A9809
安丫啶 盐酸盐
≥98% (TLC), DNA topoisomerase II inhibitor, powder
别名:
4-(9-Acridinylamino)-N-(methanesulfonyl)-m-anisidine hydrochloride, m-AMSA
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关于此项目
经验公式（希尔记法）:
C21H19N3O3S · HCl
化学文摘社编号:
分子量:
429.92
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
安丫啶 盐酸盐, ≥98% (TLC), powder
Quality Segment
assay
≥98% (TLC)
form
powder
color
red to brown
mp
197-199 °C (lit.)
solubility
DMSO: 10 mg/mL (with heat and sonication), 30% ethanol: 4 mg/mL
storage temp.
room temp
SMILES string
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
Gene Information
human ... TOP2A(7153), TOP2B(7155)
Application
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
Biochem/physiol Actions
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.
signalword
Danger
Hazard Classifications
Acute Tox. 3 Oral - Carc. 2 - Muta. 2 - Repr. 2 - Skin Sens. 1
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges