CAS 91441-23-5

Piroxantrone

Description:

Piroxantrone is a synthetic anthraquinone derivative primarily studied for its potential as an antineoplastic agent in cancer therapy. It exhibits a unique mechanism of action, functioning as a topoisomerase II inhibitor, which interferes with DNA replication and transcription, ultimately leading to cell death in rapidly dividing cancer cells. Piroxantrone is characterized by its ability to form reactive oxygen species, contributing to its cytotoxic effects. The compound is typically administered intravenously and has been evaluated in clinical trials for various malignancies, including breast cancer and leukemia. Its chemical structure includes multiple aromatic rings, which contribute to its stability and interaction with biological macromolecules. While it shows promise in treating certain cancers, its clinical use has been limited due to potential side effects, including cardiotoxicity and myelosuppression. Ongoing research aims to better understand its pharmacokinetics, optimize dosing regimens, and explore combination therapies to enhance its therapeutic efficacy while minimizing adverse effects.

Formula: C₂₁H₂₅N₅O₄

InChI: InChI=1S/C21H25N5O4/c22-6-1-7-24-12-2-3-13-17-16(12)21(30)19-15(29)5-4-14(28)18(19)20(17)25-26(13)10-8-23-9-11-27/h2-5,23-24,27-29H,1,6-11,22H2

InChI key: InChIKey=QEWPVAOWLNMLRI-UHFFFAOYSA-N

SMILES: N(CCCN)C1=C2C=3C(C=4C(C2=O)=C(O)C=CC4O)=NN(CCNCCO)C3C=C1

Synonyms:

• Piroxantronum
• Anthra[1,9-cd]pyrazol-6(2H)-one, 5-[(3-aminopropyl)amino]-7,10-dihydroxy-2-[2-[(2-hydroxyethyl)amino]ethyl]-
• Piroxantrone [INN]
• PD-111815
• PD 111815
• NCS 349174
• Piroxantrona
• 5-[(3-aminopropyl)amino]-7,10-dihydroxy-2-{2-[(2-hydroxyethyl)amino]ethyl}dibenzo[cd,g]indazol-6(2H)-one
• Piroxantronum [INN-Latin]
• CI-942
• 5-[(3-aminopropyl)amino]-6-hydroxy-2-{2-[(2-hydroxyethyl)amino]ethyl}-1,2-dihydrodibenzo[cd,g]indazole-7,10-dione
• UNII-YL4TY9WH22
• Anthra(1,9-cd)pyrazol-6(2H)-one, 5-((3-aminopropyl)amino)-7,10-dihydroxy-2-(2-((2-hydroxyethyl)amino)ethyl)-
• Piroxantrona [INN-Spanish]
• BRN 4725135
• Dibenz[cd,g]indazol-6(2H)-one, 5-[(3-aminopropyl)amino]-7,10-dihydroxy-2-[2-[(2-hydroxyethyl)amino]ethyl]-
• 5-[(3-Aminopropyl)amino]-7,10-dihydroxy-2-[2-[(2-hydroxyethyl)amino]ethyl]dibenz[cd,g]indazol-6(2H)-one
• Oxantrazole
• QEWPVAOWLNMLRI-UHFFFAOYSA-N
• Piroxantrone

Piroxantrone

CAS: 91441-23-5

Formula: C₂₁H₂₅N₅O₄

Molecular weight: 411.46

Ref: 4Z-P-411001

Piroxantrone

CAS: 91441-23-5

Piroxantrone (CI942; PD111815) is an anthrapyrazole antibiotic that disrupts DNA replication and repair, with limited cardiotoxicity and antineoplastic range.

Formula: C₂₁H₂₅N₅O₄

Color and Shape: Solid

Molecular weight: 411.45

Ref: TM-T68373