247912-76-1

247912-76-1 structure

Name: Desethyl chloroquine diphosphate
Chemical Name: 4-N-(7-chloroquinolin-4-yl)-1-N-ethylpentane-1,4-diamine,phosphoric acid
CAS Number: 247912-76-1
Molecular Formula: C₁₆H₂₈ClN₃O₈P₂
Molecular Weight: 487.80900
Catalog: Signaling Pathways Autophagy Autophagy
Create Date: 2017-08-27 12:22:14
Modify Date: 2025-08-25 19:53:06
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].

Name	4-N-(7-chloroquinolin-4-yl)-1-N-ethylpentane-1,4-diamine,phosphoric acid
Synonyms	1,4-Pentanediamine,N4-(7-chloro-4-quinolinyl)-N1-ethyl-,phosphate (1:2)

Description	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].
Related Catalog	Signaling Pathways >> Immunology/Inflammation >> Toll-like Receptor (TLR) Research Areas >> Infection Signaling Pathways >> Autophagy >> Autophagy
Target	P. falciparum[1]
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].
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. [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. [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.

Molecular Formula	C₁₆H₂₈ClN₃O₈P₂
Molecular Weight	487.80900
Exact Mass	487.10400
PSA	212.09000
LogP	2.68500

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