An active metabolite of lumefantrine
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Parent Compound(s)
20678Lumefantrine
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desbutyl Lumefantrine

Item No. 24935

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(9Z)-α-[(butylamino)methyl]-2,7-dichloro-9-[(4-chlorophenyl)methylene]-9H-fluorene-4-methanol
CAS Number
355841-11-1
Synonyms
  • DBB
  • DBL
  • desbutyl Benflumetol
  • monodesbutyl Benflumetol
Molecular Formula
C26H24Cl3NO
Formula Weight
472.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: slightly, sonicatedDMSO: slightly
SMILES
OC(CNCCCC)C1=C(C(C=CC(Cl)=C2)=C2/C3=C/C4=CC=C(Cl)C=C4)C3=CC(Cl)=C1
InChi Code
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-
InChi Key
YLBUTQNEBVPTES-NHDPSOOVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    desbutyl Lumefantrine is an active metabolite of the antimalarial agent lumefantrine (Item No. 20678).1,2 It is formed from lumefantrine by the cytochrome P450 (CYP) isoform CYP3A4.3 desbutyl Lumefantrine is active against chloroquine-sensitive and -resistant strains of P. falciparum (IC50s = 9 and 9.5 nM, respectively).1 It inhibits the human-ether-a-go-go (hERG) potassium channel, also known as Kv11.1, in HEK293 cells expressing the human channel (IC50 = 5.49 µM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wong, R.P.M., Salman, S., Ilett, K.F., et al. Desbutyl-lumefantrine is a metabolite of lumefantrine with potent in vitro antimalarial activity that may influence artemether-lumefantrine treatment outcome. Antimicrob. Agents Chemother. 55(3), 1194-1198 (2011).

    2. Traebert, M., Dumotier, B., Meister, L., et al. Inhibition of hERG K+ currents by antimalarial drugs in stably transfected HEK293 cells. Eur. J. Pharmacol. 484(1), 41-48 (2004).

    3. Abdullahi, S.T., Soyinka, J.O., Olagunju, A., et al. CYP2B6*6 genotype specific differences in artemether-lumefantrine disposition in healthy volunteers. J. Clin. Pharmacol. 60(3), 351-360 (2020).