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Merck
CN

N219

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
EC Number:
250-626-5
UNSPSC Code:
41116107
MDL number:
MFCD00005588
Beilstein/REAXYS Number:
1085978

Key Documents

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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

SMILES string

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

form

solid

color

white

mp

300 °C (dec.)

solubility

DMSO: 4 mg/mL, H2O: insoluble

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Biochem/physiol Actions

Promotes tubulin depolymerization; inhibits mitosis.

pictograms

Health hazard
GHS08

signalword

Warning

Hazard Classifications

Muta. 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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
Daniel J Gauthier et al.
Proteomics, 8(18), 3848-3861 (2008-08-16)
The field of organellar proteomics has emerged as an attempt to minimize the complexity of the proteomics data obtained from whole cell and tissue extracts while maximizing the resolution on the protein composition of a single subcellular compartment. Standard methods
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.
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
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
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