ChemicalBook CAS DataBase List 247912-76-1

247912-76-1

Name	Desethylchloroquine diphosphate salt
CAS	247912-76-1
Molecular Formula	C16H25ClN3O4P
MDL Number	MFCD34469969
Molecular Weight	389.82
MOL File	247912-76-1.mol

Chemical Properties

storage temp.	4°C, protect from light, stored under nitrogen
solubility	Soluble in DMSO
form	Solid
color	White to off-white

Hazard Information

Uses

Desethyl chloroquine diphosphate is a major desethyl metabolite of Chloroquine. Chloroquine diphosphate is an inhibitor of autophagy and toll-like receptors (TLRs). Desethyl chloroquine diphosphate possesses antiplasmodic activity[1][2].

in vivo

Intraperitoneal injections of Chloroquine are administered to wild-type and Huntington's disease (Q175/Q175) mice. LC-MS/MS is used to compare the levels Chloroquine and its metabolites in blood, brain and muscle tissue. Concentrations of Chloroquine are lower (5-15M), but more stable in brain tissue compared to blood or muscle between 4 and 24 hours after the last dose. Levels of the active Chloroquine metabolite Desethyl chloroquine decreased in muscle and blood over the 24 hour post-injection period, while brain Desethyl chloroquine levels are lower and rose slightly over the same time frame^[3].

IC 50

Plasmodium; TLRs

storage

4°C, protect from light, stored under nitrogen

References

[1] Ajayi FO, et al. Comparison of the partitioning in vitro of chloroquine and its desethyl metabolites between the erythrocytes and plasma of healthy subjects and those with falciparum malaria. Afr J Med Med Sci. 1989 Jun;18(2):95-100. PMID:2547293
[2] Vodicka P, et al. Assessment of chloroquine treatment for modulating autophagy flux in brain of WT and HD mice. J Huntingtons Dis. 2014;3(2):159-74. DOI:10.3233/JHD-130081
[3] Said A, et al. Chloroquine promotes IL-17 production by CD4+ T cells via p38-dependent IL-23 release by monocyte-derived Langerhans-like cells. J Immunol. 2014 Dec 15;193(12):6135-43. DOI:10.4049/jimmunol.1303276

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