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1476-52-4

1476-52-4 structure
1476-52-4 structure
  • Name: Desethyl Chloroquine
  • Chemical Name: Desethyl Chloroquine
  • CAS Number: 1476-52-4
  • Molecular Formula: C16H22ClN3
  • Molecular Weight: 291.81900
  • Catalog: analytical chemistry Standard Pharmacopoeia Standards and Magazine Standards
  • Create Date: 2019-02-05 17:40:41
  • Modify Date: 2024-01-02 17:11:20
  • Desethyl chloroquine is a major desethyl metabolite of Chloroquine. Chloroquine diphosphate is an inhibitor of autophagy and toll-like receptors (TLRs). Desethyl chloroquine possesses antiplasmodic activity[1][2].

Name Desethyl Chloroquine
Synonyms Chloroquine Related Compound D
4-N-(7-chloroquinolin-4-yl)-1-N-ethylpentane-1,4-diamine
7-Chloro-4-{[4-(ethylamino)-1-methylbutyl]amino}quinoline,Monodesethylchloroqu​ine
Description Desethyl chloroquine is a major desethyl metabolite of Chloroquine. Chloroquine diphosphate is an inhibitor of autophagy and toll-like receptors (TLRs). Desethyl chloroquine possesses antiplasmodic activity[1][2].
Related Catalog
In Vitro 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]. 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.

[3]. 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.

Density 1.138g/cm3
Boiling Point 451.7ºC at 760mmHg
Melting Point 94-97?C
Molecular Formula C16H22ClN3
Molecular Weight 291.81900
Flash Point 227ºC
Exact Mass 291.15000
PSA 36.95000
LogP 4.54220
Vapour Pressure 2.38E-08mmHg at 25°C
Index of Refraction 1.602
Storage condition -20°C Freezer
RIDADR NONH for all modes of transport
HS Code 2933499090

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1476-52-4 structure

1476-52-4

Literature: Journal of the American Chemical Society, , vol. 68, p. 1224

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1476-52-4 structure

1476-52-4

Literature: European Journal of Clinical Pharmacology, , vol. 59, # 5-6 p. 429 - 442

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1476-52-4 structure

1476-52-4

Literature: Journal of the American Chemical Society, , vol. 68, p. 1224
Precursor  3

DownStream  0

HS Code 2933499090
Summary 2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%