6,9-bis[(2-aminoethyl)amino]-5H,10H-benzo[g]isoquinoline-5,10-dione

• ChemBase ID: 129015
• Molecular Formular: C17H19N5O2
• Molecular Mass: 325.36506
• Monoisotopic Mass: 325.15387487
• SMILES: O=C1c2c(C(=O)c3c(ccc(NCCN)c13)NCCN)cncc2
• Canonical SMILES: NCCNc1ccc(c2c1C(=O)c1cnccc1C2=O)NCCN
• InChI: InChI=1S/C17H19N5O2/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/h1-3,6,9,21-22H,4-5,7-8,18-19H2
• InChIKey: PEZPMAYDXJQYRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,9-bis[(2-aminoethyl)amino]-5H,10H-benzo[g]isoquinoline-5,10-dione
• IUPAC Traditional name: pixantrone
• Synonyms: Pixantrone; 6,9-Bis[(2-aminoethyl)amino]benz[g]isoquinoline-5,10-dione

Database IDs

• CAS Number: 784209-05-8; 144510-96-3
• PubChem SID: 162223317
• PubChem CID: 134019
• ATC CODE: L01DB11
• CHEMBL: 167731
• Chemspider ID: 118174
• KEGG ID: D05522
• Wikipedia Title: Pixantrone

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -5.5505505
• LogD (pH = 7.4): -3.2421615
• Log P: 0.35262227
• Molar Refractivity: 95.2813 cm^3
• Polarizability: 35.108128 Å^3
• Polar Surface Area: 123.13 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Blue solid

Pharmacology Properties

• Admin Routes: Intravenous
• Excretion: Fecal (main route of excretion) and renal (4–9%)
• Half Life: 9.5–17.5 hours

DETAILS

Toronto Research Chemicals - P552500

Pixantrone is an antineoplastic drug belonging to group of antitumor antibiotics. Pixantrone is an anlogue of Mitoxantrone (M373425) and is just as potent in the treatment of multiple sclerosis with fewer toxic effects on cardiac tissue. Studies suggest t

REFERENCES

• Cavalletti, E. et al.: Invest. New Drugs, 25, 187 (2007)
• Gonsette, R.E. et al.: J. Neurol. Sci., 223, 81 (2007)
• Colombo, R. et al.: Electrophoresis, 30, 1418 (2007)