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Merck
CN

M1404

诺考达唑

≥99% (TLC), Microtubule inhibitor, powder

别名:

R 17934, 甲基-(5-噻吩甲酰-2-苯并咪唑基)氨基甲酸, 甲基N(5-噻吩甲酰-2-苯并咪唑基)氨基甲酸, 诺考达唑

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关于此项目

经验公式（希尔记法）:
C14H11N3O3S
化学文摘社编号:
31430-18-9
分子量:
301.32
NACRES:
NA.77
PubChem Substance ID:
24278535
UNSPSC Code:
12352200
EC Number:
250-626-5
MDL number:
MFCD00005588
Beilstein/REAXYS Number:
1085978
Assay:
≥99% (TLC)
Form:
powder
Quality level:
300

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产品名称

诺考达唑, ≥99% (TLC), powder

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)

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相关类别

General description

诺考达唑已（NZO）是一种实验性苯并咪唑基试剂，靶向蛋白质激酶和微管。它可作为新秋水仙碱结合位点抑制剂（CBSI）探索中的先导化合物。这种共结晶配体可作为癌症相关激酶 ABL、c-KIT、BRAF和MEK的高亲和力配体，并可作为微管聚合的快速可逆抑制剂。

Application

诺考达唑已被用于诱导小鼠黑色素瘤B16-F1细胞中的微管解聚。它也用于处理A549细胞，实现有丝分裂阻滞。

Biochem/physiol Actions

诺考达唑(Nocodazole)是一种抗有丝分裂剂，通过结合β−−微管蛋白，阻止两对链间二硫键之一的形成，进而抑制微管动力学、破坏有丝分裂纺锤体功能和片段化高尔基复合体来解聚微管。诺考达唑将细胞周期阻滞在G2/M期，也阻止T细胞抗原受体的磷酸化并抑制其活性。在一些正常和肿瘤细胞系中，诺考达唑刺激微管蛋白内在GTP酶活性，激活JNK/SAPK信号传导通路和诱导凋亡。诺考达唑增强CRISPR同源重组修复(HDR)效率和加强Cas9介导的编辑频率。

Physical form

颜色从白色到淡黄色和粉红色

pictograms

Health hazard
GHS08

signalword

Warning

Hazard Classifications

Muta. 2 - Repr. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000521975
0000521975
0000486973
0000486973
0000185275

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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
Microtubule dynamics alter the interphase nucleus
Gerlitz G, et al.
Cellular and Molecular Life Sciences, 70, 1255-1268 (2013)
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
Yuxi Wang et al.
The FEBS journal, 283(1), 102-111 (2015-10-16)
Microtubules are dynamic assemblies of αβ-tubulin heterodimers and have been recognized as highly attractive targets for cancer chemotherapy. A broad range of agents bind to tubulin and interfere with microtubule assembly. Despite having a long history of characterization, colchicine binding
Yuanming Cheng et al.
Cell reports, 28(7), 1703-1716 (2019-08-15)
Stem cells balance cellular fates through asymmetric and symmetric divisions in order to self-renew or to generate downstream progenitors. Symmetric commitment divisions in stem cells are required for rapid regeneration during tissue damage and stress. The control of symmetric commitment remains
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全球贸易项目编号

货号GTIN
M1404-10MG04061834038344
M1404-2MG04061834040569
M1404-50MG04061834040576

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