66051-76-1

Name	9-Phenanthrenemethanol, 1,3-dichloro-α-[2-(dibutylamino)ethyl]-6-(trifluoromethyl)-, (-)-
CAS	66051-76-1
Molecular Formula	C26H30Cl2F3NO
Molecular Weight	500.43
MOL File	66051-76-1.mol

Synonyms

L-WR-171669 Halofantrine, ( ) ,Halofantrine, () 9-Phenanthrenemethanol, 1,3-dichloro-α-[2-(dibutylamino)ethyl]-6-(trifluoromethyl)-, (-)-

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Chemical Properties

Boiling point	596.2±50.0 °C(Predicted)
density	1.244±0.06 g/cm3(Predicted)
pka	13.57±0.20(Predicted)

Hazard Information

Uses

(-)-Halofantrine ((-)-SKF-102886 free base; (-)-WR-171669) is an inhibitor of the malignant malaria parasite (P. falciparum) and targets multidrug-resistant P. falciparum. The pharmacokinetic parameters of (-)-Halofantrine in rats vary depending on the route of administration, distinguishing it from other isomers[1].

Definition

ChEBI: 3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)-9-phenanthrenyl]-1-propanol is a member of phenanthrenes.

in vivo

Pharmacokinetic data from rats of Halofantrine HCl under fasting conditions^[1]

Route	Dose (mg/kg)	Compound	AUC_0-∞ (mg·h/L)	Cl (mL/h/kg)	V_dss (L/kg)	V_dβ (L/kg)	t_1/2 (h)	C_max (ng/mL)	t_max (h)
i.v.	2; n=5	(-)-Halofantrine	5.02	199	3.22	4.64	16.8	/	/
(+)-Halofantrine	9.06	113	2.38	3.13	20.8	/	/
(±)-Halofantrine	14.1	143	3.53	3.60	18.0	/	/
p.o.	14; n=5	(-)-Halofantrine	5.49	/	/	/	16.6	556	2.20
(+)-Halofantrine	16.3	/	/	/	16.5	917	4.20
(±)-Halofantrine	22.5	/	/	/	16.4	1420	3.60

References

[1] Brocks DR, et al. Pharmacokinetics of halofantrine in the rat: stereoselectivity and interspecies comparisons. Biopharm Drug Dispos. 1999 Apr;20(3):165-9. DOI:10.1002/(sici)1099-081x(199904)20:3<165::aid-bdd170>3.0.co;2-z

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