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Merck
CN
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主要文件

安全信息

SML0609

Sigma-Aldrich

Teniposide

≥97% (HPLC)

别名:

4′-Dimethyl-9-(4,6-O-2-thenyid)-epipodophyllotoxin, Tenoposide, VM-26

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About This Item

经验公式（希尔记法）:
C32H32O13S
CAS号:
29767-20-2
分子量:
656.65
EC 号:
249-831-2
UNSPSC代码:
12352200
NACRES:
NA.77

质量水平

100

方案

≥97% (HPLC)

表单

powder

旋光性

[α]/D -100 to -115°, c = 1 in chloroform/methanol (9:1)

颜色

white to beige

溶解性

DMSO: 10 mg/mL, clear

运输

wet ice

储存温度

−20°C

SMILES字符串

[s]1c(ccc1)[C@H]2O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)O[C@H]4[C@@H]5[C@@H]([C@@H](c7c4cc8c(c7)OCO8)c6cc(c(c(c6)OC)O)OC)C(=O)OC5)CO2

InChI

1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1

InChI key

NRUKOCRGYNPUPR-QBPJDGROSA-N

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应用

Teniposide has been used as a topoisomerase II inhibitor to study its effects on the flagellum length in Trypanosoma brucei. It has also been used as a chemotherapeutic agent to study its interactions with piperazine(B87).

生化/生理作用

Teniposide (VM-26) is a Topoisomerase II inhibitor with antitumor activity. Teniposide inhibits DNA synthesis by forming a complex with topoisomerase II and DNA, inducing breaks in double stranded DNA and preventing repair.
Teniposide is a derivative of podophyllotoxin and has been studied to treat several cancers. It acts during the late S phase or the early G2 phase of the cell cycle.

象形图

Health hazard
GHS08

警示用语：

Danger

危险声明

H350

危险分类

Carc. 1B

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number
0000391466
0000391467
0000391467
0000391466
0000228249

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Zhiwen Zhang et al.
Journal of controlled release : official journal of the Controlled Release Society, 166(1), 30-37 (2012-12-26)
We attempted to improve the oral delivery of lipophilic teniposide to achieve higher drug concentration in tumor by self-assembled nanocarrier for further oral chemotherapy. The teniposide loaded self-assembled nanocarrier (TSN) was spherical nanometric particles with narrow size distribution. The intestinal
Xiaoming Zhai et al.
Nan fang yi ke da xue xue bao = Journal of Southern Medical University, 32(2), 255-257 (2012-03-03)
To compare the therapeutic efficacy of two regimens of postoperative radiotherapy with concurrent chemotherapy using temozolomide (TMZ) and teniposide (VM-26) plus semustine (Me-CCNU) in adult patients with grade III-IV cerebral gliomas. Ninety-six adult postoperative patients with grade III-IV cerebral gliomas
Ludovic Reveiz et al.
The Cochrane database of systematic reviews, 6(6), CD007464-CD007464 (2012-06-15)
Small cell lung cancer (SCLC) accounts for approximately 20% of all cases of lung cancer. It tends to disseminate early in the course of its natural history and to grow quickly. Approximately 10% to 18% of patients present with brain
Liqian Mo et al.
International journal of pharmaceutics, 436(1-2), 815-824 (2012-08-01)
Many studies have demonstrated the uptake mechanisms of various nanoparticle delivery systems with different physicochemical properties in different cells. In this study, we report for the first time the preparation and characterization of teniposide (VM-26) poly(D,L-lactide-co-glycolide) (PLGA) nanoparticles (NPs) and
Eloïse Bertiaux et al.
Current biology : CB, 28(23), 3802-3814 (2018-11-20)
Several models have been proposed to explain how eukaryotic cells control the length of their cilia and flagella. Here, we investigated this process in the protist Trypanosoma brucei, an excellent model system for cells with stable cilia like photoreceptors or
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