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M1404 Sigma-Aldrich

Nocodazole

≥99% (TLC), powder

Synonym: 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

  • CAS Number 31430-18-9

  • Empirical Formula (Hill Notation) C14H11N3O3S

  • Molecular Weight 301.32

  •  Beilstein/REAXYS Number 1085978

  •  EC Number 250-626-5

  •  MDL number MFCD00005588

  •  PubChem Substance ID 24278535

  •  NACRES NA.77

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Properties

Related Categories Antitumor Agents, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cancer Research, Cell Biology,
Quality Level   300
assay   ≥99% (TLC)
form   powder
mp   300 °C (dec.)
solubility   DMSO: soluble 10 mg/mL (may require heating)
  H2O: insoluble
storage temp.   2-8°C
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
Gene Information   human ... TUBB(203068)

Description

Packaging

2, 10, 50 mg in glass bottle

Application

Nocodazole has been shown to enhance CRISPR genome editing efficiency. To see other small molecule CRISPR enhancers, visit sigma.com/CRISPR-enhancers.

Biochem/physiol Actions

Nocodazole is an antimitotic agent that disrupts microtubules by binding to β−tubulin and preventing formation of one of the two interchain disulfide linkages, thus inhibiting microtubule dynamics, disruption of mitotic spindle function, and fragmentation of the Golgi complex. Nocodazole arrests the cell cycle at G2/M phase and also prevents phosphorylation of the T cell antigen receptor and inhibits its activity. Nocodazole stimulates the intrinsic GTPase activity of tubulin and activates the JNK/SAPK signaling pathway and induces apoptosis in several normal and tumor cell lines. Nocodazole has been shown to enhance CRISPR homology-directed repair (HDR) efficiency and increase Cas9-mediated editing frequencies.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Physical form

Color white to faint yellow and pink

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
DD6521000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

LentiBrite™ for fluorescent cell imaging for Cytoskeleton Structure

Cell analysis of the dynamics of subcellular structures has been revolutionized in the past 15 years by the development and refinement of genetically-encoded fusions between fluorescent proteins (GFP...
Keywords: Apoptosis, Cloning, Fluorescent microscopy, Gene expression, Immunocytochemistry, Immunofluorescence, Microscopy, Rearrangements, Tagged proteins, Transduction, Transfection

Small Molecule CRISPR Enhancers

As the CRISPR-Cas9 system has become an increasingly popular tool for genome editing, the desire to improve efficiency of precise CRISPR-mediated gene editing has arisen. A number of studies have ide...
Keywords: Bioactive small molecules, Chemical biology, Cyclizations, Genetic, Recombination, Transcription

Peer-Reviewed Papers
15

References

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