A topoisomerase II poison
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Amsacrine (hydrochloride)

Item No. 22223

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-(9-acridinylamino)-3-methoxyphenyl]-methanesulfonamide, monohydrochloride
CAS Number
54301-15-4
Synonyms
  • AMSA
  • m-AMSA
  • NSC 141549
Molecular Formula
C21H19N3O3S • HCl
Formula Weight
429.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
248, 265 nm
SMILES
COC(C=C(NS(C)(=O)=O)C=C1)=C1NC2=C3C(C=CC=C3)=NC4=CC=CC=C42.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    Amsacrine is a topoisomerase II poison.1 It stimulates formation of a complex between DNA and topoisomerase II in which the DNA is cleaved and topoisomerase II remains covalently linked to the 5’ end of the DNA cleavage products. Amsacrine also inhibits the DNA strand-passing activity of topoisomerase II at a concentration of 20 μg/ml. It reduces growth of LoVo human colorectal carcinoma and T1 human lymphoma cells in a dose-dependent manner and this effect is 10-fold more potent in proliferating cells compared to non-proliferating cells.2 Amsacrine has antitumor activity against several murine leukemia, melanoma, lung, colon, and mammary xenograft mouse models.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nelson, E.M., Tewey, K.M., and Liu, L.F. Mechanism of antitumor drug action: Poisoning of mammalian DNA topoisomerase II on DNA by 4'-(9-acridinylamino)-methanesulfon-m-anisidide. Proc. Natl. Acad. Sci. USA 81(5), 1361-1365 (1984).

    2. Drewinko, B., Yang, L.Y., and Barlogie, B. Lethal activity and kinetic response of cultured human cells to 4'-(9-acridinylamino)methanesulfon-m-anisidine. Cancer Res. 42(1), 107-111 (1982).

    3. Rozencweig, M., Von Hoff, D.D., Cysyk, R.L., et al. m-AMSA and PALA: Two new agents in cancer chemotherapy. Cancer Chemother. Pharmacol. 3(3), 135-141 (1979).