Structure via PubChem · Public domain (PubChem)
pixantrone
Sign in to saveAlso known as BBR-2778, PIX, 6,9-bis((2-aminoethyl)amino)benzo(g)isoquinoline-5,10-dione
Pixantrone (rINN; trade name Pixuvri) is an experimental antineoplastic (anti-cancer) drug, an analogue of mitoxantrone with fewer toxic effects on cardiac tissue. It acts as a topoisomerase II poison and intercalating agent. The code name BBR 2778 refers to pixantrone dimaleate, the actual substance commonly used in clinical trials.
Chemical data
- Formula
- C17H19N5O2
- Molecular weight
- 325.4 g/mol
- IUPAC name
- 6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione
- SMILES
- C1=CC(=C2C(=C1NCCN)C(=O)C3=C(C2=O)C=NC=C3)NCCN
- InChIKey
- PEZPMAYDXJQYRV-UHFFFAOYSA-N
- XLogP
- 1
- Polar surface area
- 123 Ų
- H-bond donors
- 4
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2012
- Indications
- neoplasm, lymphoma, chronic lymphocytic leukemia, acute myeloid leukemia
via ChEMBL · EBI
Research
141 papers- Pixantrone beyond monotherapy: a review.Annals of hematology · 2019
- Pixantrone: novel mode of action and clinical readouts.Expert review of hematology · 2018
- Pixantrone demonstrates significant in vitro activity against multiple myeloma and plasma cell leukemia.Annals of hematology · 2019
- Pixantrone: A Review in Relapsed or Refractory Aggressive Non-Hodgkin's Lymphoma.Drugs · 2016
- Pixantrone as a novel MCM2 inhibitor for ovarian cancer treatment.European journal of pharmacology · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 325.153875
- Has use
- medication
Show 3 more facts
- chemical formula
- C₁₇H₁₉N₅O₂
- Commons category
- Pixantrone
- canonical SMILES
- C1=CC(=C2C(=C1NCCN)C(=O)C3=C(C2=O)C=NC=C3)NCCN
via Wikidata · CC0
~8 min read
Encyclopedic overview
9 sectionsContents
- History
- Clinical trials
- Administration
- Society and culture
- Legal status
- US Food and Drug Administration
- European Medicines Agency
- Research
- References
Pixantrone (rINN; trade name Pixuvri) is an experimental antineoplastic (anti-cancer) drug, an analogue of mitoxantrone with fewer toxic effects on cardiac tissue. It acts as a topoisomerase II poison and intercalating agent. The code name BBR 2778 refers to pixantrone dimaleate, the actual substance commonly used in clinical trials.
==History== Anthracyclines are important chemotherapy agents. However, their use is associated with irreversible and cumulative heart damage. Investigators have attempted to design related drugs that maintain the biological activity, but do not possess the cardiotoxicity of the anthracyclines. Pixantrone was developed to reduce heart damage related to treatment while retaining efficacy.
Excerpted from Wikipedia’s “pixantrone” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0