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247912-76-1

247912-76-1 Structure

247912-76-1 Structure
IdentificationBack Directory
[Name]

Desethylchloroquine diphosphate salt
[CAS]

247912-76-1
[Synonyms]

Desethyl chloroquine diphosphate
Desethylchloroquine diphosphate salt
[Molecular Formula]

C16H25ClN3O4P
[MDL Number]

MFCD34469969
[MOL File]

247912-76-1.mol
[Molecular Weight]

389.82
Chemical PropertiesBack Directory
[storage temp. ]

4°C, protect from light, stored under nitrogen
[solubility ]

Soluble in DMSO
[form ]

Solid
[color ]

White to off-white
Hazard InformationBack Directory
[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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