2-(butylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl]ethan-1-ol

• ChemBase ID: 166169
• Molecular Formular: C26H24Cl3NO
• Molecular Mass: 472.83386
• Monoisotopic Mass: 471.09234743
• SMILES: c1(cc(c2c(c1)/C(=C\c1ccc(cc1)Cl)/c1c2ccc(c1)Cl)C(O)CNCCCC)Cl
• Canonical SMILES: CCCCNCC(c1cc(Cl)cc2c1c1ccc(cc1/C/2=C/c1ccc(cc1)Cl)Cl)O
• InChI: InChI=1S/C26H24Cl3NO/c1-2-3-10-30-15-25(31)24-14-19(29)13-23-21(11-16-4-6-17(27)7-5-16)22-12-18(28)8-9-20(22)26(23)24/h4-9,11-14,25,30-31H,2-3,10,15H2,1H3/b21-11-
• InChIKey: YLBUTQNEBVPTES-NHDPSOOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(butylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl]ethan-1-ol
• IUPAC Traditional name: 2-(butylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]fluoren-4-yl]ethanol
• Synonyms: α-[(Butylamino)methyl]-2,7-dichloro-9-[(4-chlorophenyl)methylene]-9H-fluorene-4-methanol; Desbutyl Lumefantrine(E/Z-Mixture)

Database IDs

• CAS Number: 252990-19-5
• PubChem SID: 162260302
• PubChem CID: 9934522

CALCULATED PROPERTIES

• Acid pKa: 14.110575
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.285572
• LogD (pH = 7.4): 5.2100787
• Log P: 7.484312
• Molar Refractivity: 141.6422 cm^3
• Polarizability: 52.501945 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 68-72°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D288895

A metabolite of Lumefantrine (L474000).

REFERENCES

• Lefevre, G., et al.: Br. J. Clin. Pharmacol., 54, 485 (2002)
• Schepers, U., et al.: J. Pharm. Biomed. Anal., 310 (2002)