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SMB00963

Sigma-Aldrich

Desethylchloroquine

≥95% (HPLC)

Synonyme(s) :

7-Chloro-4-{[4-(ethylamino)-1-methylbutyl]amino}quinoline, 4-[[1-Methyl-4-((ethylamino)butyl]amino)]-7-chloroquinoline, 7-Chloro-4-(4-N-ethylamino-1-methylbutylamino)quinoline, N-Desethyl chloroquine, N-Desethylchloroquine, N4-(7-Chloro-4-quinolinyl)-N1-ethyl-1,4-pentanediamine, Monodeethylchloroquine, Monodesethylchloroqu​ine

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About This Item

Formule empirique (notation de Hill):
C16H22ClN3
Numéro CAS:
1476-52-4
Poids moléculaire :
291.82
Numéro MDL:
MFCD00871808
Code UNSPSC :
41116107
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Niveau de qualité

200

Qualité

research grade

Pureté

≥95% (HPLC)

Forme

powder or crystals

Technique(s)

HPLC: suitable

Couleur

white to off-white

Conditions d'expédition

wet ice

Température de stockage

2-8°C

Chaîne SMILES 

ClC(C=C1)=CC2=C1C(NC(CCCNCC)C)=CC=N2

InChI

1S/C16H22ClN3/c1-3-18-9-4-5-12(2)20-15-8-10-19-16-11-13(17)6-7-14(15)16/h6-8,10-12,18H,3-5,9H2,1-2H3,(H,19,20)

Clé InChI

MCYUUUTUAAGOOT-UHFFFAOYSA-N

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Description générale

Desethylchloroquine is a metabolite of hydroxychloroquine and chloroquine. Hydroxychloroquine and chloroquine have antimalarial properties and are used as a therapeutic for rheumatoid arthritis (RA), systemic lupus erythematosus (SLE) and other inflammatory rheumatic diseases. They have also been in the spotlight due to their activity on patients with COVID-19, the disease caused by the SARS-CoV-2 virus. Hydroxychloroquine and chloroquine interfere with lysosomal activity and autophagy, interact with membrane stability and alter signalling pathways and transcriptional activity, which can result in modulation of cytokine production. Their mode of action is still emerging and their metabolism is of great interest.

Application

Application: Metabolomics research

Autres remarques

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Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000257597
SLCJ0926

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Consulter la Bibliothèque de documents

Karnrawee Kaewkhao et al.
Bioanalysis, 11(5), 333-347 (2019-03-16)
Chloroquine is an antimalarial drug used in the treatment of Plasmodium vivax malaria. Three methods to quantify chloroquine and its metabolite in blood matrices were developed and validated. Methodology & results: Different high-throughput extraction techniques were used to recover the
Gaëlle Noé et al.
Therapeutic drug monitoring, 41(4), 476-482 (2019-02-27)
Hydroxychloroquine (HCQ) is approved for the treatment of systemic lupus erythematosus (SLE). Therapeutic drug monitoring of HCQ is necessary to detect nonadherence and to improve treatment efficacy in patients with SLE. Liquid chromatographic-tandem mass spectroscopy and high performance liquid chromatography
Yingshan Han et al.
Journal of medical virology, 91(7), 1182-1190 (2019-02-26)
Studies aimed at repurposing existing drugs revealed that some antimalarial compounds possess anti-Zika virus (anti-ZIKV) activity. Here, we further tested 14 additional antimalarial drugs and their metabolites or analogs for anti-ZIKV activity using a phenotypic screening approach. We identified four

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