Amsacrine hydrochloride
SIGMA/A9809 - ≥98% (TLC), powder
Synonym: 4-
CAS Number: 54301-15-4
Empirical Formula (Hill Notation): C21H19N3O3S · HCl
Molecular Weight: 429.92
MDL Number: MFCD07799963
Linear Formula: C21H19N3O3S · HCl
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A9809-50MG
| assay | ≥98% (TLC) |
| color | red to brown |
| form | powder |
| InChI | 1S/C21H19N3O3S.ClH/c1-27- |
| InChI key | WDISRLXRMMTXEV-UHFFFAOYSA |
| mp | 197-199 °C (lit.) |
| Quality Level | 200  |
| SMILES string | Cl.COc1cc(NS(C)(=O)=O)ccc |
| solubility | 30% ethanol: 4 mg/mL |
| DMSO: 10 mg/mL (with heat and sonication) | |
| storage temp. | room temp |
| 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. |
| Biochem/physiol Actions: | Amsacrine hydrochloride is a DNA topoisomerase II inhibitor. |
| Packaging: | 10, 50 mg in poly bottle |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H301 |
| Precautionary statements | P301 + P330 + P331 + P310 |
| Hazard Codes | T |
| Risk Statements | 25-36/37/38 |
| Safety Statements | 26-45 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Purity | ≥98% (TLC) |
| mp | 197-199 °C (lit.) |
| Storage Temp. | room temp |
| UNSPSC | 12352200 |