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Nocodazole

SIGMA/M1404 - ≥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
EC Number: 250-626-5
MDL Number: MFCD00005588
Linear Formula: C14H11N3O3S
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-M1404-2MG 2 mg
 $38.20
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45-M1404-10MG 10 mg
 $111.00
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45-M1404-50MG 50 mg
 $495.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M1404-10MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M1404-2MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M1404-50MG

 

assay ≥99% (TLC)
form powder
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
mp 300 °C (dec.)
Quality Level 300 
SMILES string COC(=O)Nc1nc2cc(ccc2[nH]1)C(=O)c3cccs3
solubility DMSO: soluble 10 mg/mL (may require heating)
  H2O: insoluble
storage temp. 2-8°C
Application: Nocodazole has been used to induce microtubule depolymerization in mouse melanoma B16-F1 cells. It has also been used to treat A549 cells for mitotic arrest.
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.
General description: Nocodazole (NZO) is an experimental benzimidazole-based agent that targets both protein kinases and microtubules. It serves as a lead compound in the quest for new colchicine binding site inhibitors (CBSIs). This co-crystallized ligand acts as a high-affinity ligand for cancer-related kinases ABL, c-KIT, BRAF, and MEK, and functions as a rapidly-reversible inhibitor of microtubule polymerization.
Packaging: 2, 10, 50 mg in glass bottle
Physical form: Color white to faint yellow and pink
Purity ≥99% (TLC)
mp 300 °C (dec.)
Storage Temp. 2-8°C
UNSPSC 12352200

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