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Chemical Structure| 51264-14-3 Chemical Structure| 51264-14-3

Structure of Amsacrine
CAS No.: 51264-14-3

Chemical Structure| 51264-14-3

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Amsacrine can intercalate into the DNA of tumor cells with antineoplastic activity.

Synonyms: acridinyl anisidide; m-AMSA; Acridinylanisidide, AMSA, Amsacrine, Amsidine, Amsidyl, CI 880, CI880, CI-880, m-AMSA, meta-Amsacrine

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Product Details of Amsacrine

CAS No. :51264-14-3
Formula : C21H19N3O3S
M.W : 393.46
SMILES Code : CS(=O)(NC1=CC=C(NC2=C(C=CC=C3)C3=NC4=CC=CC=C42)C(OC)=C1)=O
Synonyms :
acridinyl anisidide; m-AMSA; Acridinylanisidide, AMSA, Amsacrine, Amsidine, Amsidyl, CI 880, CI880, CI-880, m-AMSA, meta-Amsacrine
MDL No. :MFCD00242748
InChI Key :XCPGHVQEEXUHNC-UHFFFAOYSA-N
Pubchem ID :2179

Safety of Amsacrine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335-H351-H361
Precautionary Statements:P261-P305+P351+P338

Related Pathways of Amsacrine

DNA

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Xenopus laevis oocytes 2.0 µM 15 min To investigate the inhibitory effects of Amsacrine on HERG potassium channels expressed in Xenopus oocytes, results showed that Amsacrine blocked HERG currents in a concentration-dependent manner with an IC50 of 2.0 µM Br J Pharmacol. 2004 Jun;142(3):485-94
HEK 293 cells 209.4 nM 15 min To investigate the blocking effect of Amsacrine on HERG channels. The results showed that Amsacrine blocked HERG currents in a concentration-dependent manner with an IC50 value of 209.4 nM Br J Pharmacol. 2004 Jun;142(3):485-94
MDA-parental cells 5.6 µM To compare the sensitivity of MDA-parental cells and MDA-VP cells to amsacrine, results showed that MDA-parental cells were more sensitive to amsacrine. Br J Cancer. 2001 Sep 1;85(5):747-51
MDA-VP cells 100 µM 1 hour To study the antiproliferative activity of amsacrine on MDA-VP cells, results showed that amsacrine primarily targets topo IIβ, leading to significant reduction in topo IIβ protein levels. Br J Cancer. 2001 Sep 1;85(5):747-51
human liver microsomes 500 μM 20 min significantly inhibited DMXAA glucuronidation (Ki=230 μM), but not 6-methylhydroxylation Br J Clin Pharmacol. 2001 Aug;52(2):129-36

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Japanese albino rabbits Glaucoma filtration surgery model Subconjunctival application 0.1%, 1%, 10% AMSA Single application for 5 minutes To evaluate the long-term efficacy and safety of AMSA in glaucoma filtration surgery, the 10% AMSA group had significantly lower IOP than the MMC group at 42, 56, and 70 days Sci Rep. 2019 Dec 17;9(1):19288

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.54mL

0.51mL

0.25mL

12.71mL

2.54mL

1.27mL

25.42mL

5.08mL

2.54mL

References

 

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