M1404

Nocodazole

≥99% (TLC), powder

• 동의어(들): 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
• 실험식(Hill 표기법): C₁₄H₁₁N₃O₃S
• CAS Number: 31430-18-9
• Molecular Weight: 301.32
• Beilstein: 1085978
• EC Number: 250-626-5
• MDL number: MFCD00005588
• UNSPSC 코드: 12352200
• PubChem Substance ID: 24278535
• NACRES: NA.77

속성

• Quality Level: 300
• 분석: ≥99% (TLC)
• 양식: powder
• mp: 300 °C (dec.)
• solubility: DMSO: soluble 10 mg/mL (may require heating); H₂O: insoluble
• 저장 온도: 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
• 유전자 정보: human ... TUBB(203068)

설명

일반 설명

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.

애플리케이션

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.

생화학적/생리학적 작용

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.

물리적 형태

Color white to faint yellow and pink

안전성 정보

• 픽토그램: GHS08
• 신호어: Warning
• 유해 및 위험 성명서: H341,H361d
• 예방조치 성명서: 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
• 개인 보호 장비: Eyeshields, Gloves, type N95 (US)