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Merck
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文件

L4900

Sigma-Aldrich

氯尼达明

mitochondrial hexokinase inhibitor

别名:

1-(2,4-二氯苄基)-1H-吲唑-3-羧酸, 二癸酸

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About This Item

经验公式（希尔记法）:
C15H10Cl2N2O2
CAS号:
50264-69-2
分子量:
321.16
EC號碼:
256-510-0
MDL號碼:
MFCD00866285
分類程式碼代碼:
12352202
PubChem物質ID:
24278515
NACRES:
NA.77

品質等級

200

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
GHS08,GHS07

訊號詞

Danger

危險聲明

H302,H351,H360

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

分析证书(COA)

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Morgane Le Bras et al.
Cancer research, 66(18), 9143-9152 (2006-09-20)
Mitochondrial membrane permeabilization (MMP) is a rate-limiting step of apoptosis, including in anticancer chemotherapy. Adenine nucleotide translocase (ANT) mediates the exchange of ADP and ATP on the inner mitochondrial membrane in healthy cells. In addition, ANT can cooperate with Bax
Yolanda Sánchez et al.
The Journal of pharmacology and experimental therapeutics, 335(1), 114-123 (2010-07-08)
Arsenic trioxide (ATO, Trisenox) is an important antileukemic drug, but its efficacy is frequently low when used as a single agent. Here, we demonstrate that the apoptotic action of ATO is greatly increased when combined with subcytotoxic curcumin concentrations in
Eva Calviño et al.
Biochemical pharmacology, 82(11), 1619-1629 (2011-09-06)
Lonidamine is a safe, clinically useful anti-tumor drug, but its efficacy is generally low when used in monotherapy. We here demonstrate that lonidamine efficaciously cooperates with the anti-leukemic agent arsenic trioxide (ATO, Trisenox) to induce apoptosis in HL-60 and other
Marilisa P Dimmito et al.
Biomolecules, 9(9) (2019-09-19)
The endocannabinoid system represents an integrated neuronal network involved in the control of several organisms' functions, such as feeding behavior. A series of hybrids of 5-(4-chlorophenyl)-1-(2,4-dichloro-phenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide (mimonabant), a well-known inverse agonist of the type-1 cannabinoid receptor (CB1), once used as
Lara Milane et al.
Nanomedicine : nanotechnology, biology, and medicine, 7(4), 435-444 (2011-01-12)
The aim of this study was to assess the biodistribution and pharmacokinetics of epidermal growth factor receptor (EGFR)-targeted polymer-blend nanoparticles loaded with the anticancer drugs lonidamine and paclitaxel. Plasma, tumor, and tissue distribution profiles were quantified in an orthotopic animal
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