Accéder au contenu
Merck
Toutes les photos(4)

Documents

M1404

Sigma-Aldrich

Nocodazole

≥99% (TLC), powder

Synonyme(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

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(4)

About This Item

Formule empirique (notation de Hill):
C14H11N3O3S
Numéro CAS:
31430-18-9
Poids moléculaire :
301.32
Numéro Beilstein :
1085978
Numéro CE :
250-626-5
Numéro MDL:
MFCD00005588
Code UNSPSC :
12352200
ID de substance PubChem :
24278535
Nomenclature NACRES :
NA.77

Niveau de qualité

300

Pureté

≥99% (TLC)

Forme

powder

Pf

300 °C (dec.)

Solubilité

DMSO: soluble 10 mg/mL (may require heating)
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

KYRVNWMVYQXFEU-UHFFFAOYSA-N

Informations sur le gène

human ... TUBB(203068)

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Description générale

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.

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.

Actions biochimiques/physiologiques

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.

Forme physique

Color white to faint yellow and pink

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Warning

Mentions de danger

H341,H361d

Classification des risques

Muta. 2 - Repr. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Muralidharan Mani et al.
Biochimica et biophysica acta. Molecular cell research, 1866(9), 1463-1474 (2019-06-15)
The perinuclear stacks of the Golgi apparatus maintained by dynamic microtubules are essential for cell migration. Activation of Akt (protein kinase B, PKB) negatively regulates glycogen synthase kinase 3β (GSK3β)-mediated tau phosphorylation, which enhances tau binding to microtubules and microtubule
Revisiting activity of some nocodazole analogues as a potential anticancer drugs using molecular docking and DFT calculations
Khattab M and Al-Karmalawy AA
Frontiers in Chemistry, 9, 628398-628398 (2021)
Alessandra Pisciottani et al.
Cells, 8(7) (2019-07-10)
Abscission is the final step of cell division, mediating the physical separation of the two daughter cells. A key player in this process is the microtubule-severing enzyme spastin that localizes at the midbody where its activity is crucial to cut
Yuan He et al.
Journal of virology, 84(24), 12832-12840 (2010-09-24)
Many viruses interact with the host cell division cycle to favor their own growth. In this study, we examined the ability of influenza A virus to manipulate cell cycle progression. Our results show that influenza A virus A/WSN/33 (H1N1) replication
Microtubule dynamics alter the interphase nucleus
Gerlitz G, et al.
Cellular and Molecular Life Sciences, 70, 1255-1268 (2013)
Afficher tous les articles scientifiques apparentés

Articles

Small Molecule CRISPR Enhancers

Modulation of homology-directed repair (HDR) within the context of CRISPR-genome editing has led to the identification of small molecules that enhance CRISPR-mediated HDR efficiency in various cell types.

Fluorescent Live Cell Imaging of Cytoskeleton Structure Proteins using LentiBrite™ Lentiviral Biosensors

High titer lentiviral particles including beta-actin, alpha-tubulin and vimentin used for live cell analysis of cytoskeleton structure proteins.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique