A9809

アムサクリン 塩酸塩

≥98% (TLC), powder

• 別名: 4-(9-アクリジニルアミノ)-N-(メタンスルホニル)-m-アニシジン 塩酸塩, m-AMSA
• 実験式（ヒル表記法）: C₂₁H₁₉N₃O₃S · HCl
• CAS番号: 54301-15-4
• 分子量: 429.92
• MDL番号: MFCD07799963
• UNSPSCコード: 51111800
• PubChem Substance ID: 24278248
• NACRES: NA.77

特性

• 品質水準: 200
• アッセイ: ≥98% (TLC)
• 形状: powder
• 色: red to brown
• mp: 197-199 °C (lit.)
• 溶解性: DMSO: 10 mg/mL (with heat and sonication); 30% ethanol: 4 mg/mL
• 保管温度: room temp
• SMILES記法: Cl.COc1cc(NS(C)(=O)=O)ccc1Nc2c3ccccc3nc4ccccc24
• InChI: 1S/C21H19N3O3S.ClH/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21;/h3-13,24H,1-2H3,(H,22,23);1H
• InChI Key: WDISRLXRMMTXEV-UHFFFAOYSA-N
• 遺伝子情報: human ... TOP2A(7153) , TOP2B(7155)

詳細

アプリケーション

Amsacrine hydrochloride has been used:

• as a topoisomerase poison in bacteriophage T4 topoisomerase assay
• as a topoisomerase inhibitor in Drosophila cell line, Kc167
• as an antileukemia drug to test its effect on p53 transcriptional activity in tumor xenografts
• as a topoisomerase II poison in dose-response assays in C elegans

生物化学的／生理学的作用

Amsacrine (m-AMSA) is a derivative of acridine and an antileukemia drug. It is an anticancer drug with antineoplastic activity that targets topoisomerase II. AMSA is an apoptosis inducer and favors the accumulation of double-stranded breaks (DSBs). It also inhibits the expression of matrix metallopeptidase 2 (MMP-2) and MMP-9 expression in leukemia cells by generating reactive oxygen species (ROS). AMSA serves as an adjuvant in trabeculectomy surgery.

Amsacrine hydrochloride is a DNA topoisomerase II inhibitor.

安全性情報

• ピクトグラム: GHS06,GHS08
• シグナルワード: Danger
• 危険有害性情報: H301,H317,H341,H351,H361d
• 注意書き: P202 - P261 - P264 - P280 - P301 + P310 - P302 + P352
• 危険有害性の分類: Acute Tox. 3 Oral - Carc. 2 - Muta. 2 - Repr. 2 - Skin Sens. 1
• 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
• 個人用保護具 (PPE): Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges