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Merck
CN

L4900

Sigma-Aldrich

氯尼达明

mitochondrial hexokinase inhibitor

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别名:
1-(2,4-二氯苄基)-1H-吲唑-3-羧酸, 二癸酸
经验公式(希尔记法):
C15H10Cl2N2O2
CAS号:
分子量:
321.16
EC 号:
MDL编号:
UNSPSC代码:
12352202
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥98% (TLC)

形式

powder

溶解性

chloroform: methanol (1:1): 9.80-10.20 mg/mL, clear, colorless to light yellow

SMILES字符串

OC(=O)c1nn(Cc2ccc(Cl)cc2Cl)c3ccccc13

InChI

1S/C15H10Cl2N2O2/c16-10-6-5-9(12(17)7-10)8-19-13-4-2-1-3-11(13)14(18-19)15(20)21/h1-7H,8H2,(H,20,21)

InChI key

WDRYRZXSPDWGEB-UHFFFAOYSA-N

应用

氯尼达明已用作:
  • 糖酵解抑制剂,以研究其对肿瘤干细胞(CSC)中上皮间质转化(EMT)的影响
  • 线粒体通透性转换(MPT)诱导药物,研究其对替莫唑胺耐药的恶性胶质瘤细胞株的影响
  • 线粒体己糖激酶抑制剂,以测定人急性髓系白血病细胞中的活性氧(ROS)

生化/生理作用

氯尼达明(LND)是一种吲唑衍生物和抗生精剂。它通过使肿瘤对光动力、化疗、放疗和热疗敏感性展现其抗肿瘤的活性。此外,LND还通过阻止糖酵解、二磷酸腺苷(ADP-),以及各种腺嘌呤二核苷酸(NAD-)和黄素腺嘌呤二核苷酸(FAD-)连接底物的解偶联剂刺激呼吸、己糖激酶活性和艾氏腹水肿瘤细胞中的摄氧量等干扰能量代谢。它分别通过抑制质子连接单羧酸转运蛋白(MCT)和线粒体丙酮酸载体阻止乳酸输出和丙酮酸进入线粒体摄取。
通过干扰己糖激酶和干扰非偶联刺激的线粒体电子传递来抑制肿瘤细胞的能量代谢;损伤细胞和线粒体膜。

象形图

Health hazardExclamation mark

警示用语:

Danger

危险声明

危险分类

Acute Tox. 4 Oral - Carc. 2 - Repr. 1B

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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商品

本页面介绍了一篇有关瓦博格效应的文章,以及其如何能够在正常氧气水平下,增强肿瘤细胞中葡萄糖向乳酸的转化。Otto Heinrich Warburg在1924年证明,癌细胞显示出对糖酵解的依赖性增加,以满足他们的能量需求,无论是否有充足的氧气存在。

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

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