VG.Biofizika. 2014 Sep-Oct;59(5):883-6. Russian. PMID: 25730968 8:Dominant lethal effects of nocodazole in germ cells of male mice. Attia SM, Ahmad SF, Okash RM, Bakheet SA.Food Chem Toxicol. 2015 Mar;77:101-4. doi: 10.1016/j.fct.2015.01.004. Epub 2015 Jan 13. PMID: 25595372 9:Investigation of the effect of nocodazole on the PI3K/Akt signaling pathway in COS7 cells. Shi H, Wu W, Luo J.Mol Med Rep. 2014 Dec;10(6):3233-40. doi: 10.3892/mmr.2014.2632. Epub 2014 Oct 14. PMID: 25323455 10:[Efficacy of nocodazole et experimental invasion Echinococcus granulosus of white mice]. Shkoliar NA, Kukhaleva IV, Legon/’kov IuA, Kovalenko FP.Med Parazitol (Mosk). 2014 Apr-Jun;(2):42-6. Russian. PMID: 25296427