Banoxantrone dihydrochloride

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Cat.No. 4219 - Banoxantrone dihydrochloride | C22H28N4O6.2HCl | CAS No. 252979-56-9
Description: Prodrug topoisomerase II inhibitor
Alternative Names: AQ4N
Chemical Name: 1,4-Bis[[2-(dimethyloxidoamino)ethyl]amino]-5,8-dihydroxy-9,10-anthracenedione dihydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Bioreductive prodrug; activated by hypoxia to yield the topoisomerase II inhibitor AQ4. Displays little to no cytotoxic activity against 60 tumor cell lines tested under oxic conditions (IC50 >100 μM). Exhibits anti-tumor efficacy in vivo when combined with oxic cell cytotoxins; enhances the anti-tumor effect of cyclophosphamide (Cat. No. 4091) in a mouse tumor model.

Technical Data

M. Wt 517.4
Formula C22H28N4O6.2HCl
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 252979-56-9
PubChem ID 72941779
InChI Key SBWCPHUXRZRTDP-UHFFFAOYSA-N
Smiles OC1=CC=C(O)C2=C1C(C(C(NCC[N+]([O-])(C)C)=CC=C3NCC[N+]([O-])(C)C)=C3C2=O)=O.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 25.87 50
DMSO 12.94 25

Preparing Stock Solutions

The following data is based on the product molecular weight 517.4. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 3.87 mL 19.33 mL 38.65 mL
2.5 mM 0.77 mL 3.87 mL 7.73 mL
5 mM 0.39 mL 1.93 mL 3.87 mL
25 mM 0.08 mL 0.39 mL 0.77 mL

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References

References are publications that support the biological activity of the product.

Friery et al (2000) Enhancement of the anti-tumour effect of cyclophosphamide by the bioreductive drugs AQ4N and tirapazamine. Br.J.Cancer 82 1469 PMID: 10780528

Patterson and McKeown (2000) AQ4N: a new approach to hypoxia-activated cancer chemotherapy. Br.J.Cancer 83 1589 PMID: 11104551

Mehibel et al (2009) Effects of cytokine-induced macrophages on the response of tumor cells to banoxantrone (AQ4N). Mol.Cancer Ther. 8 1261 PMID: 19435866


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Cancer

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