L4900

ロニダミン

mitochondrial hexokinase inhibitor

• 別名: 1-(2,4-ジクロロベンジル)-1H-インダゾール-3-カルボン酸, ジクロンダゾｰル酸
• 実験式（ヒル表記法）: C₁₅H₁₀Cl₂N₂O₂
• CAS番号: 50264-69-2
• 分子量: 321.16
• EC Number: 256-510-0
• MDL番号: MFCD00866285
• UNSPSCコード: 12352202
• PubChem Substance ID: 24278515
• NACRES: NA.77

特性

• 品質水準: 200
• アッセイ: ≥98% (TLC)
• 形状: powder
• 溶解性: chloroform: methanol (1:1): 9.80-10.20 mg/mL, clear, colorless to light yellow
• SMILES記法: 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

詳細

アプリケーション

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

生物化学的／生理学的作用

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.

ヘキソキナーゼに干渉し、脱共役剤で刺激されるミトコンドリア電子伝達系を混乱させることで、腫瘍細胞のエネルギー代謝を阻害します。細胞とミトコンドリアを損傷します。

安全性情報

• ピクトグラム: GHS08,GHS07
• シグナルワード: Danger
• 危険有害性情報: H302,H351,H360
• 注意書き: P201 - P301 + P312 + P330 - P308 + P313
• 危険有害性の分類: Acute Tox. 4 Oral - Carc. 2 - Repr. 1B
• 保管分類コード: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable
• 個人用保護具 (PPE): Eyeshields, Gloves, type P3 (EN 143) respirator cartridges