1-fluoro-5,8-dihydroxy-4-({2-[(2-hydroxyethyl)amino]ethyl}amino)-9,10-dihydroanthracene-9,10-dione

• ChemBase ID: 168981
• Molecular Formular: C18H17FN2O5
• Molecular Mass: 360.3363832
• Monoisotopic Mass: 360.11214987
• SMILES: c1(ccc(c2c1C(=O)c1c(C2=O)c(ccc1NCCNCCO)F)O)O
• Canonical SMILES: OCCNCCNc1ccc(c2c1C(=O)c1c(C2=O)c(O)ccc1O)F
• InChI: InChI=1S/C18H17FN2O5/c19-9-1-2-10(21-6-5-20-7-8-22)14-13(9)17(25)15-11(23)3-4-12(24)16(15)18(14)26/h1-4,20-24H,5-8H2
• InChIKey: GQUHUXAZQAECFA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-fluoro-5,8-dihydroxy-4-({2-[(2-hydroxyethyl)amino]ethyl}amino)-9,10-dihydroanthracene-9,10-dione
• IUPAC Traditional name: 1-fluoro-5,8-dihydroxy-4-({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione
• Synonyms: 1-Fluoro-5,8-dihydroxy-4-[[2-[(2-hydroxyethyl)amino]ethyl]amino]-9,10-anthracenedione; 1-Fluoro-1-des[2-[(2-Hydroxyethyl)amino]ethylamino] Mitoxantrone

Database IDs

• CAS Number: 1195810-93-5
• PubChem SID: 162263113
• PubChem CID: 44543231

CALCULATED PROPERTIES

• Acid pKa: 9.693483
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.15795125
• LogD (pH = 7.4): 1.3862631
• Log P: 2.513017
• Molar Refractivity: 94.5397 cm^3
• Polarizability: 34.921387 Å^3
• Polar Surface Area: 118.89 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Dark Purple Solid

DETAILS

Toronto Research Chemicals - F591085

Mitoxantrone (M373425) derivative, used in the preparation of Mitoxantrone (M373425) analogues useful as stem-loop structure stabilizing ligand.

REFERENCES

• Liu, Y. et al.: J. Med. Chem. 52, 6523 (2009)