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Merck
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重要文件

L4900

Sigma-Aldrich

氯尼达明

mitochondrial hexokinase inhibitor

同義詞:

1-(2,4-二氯苄基)-1H-吲唑-3-羧酸, 二癸酸

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About This Item

經驗公式(希爾表示法):
C15H10Cl2N2O2
CAS號碼:
分子量::
321.16
EC號碼:
MDL號碼:
分類程式碼代碼:
12352202
PubChem物質ID:
NACRES:
NA.77

品質等級

化驗

≥98% (TLC)

形狀

powder

溶解度

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

SMILES 字串

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 密鑰

WDRYRZXSPDWGEB-UHFFFAOYSA-N

應用

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。

象形圖

Health hazardExclamation mark

訊號詞

Danger

危險聲明

危險分類

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

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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文章

We presents an article about the Warburg effect, and how it is the enhanced conversion of glucose to lactate observed in tumor cells, even in the presence of normal levels of oxygen. Otto Heinrich Warburg demonstrated in 1924 that cancer cells show an increased dependence on glycolysis to meet their energy needs, regardless of whether they were well-oxygenated or not.

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