A DNA topoisomerase II inhibitor
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Labeled Version(s)
33292Pixantrone-d8 (maleate)
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Pixantrone (maleate)

Item No. 20055

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,9-bis[(2-aminoethyl)amino]-benz[g]isoquinoline-5,10-dione, dimaleate
CAS Number
144675-97-8
Synonyms
  • BBR 2778
Molecular Formula
C17H19N5O2 • 2C4H4O4
Formula Weight
557.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/ml
λmax
214, 324, 513 nm
SMILES
NCCNC1=C2C(C(C(C=CN=C3)=C3C2=O)=O)=C(NCCN)C=C1.OC(/C=C\C(O)=O)=O.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C17H19N5O2.2C4H4O4/c18-4-7-21-12-1-2-13(22-8-5-19)15-14(12)16(23)10-3-6-20-9-11(10)17(15)24;2*5-3(6)1-2-4(7)8/h1-3,6,9,21-22H,4-5,7-8,18-19H2;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
InChi Key
SVAGFBGXEWPNJC-SPIKMXEPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    Pixantrone is a DNA topoisomerase II inhibitor.1 It induces SV40 DNA cleavage in the presence of mouse topoisomerase II and induces DNA single-strand breaks in NCI H187 cells in a concentration-dependent manner. Pixantrone is cytotoxic to L1210 leukemia cells as well as doxorubicin-sensitive and -resistant LoVo colon adenocarcinoma cells (IC50 = 0.01, 0.24, and 7.2 µg/ml, respectively).2 It decreases disease severity in a rat model of myasthenia gravis induced by immunization with the T. californica acetylcholine receptor (AChR) when administered at a dose of 8.12 mg/kg once per week for six weeks.3 Formulations containing pixantrone have been used in the treatment of non-Hodgkin B cell lymphoma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. De Isabella, P., Palumbo, M., Sissi, C., et al. Topoisomerase II DNA cleavage stimulation, DNA binding activity, cytotoxicity, and physico-chemical properties of 2-aza- and 2-aza-oxide-anthracenedione derivatives. Mol. Pharmacol. 48(1), 30-38 (1995).

    2. Krapcho, A.P., Petry, M.E., Getahun, Z., et al. 6,9-Bis[(aminoalkyl)amino]benzo[g]isoquinoline-5,10-diones. A novel class of chromophore-modified antitumor anthracene-9,10-diones: Synthesis and antitumor evaluations. J. Med. Chem. 37(6), 828-837 (1994).

    3. Marolda, R., Ruocco, C., Cordiglieri, C., et al. Differential targeting of immune-cells by Pixantrone in experimental myasthenia gravis. J. Neuroimmunol. 258(1-2), (2013).