2-[bis(2H9)butylamino]-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl]ethan-1-ol

• ChemBase ID: 172425
• Molecular Formular: C30H32Cl3NO
• Molecular Mass: 528.94018
• Monoisotopic Mass: 527.15494769
• SMILES: c1(cc(c2c(c1)/C(=C\c1ccc(cc1)Cl)/c1c2ccc(c1)Cl)C(O)CN(CCCC)CCCC)Cl
• Canonical SMILES: CCCCN(CC(c1cc(Cl)cc2c1c1ccc(cc1/C/2=C/c1ccc(cc1)Cl)Cl)O)CCCC
• InChI: InChI=1S/C30H32Cl3NO/c1-3-5-13-34(14-6-4-2)19-29(35)28-18-23(33)17-27-25(15-20-7-9-21(31)10-8-20)26-16-22(32)11-12-24(26)30(27)28/h7-12,15-18,29,35H,3-6,13-14,19H2,1-2H3/b25-15-
• InChIKey: DYLGFOYVTXJFJP-MYYYXRDXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[bis(^2H₉)butylamino]-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl]ethan-1-ol
• IUPAC Traditional name: 2-[bis(^2H₉)butylamino]-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]fluoren-4-yl]ethanol
• Synonyms: (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-α-[(dibutylamino-d18)methyl]-9H-fluorene-4-methanol; 2-(Dibutylamino-d18)-1-[2,7-dichloro-9-[1-(4-chlorophenyl)meth-(Z)-ylidene]-9H-fluoren-4-yl]ethanol; Benflumelol-d18; Benflumetol-d18; dl-Benflumelol-d18; Lumefantrine-d18

Database IDs

• CAS Number: 1185240-53-2
• PubChem SID: 164228335
• PubChem CID: 46782089

CALCULATED PROPERTIES

• Acid pKa: 14.101684
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.7563324
• LogD (pH = 7.4): 6.838559
• Log P: 9.191258
• Molar Refractivity: 160.8105 cm^3
• Polarizability: 59.880398 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - L474002

Inhibits hemozoin formation. Antimalarial.

REFERENCES

• Kumar, N., et al.: Parasitol Res., 76, 214 (1990)
• Pradines, B., et al.: Antimicrob. Agents Chemother., 43, 418 (1990)
• Chotivanich, K., et al.: J. Infect. Dis., 182, 629 (1990)
• Mutabingwa, T., et al.: Lancet, 365, 1474 (1990)