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Merck
CN

SML0552

Sigma-Aldrich

替拉扎明

≥98% (HPLC), Pro-apoptotic, powder

别名:

4-羟基-1-氧-1,2,4-苯并三嗪-1-鎓-3-亚胺, SR 259075, SR 4233, Win 59075, 三嗪酮

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关于此项目

经验公式(希尔记法):
C7H6N4O2
化学文摘社编号:
分子量:
178.15
MDL编号:
UNSPSC代码:
12352116
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

替拉扎明, ≥98% (HPLC)

质量水平

方案

≥98% (HPLC)

表单

powder

颜色

, orange to dark orange-red

溶解性

DMSO: 10 mg/mL, clear

运输

wet ice

储存温度

−20°C

SMILES字符串

Nc1n[n+]([O-])c2ccccc2[n+]1[O-]

InChI

1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)

InChI key

ORYDPOVDJJZGHQ-UHFFFAOYSA-N

应用

已经使用替拉扎明评估其对U-251 MG(成胶质细胞瘤细胞系)细胞活力的细胞毒性作用。

生化/生理作用

在低氧条件下,替拉扎明是一种有效的细胞毒性剂,通过诱导单链和双链DNA的断裂以及染色体断裂诱导细胞凋亡。 该化合物可使细胞对其他电离辐射和其他细胞毒性药物(如顺铂)敏感。
在缺氧条件下,替拉扎明是有效的细胞毒性药物。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Goutam Chowdhury et al.
Chemical research in toxicology, 25(1), 197-206 (2011-11-17)
Heterocyclic N-oxides are an interesting class of antitumor agents that selectively kill the hypoxic cells found in solid tumors. The hypoxia-selective activity of the lead compound in this class, tirapazamine, stems from its ability to undergo intracellular one-electron reduction to
J M Brown et al.
Anti-cancer drug design, 13(6), 529-539 (1998-10-02)
Tirapazamine (TPZ, SR 4233, WIN 59075, 3-amino-1,2,4-benzotriazine 1,4-dioxide, Tirazone) is the lead compound in the benzotriazine di-N-oxide class of bioreductive anticancer agents. Extensive preclinical testing has established that the mechanism for the selective toxicity towards hypoxic cells is the result
Yunzhou Shi et al.
Neoplasia (New York, N.Y.), 19(11), 950-959 (2017-10-11)
The effect of anti-angiogenic agents on tumor oxygenation has been in question for a number of years, where both increases and decreases in tumor pO
Yao Tang et al.
Theranostics, 10(19), 8691-8704 (2020-08-06)
Rationale: Nanoscale vehicles responsive to abnormal variation in tumor environment are promising for use in targeted delivery of therapeutic drugs specifically to tumor sites. Herein, we report the design and fabrication of self-accelerating H2O2-responsive plasmonic gold nanovesicles (GVs) encapsulated with
Development and characterization of a microfluidic model of the tumour microenvironment.
Ayuso J M, et al.
Scientific Reports, 6, 36086-36086 (2016)

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