Amsacrine hydrochloride
Synonym(s):m-AMSA;4-(9-Acridinylamino)-N-(methanesulfonyl)-m-anisidine hydrochloride
- CAS NO.:54301-15-4
- Empirical Formula: C21H20ClN3O3S
- Molecular Weight: 429.92
- MDL number: MFCD07799963
- EINECS: 637-255-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is Amsacrine hydrochloride?
The Uses of Amsacrine hydrochloride
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
What are the applications of Application
Amsacrine hydrochloride is an inhibitor of DNA topoisomerase II
Biological Activity
amsacrine hydrochloride (amsidine, m-amsa) is an inhibitor of topoisomerase 2 [1].amsacrine hydrochloride is a chemotherapy drug of antineoplastic, used to treat some types of lymphoma and acute leukaemia. in addition, amsacrine hydrochloride has shown the sensitivities to the cancer cell lines with the ic50 values of 190.2±27.4ng/ml, 46.1±3.9ng/ml,22.6±3.1ng/ml, 11.8±2.0ng/ml, 5.0±0.4ng/ml, and 11.7±1.5ng/ml for three bladder cancer cell lines (ht1376,rt112, rt4) and three testis cancer cell lines(833k, susa, gh), respectively. and it has been found that the testis tumor cell lines are more sensitive to inhibiting by amsacrine hydrochloride than the bladder cell lines [1].
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.
References
[1] nelson em, tewey km, liu lf. mechanism of antitumor drug action: poisoning of mammalian dna topoisomerase ii on dna by 4'-(9-acridinylamino)-methanesulfon-m-anisidide. proc natl acad sci u s a. 1984 mar;81(5):1361-5.
Properties of Amsacrine hydrochloride
Melting point: | 197-199 °C(lit.) |
storage temp. | Refrigerator |
solubility | DMSO: 10 mg/mL with heat and sonication |
form | powder |
color | red to brown |
Safety information for Amsacrine hydrochloride
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 |
GHS Hazard Statements |
H301:Acute toxicity,oral H317:Sensitisation, Skin H341:Germ cell mutagenicity H351:Carcinogenicity |
Precautionary Statement Codes |
P202:Do not handle until all safety precautions have been read and understood. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P302+P352:IF ON SKIN: wash with plenty of soap and water. |
Computed Descriptors for Amsacrine hydrochloride
New Products
4-AMINO-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID HCL 4-(Dimethylamino)tetrahydro-2H-pyran-4-carbonitrile 4-Aminotetrahydropyran-4-carbonitrile Hydrochloride (R)-3-Aminobutanenitrile Hydrochloride 3-((Dimethylamino)methyl)-5-methylhexan-2-one oxalate 1,4-Dioxa-8-azaspiro[4.5]decane 5-Bromo-2-nitropyridine Nimesulide BP Aceclofenac IP/BP/EP Diclofenac Sodium IP/BP/EP/USP Mefenamic Acid IP/BP/EP/USP Ornidazole IP Diclofenac Potassium THOMAIND PAPER PH 2.0 TO 4.5 1 BOX BUFFER CAPSULE PH 9.2 - 10 CAP SODIUM CHLORIDE 0.1N CVS ALLOXAN MONOHYDRATE 98% PLATINUM 0.5% ON 3 MM ALUMINA PELLETS (TYPE 73) LITHIUM AAS SOLUTION 2-Bromo-1-(bromomethyl)-3-chloro-5-nitrobenzene 2-Bromo-3-nitroaniline N-(3-Hydroxypropyl)-N-methylacetamide 3-Bromo-6-chloropyridazine 4-ethyl-3-nitrobenzoic acidRelated products of tetrahydrofuran
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