Febrifugine

Modify Date: 2025-08-22 11:41:10

Febrifugine structure	Common Name	Febrifugine
	CAS Number	24159-07-7	Molecular Weight	301.340
	Density	1.4±0.1 g/cm3	Boiling Point	508.2±60.0 °C at 760 mmHg
	Molecular Formula	C₁₆H₁₉N₃O₃	Melting Point	139-140°; mp 154-156°
	MSDS	N/A	Flash Point	261.1±32.9 °C

Use of Febrifugine

Febrifugine is a quinazolinone alkaloid found in the roots and leaves of Dichroa febrifuga, with antimalarial activity [1].

Name	Febrifugine
Synonym	More Synonyms

Description	Febrifugine is a quinazolinone alkaloid found in the roots and leaves of Dichroa febrifuga, with antimalarial activity [1].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Others >> Others
References	[1]. Herman JD, et al. The cytoplasmic prolyl-tRNA synthetase of the malaria parasite is a dual-stage target of febrifugine and its analogs. Sci Transl Med. 2015 May 20;7(288):288ra77. [2]. McLaughlin NP, et al. The chemistry and biology of febrifugine and halofuginone. Bioorg Med Chem. 2014 Apr 1;22(7):1993-2004.

Description

Febrifugine is a quinazolinone alkaloid found in the roots and leaves of Dichroa febrifuga, with antimalarial activity [1].

Related Catalog

Research Areas >> Infection

Signaling Pathways >> Others >> Others

References

[1]. Herman JD, et al. The cytoplasmic prolyl-tRNA synthetase of the malaria parasite is a dual-stage target of febrifugine and its analogs. Sci Transl Med. 2015 May 20;7(288):288ra77.

[2]. McLaughlin NP, et al. The chemistry and biology of febrifugine and halofuginone. Bioorg Med Chem. 2014 Apr 1;22(7):1993-2004.

Density	1.4±0.1 g/cm3
Boiling Point	508.2±60.0 °C at 760 mmHg
Melting Point	139-140°; mp 154-156°
Molecular Formula	C₁₆H₁₉N₃O₃
Molecular Weight	301.340
Flash Point	261.1±32.9 °C
Exact Mass	301.142639
PSA	84.22000
LogP	-0.04
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.673
InChIKey	FWVHWDSCPKXMDB-CABCVRRESA-N
SMILES	O=C(CC1NCCCC1O)Cn1cnc2ccccc2c1=O
Storage condition	2-8℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VA3450000

CHEMICAL NAME :: 4(3H)-Quinazolinone, 3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, (2S-trans)-

CAS REGISTRY NUMBER :: 24159-07-7

LAST UPDATED :: 199707

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C16-H19-N3-O3

MOLECULAR WEIGHT :: 301.38

WISWESSER LINE NOTATION :: T66 BVN ENJ C1V1- BT6NTJ CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2500 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JACSAT Journal of the American Chemical Society. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1879- Volume(issue)/page/year: 71,1048,1949

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 13,867,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4600 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 161,400,1948

HS Code	2933990090

Precursor 8
CAS#:1213768-41-2 (3aR,7aS)-benzy... CAS#:330798-23-7 (3S)-trans-O-ac... CAS#:32434-44-9 Isofebrifugine CAS#:244056-97-1 Benzyl 2-allyl-...
CAS#:304436-17-7 benzyl (2S,3S)-... CAS#:304436-18-8 benzyl (3aS,7aS... CAS#:304436-19-9 (3AS,7AS)-BENZY... CAS#:304436-20-2 benzyl (3aS,7aS...
DownStream 0

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Name: Therapeutic index, ratio of IC50 for mouse/rat NG108 cells to IC50 chloroquine-resist...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4425205

Name: Antimalarial activity against Plasmodium berghei infected in po dosed mouse erythrocy...
Source: ChEMBL
Target: Plasmodium berghei
External Id: CHEMBL4425224

Name: Therapeutic index, ratio of IC50 for mouse J774 cells to IC50 chloroquine-resistant P...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4425225

Total 3, Current Page 1 of 1

3-{3-[(2S,3R)-3-Hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one

3-[b-Keto-g-(3-hydroxy-2-piperidyl)propyl]-4-quinazolone

(2S-trans)-3-[3-(3-Hydroxy-2-piperidinyl)-2-oxopropyl]-4(3H)-quinazolinone

3-{3-[(2S,3R)-3-Hydroxy-2-piperidinyl]-2-oxopropyl}-4(3H)-quinazolinone

b-Dichroine

β-Dichroine

Febrifugine

febrifungine

Febrifugine (8CI)

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Febrifugine

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