Cletoquine

Names

[ Name ]:
Cletoquine

[Synonym ]:
Cletoquine [INN:BAN]
GNF-Pf-1952
2-({4-[(7-chloroquinolin-4-yl)amino]pentyl}amino)ethanol
Cletoquine
Cletoquina
Cletochina
Desethylhydroxychloroquine
Cletoquinum
Cletochina [DCIT]

Biological Activity

[Description]:

Cletoquine (Desethylhydroxychloroquine) is a major active metabolite of Hydroxychloroquine. Cletoquine is produced in the liver by CYP2D6, CYP3A4, CYP3A5, and CYP2C8 isoenzymes. Cletoquine is also a Chloroquine derivative and has the ability to against the chikungunya virus (CHIKV). Cletoquine has antimalarial effects and has the potential for autoimmune diseases treatment[1][2].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

[Target]

Chikungunya virus (CHIKV)[2]

[In Vivo]

Hydroxychloroquine (5 mg/kg intravenously) is administered to BALB/c mice for blood and tissue to determine the content of Cletoquine (Desethylhydroxychloroquine). The tissue to blood concentration ratio (Kp) is ≥1, indicating accumulation of Cletoquine in tissues. The Cletoquine Kp ratio for the various tissues are observed in the descending order of liver (114.3)>kidney (24.4)>spleen (19.3)>lungs (16.5)>heart (5.5)[3].

[References]

[1]. Kumar M, et al. Molecular docking studies of chloroquine and its derivatives against P23pro-zbd domain of chikungunya virus: Implication in designing of novel therapeutic strategies. J Cell Biochem. 2019 Oct;120(10):18298-18308.

[2]. Charlier B, et al. Development of a novel ion-pairing HPLC-FL method for the separation and quantification of hydroxychloroquine and its metabolites in whole blood. Biomed Chromatogr. 2018 Aug;32(8):e4258.

[3]. Chhonker YS, et al. Simultaneous quantitation of hydroxychloroquine and its metabolites in mouse blood and tissues using LC-ESI-MS/MS: An application for pharmacokinetic studies. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Jan 1;1072:320-327.

Chemical & Physical Properties

[ Density]:
1.212 g/cm3

[ Boiling Point ]:
514.7ºC at 760 mmHg

[ Molecular Formula ]:
C₁₆H₂₂ClN₃O

[ Molecular Weight ]:
307.81800

[ Flash Point ]:
265.1ºC

[ Exact Mass ]:
307.14500

[ PSA ]:
57.18000

[ LogP ]:
3.51460

[ Index of Refraction ]:
1.623

Safety Information

[ HS Code ]:
2933499090

Customs

[ 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%