LKT Labs

Biochemicals for Life Science Research

Amsacrine

Product ID A5072
Cas No. 51264-14-3
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $116.00 In stock
10 mg $197.60 In stock
50 mg $477.00 In stock
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Description

Amsacrine is an anticancer chemotherapeutic acridine derivative that is clinically used to treat acute myelogenous leukemia (AML). Amsacrine acts as a DNA intercalator, binding AT base pairs; this inhibits the activity of topoisomerase II, preventing DNA repair. In leukemia cells, amsacrine decreases expression of matrix metalloproteinases 2 and 9 (MMP2/9), inhibiting cell invasion. This modulation of MMP2/9 expression is caused by increases in ROS and activation of p38 MAPK and JNK, which increases levels of protein phosphatase 2A (PP2A), a negative regulator of MMP activity. In vitro, amsacrine inhibits human Ether-a-go-go-Related Gene (hERG) K+ channels, causing potential prolongation of the QT interval.

Product Info

Cas No.

51264-14-3
Purity

≥98%
Formula

C21H19N3O3S

Formula Wt.

393.46
IUPAC Name

N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide
Synonym

4-(9-Acridinylamino)-N-(methanesulfonyl)-m-anisidine hydrochloride, m-AMSA, AMSA, NSC141549
Melting Point

233-237°C
Appearance

Salmon Crystalline powder

Shipping and Storage

Store Temp

Ambient
Ship Temp

Ambient

Downloads

MSDS

A5072 MSDS PDF
Info Sheet

A5072 Info Sheet PDF

References

Liu WH, Chen YJ, Chien JH, et al. Amsacrine suppresses matrix metalloproteinase-2 (MMP-2)/MMP-9 expression in human leukemia cells. J Cell Physiol. 2013 Oct 7. Epub ahead of print. PMID: 24122234.

Jangir DK, Dey SK, Kundu S, et al. Assessment of amsacrine binding with DNA using UV-visible, circular dichroism and Raman spectroscopic techniques. J Photochem Photobiol B. 2012 Sep 3;114:38-43. PMID: 22677564.

Thomas D, Hammerling BC, Wu K, et al. Inhibition of cardiac HERG currents by the DNA topoisomerase II inhibitor amsacrine: mode of action. Br J Pharmacol. 2004 Jun;142(3):485-94. PMID: 15148258.

Robinson MJ, Osheroff N. Stabilization of the topoisomerase II-DNA cleavage complex by antineoplastic drugs: inhibition of enzyme-mediated DNA religation by 4'-(9-acridinylamino)methanesulfon-m-anisidide. Biochemistry. 1990 Mar 13;29(10):2511-5. PMID: 2159323.

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