A quinazolinone with antimalarial activity
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Alternative(s)
37044Febrifugine (hydrochloride)
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Febrifugine

Item No. 14246

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[3-[(2R,3S)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-4(3H)-quinazolinone
CAS Number
24159-07-7
Synonyms
  • (+)-Febrifugine
  • NSC 315535
Molecular Formula
C16H19N3O3
Formula Weight
301.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1.5 mg/mlDMSO: 3.0 mg/mlEthanol: 0.1 mg/mlPBS (pH 7.2): 2.5 mg/ml
λmax
225, 266, 302, 314 nm
SMILES
O=C1N(CC(C[C@H]2NCCC[C@@H]2O)=O)C=NC3=CC=CC=C31
InChi Code
InChI=1S/C16H19N3O3/c20-11(8-14-15(21)6-3-7-17-14)9-19-10-18-13-5-2-1-4-12(13)16(19)22/h1-2,4-5,10,14-15,17,21H,3,6-9H2/t14-,15+/m1/s1
InChi Key
FWVHWDSCPKXMDB-CABCVRRESA-N
Origin
Plant/Dichroa febrifuga Lour
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Febrifugine is a quinazolinone alkaloid originally isolated from D. febrifuga that has antimalarial activity.1,2 It reduces parasitemia and decreases mortality in mice infected with the P. berghei strain NK65 when administered at a dose of 1 mg/kg per day beginning prior to or on the day of infection.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Koepfli, J.B., Mead, J.F., and Brockman, J.A., Jr. An alkaloid with high antimalarial activity from Dichroa febrifuga. J. Am. Chem. Soc. 69(7), 1837 (1947).

    2. McLaughlin, N.P., Evans, P., and Pines, M. The chemistry and biology of febrifugine and halofuginone. Bioorg. Med. Chem. 22(7), 1993-2004 (2014).

    3. Murata, K., Takano, F., Fushiya, S., et al. Potentiation by febrifugine of host defense in mice against Plasmodium berghei NK65. Biochem. Pharmacol. 58(10), 1593-1601 (1999).