M1404

Nocodazole

≥99% (TLC), powder

• Synonym(s): [5-(2-Thienylcarbonyl)-1H-benzimidazol-2-yl]-carbamic acid methyl ester, Methyl N-(5-thenoyl-2-benzimidazolyl)carbamate, R 17934, Methyl [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]carbamate, Oncodazole
• Empirical Formula (Hill Notation): C₁₄H₁₁N₃O₃S
• CAS Number: 31430-18-9
• Molecular Weight: 301.32
• Beilstein: 1085978
• EC Number: 250-626-5
• MDL number: MFCD00005588
• PubChem Substance ID: 24278535
• NACRES: NA.77

Properties

• 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.

Physical form

Color white to faint yellow and pink

Safety Information

• Pictograms: GHS08
• Signal Word: Warning
• Hazard Statements: H341 - H361d
• Precautionary Statements: P201 - P202 - P280 - P308 + P313 - P405 - P501
• 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