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Piroxantrone

Piroxantrone structure

Piroxantrone 

structure
  • CAS No:

    91441-23-5

  • Formula:

    C21H25N5O4

  • Chemical Name:

    Piroxantrone

  • Synonyms:

    Dibenz[cd,g]indazol-6(2H)-one,5-[(3-aminopropyl)amino]-7,10-dihydroxy-2-[2-[(2-hydroxyethyl)amino]ethyl]-;Anthra[1,9-cd]pyrazol-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;PD 111815;NCS 349174;Oxantrazole;Piroxantrone;Dup 942;ZINC 01581128

Description

Piroxantrone is an anthrapyrazole antineoplastic antibiotic. Piroxantrone intercalates into DNA and interacts with topoisomerase II, thereby inhibiting DNA replication and repair and RNA and protein synthesis. Although less cardiotoxic than doxorubicin, this agent exhibits a narrow spectrum of antineoplastic activity. (NCI04)

Piroxantrone Basic Attributes

411.45400

411.45

YL4TY9WH22

C1182

Characteristics

145.66000

2.05870

1.435g/cm3

785ºC at 760mmHg

428.6ºC

1.738

H2O > 11.20 (mg/mL)

Safety Information

Bulk: Samples stored at 25 °C under both light and dark conditions at 50 °C in the dark for three months showed no significant degradation (HPLC). Solution: A solution containing 10.2 mg/mL in water showed approximately 5% degradation in 24 hours. The test sample exhibited < 10% degradation in 48 hours.

Drug Information

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

anthra(1,9-cd)pyrazol-6(2H)-one, 5-((3-aminopropyl)amino)-7,10-dihydroxy-2-(2-((2-hydroxyethyl)amino)ethyl)-

Piroxantrone Use and Manufacturing

Antineoplastic.

Computed Properties

Molecular Weight:411.5
XLogP3:-1.1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:8
Exact Mass:411.19065430
Monoisotopic Mass:411.19065430
Topological Polar Surface Area:143
Heavy Atom Count:30
Complexity:997
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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