氯尼达明,Lonidamine [LND];mitochondrial hexokinase inhibitor;≥98% (TLC)

别名:氯硝胺;线粒体己糖激酶抑制剂;1-(2,4-二氯苄基)-1H-吲唑-3-羧酸, 二癸酸;1-(2,4-Dichlorobenzyl)-1H-indazole-3-carboxylic acid, Diclondazolic acid

Empirical Formula (Hill Notation): C15H10Cl2N2O2 CAS号: 50264-69-2 分子量: 321.16 EC 号: 256-510-0 MDL编号: MFCD00866285 PubChem化学物质编号: 24278515 NACRES: NA.77
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): L4900
CAS号: 50264-69-2
MDL号: MFCD00866285
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¥1,755.97

说明

氯尼达明(LND)是一种吲唑衍生物,是一种抗精子生成剂。它通过使肿瘤对光动力、化疗、放疗和热疗敏感而表现出抗肿瘤活性。LND 还通过阻断各种烟酰胺腺嘌呤二核苷酸 (NAD-) 和黄素腺嘌呤二核苷酸 (FAD) 连接的底物、己糖激酶活性和 Ehrlich 腹水肿瘤细胞中的氧摄取上的糖酵解、二磷酸腺苷 (ADP-) 和非偶联子刺激的呼吸来干扰能量代谢。它分别通过抑制质子连接的单羧酸转运蛋白(MCT)和线粒体丙酮酸载体(MPC)来阻断乳酸输出和丙酮酸摄取到线粒体。

应用

Lonidamine has been used:
  • as an inhibitor of glycolysis to study its effects on the epithelial-mesenchymal transition (EMT) mechanism in cancer stem cells (CSC)
  • as mitochondrial permeability transition (MPT)- inducing drug to study its effects on temozolomide-resistant glioblastoma cell line
  • as mitochondrial hexokinase inhibitor to measure reactive oxygen species (ROS) in human acute myeloid leukemia cells

生化/生理作用

Lonidamine (LND) is an indazole derivative and is an anti-spermatogenic agent. It exhibits anti-tumor activity by sensitizing tumors to photodynamic, chemo-, radiotherapy, and hyperthermia. LND also interferes with energy metabolism by blocking glycolysis, adenosine diphosphate (ADP-), and uncoupler-stimulated respiration on various nicotinamide adenine dinucleotide (NAD-) and flavin adenine dinucleotide (FAD)-linked substrates, hexokinase activity, and oxygen uptake in Ehrlich ascites tumor cells. It blocks lactate export and pyruvate uptake into the mitochondria by inhibiting proton-linked monocarboxylate transporter (MCT) and mitochondrial pyruvate carrier (MPC), respectively.
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。
 
 

属性

质量水平

测定

≥98% (TLC)

形式

powder

溶解性

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

SMILES string

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

 

安全信息

象形图

Exclamation markHealth hazard

警示用语:

Danger

危险声明

危险分类

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

储存分类代码

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

个人防护装备

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

商品规格
属性名称属性值
储存温度 Storage temp.常温阴凉避光
全球实时库存 Availability √美国St. Louis ≥ 50 | 欧洲Eur. ≥ 12 | 東京Tokyo ≥ 20 | 香港与北京 ≥ 50
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