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HomeProduct name listAmsacrine hydrochloride

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
Amsacrine hydrochloride Structural

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)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
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

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