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Merck
CN

N219

Supelco

Nocodazole

solid

Synonym(s):

Methyl N-(5-thenoyl-2-benzimidazolyl)carbamate, Methyl [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]carbamate, Oncodazole, R 17934, [5-(2-Thienylcarbonyl)-1H-benzimidazol-2-yl]-carbamic acid methyl ester

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About This Item

Empirical Formula (Hill Notation):
C14H11N3O3S
CAS Number:
31430-18-9
Molecular Weight:
301.32
Beilstein:
1085978
EC Number:
250-626-5
MDL number:
MFCD00005588
UNSPSC Code:
41116107

Key Documents

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form

solid

color

white

mp

300 °C (dec.)

solubility

DMSO: 4 mg/mL
H2O: insoluble

SMILES string

COC(=O)Nc1nc2cc(ccc2[nH]1)C(=O)c3cccs3

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)

InChI key

KYRVNWMVYQXFEU-UHFFFAOYSA-N

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Biochem/physiol Actions

Promotes tubulin depolymerization; inhibits mitosis.

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H341,H361d

Hazard Classifications

Muta. 2 - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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M Kuhn
FEMS microbiology letters, 160(1), 87-90 (1998-03-12)
Uptake of Listeria monocytogenes by different mammalian cells like macrophages and epithelial cells is dependent on functional actin filaments and hence susceptible to inhibition by cytochalasin. Here we show that phagocytic uptake of L. monocytogenes by P388D1 macrophages is also
R S Haltiwanger et al.
The Journal of biological chemistry, 272(13), 8752-8758 (1997-03-28)
O-Linked N-acetylglucosamine (O-GlcNAc) is a ubiquitous and abundant protein modification found on nuclear and cytoplasmic proteins. Several lines of evidence suggest that it is a highly dynamic modification and that the levels of this sugar on proteins may be regulated.
R D Huby et al.
The Journal of biological chemistry, 273(20), 12024-12031 (1998-06-20)
The potential role of the cytoskeleton in signaling via the T cell antigen receptor (TCR) was investigated using pharmacological agents. In Jurkat T cells, disruption of the actin-based cytoskeleton with cytochalasin D or disruption of the microtubules with colchicine did
William G Waples et al.
Molecular biology of the cell, 20(1), 245-255 (2008-10-17)
The completion of chromosome segregation during anaphase requires the hypercondensation of the approximately 1-Mb rDNA array, a reaction dependent on condensin and Cdc14 phosphatase. Using systematic genetic screens, we identified 29 novel genetic interactions with budding yeast condensin. Of these
Alan Michael Tartakoff et al.
Molecular biology of the cell, 20(12), 2932-2942 (2009-04-17)
When haploid cells of Saccharomyces cerevisiae are crossed, parental nuclei congress and fuse with each other. To investigate underlying mechanisms, we have developed assays that evaluate the impact of drugs and mutations. Nuclear congression is inhibited by drugs that perturb
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