Name: Sitamaquine
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HIT ID:HIT218697084
Cas No:57695-04-2
Common Name:Sitamaquine
alias:WR-6026, WR6026
IUPAC:N-[6-(diethylamino)hexyl]-6-methoxy-4-methylquinolin-8-amine
IUPAC:N-[6-(diethylamino)hexyl]-6-methoxy-4-methylquinolin-8-amine
InChIKey:RVAKDGYPIVSYEU-UHFFFAOYSA-N

Molecular Formula:C21H33N3O
Molecular Weight:343.515
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:CCN(CC)CCCCCCNc1cc(OC)cc2c(C)ccnc12
SMILES:CCN(CC)CCCCCCNc1cc(OC)cc2c(C)ccnc12

Sitamaquine is an 8-aminoquinoline compound with potent antiparasitic activity, exhibiting an IC₅₀ of 29.2 µM against Leishmania donovani promastigotes and 8.04 µM against Babesia gibsoni in vitro. Its mechanism involves electrostatic interactions with anionic phospholipid head groups, followed by hydrophobic insertion of the aromatic ring into membrane acyl chains, enabling rapid accumulation in the parasite cytosol via diffusion along an electrical gradient. Research applications include probing membrane lipid interactions through biomimetic monolayer models and analyzing energy-dependent efflux mechanisms, as well as evaluating growth inhibition in protozoan parasites like Leishmania and Babesia species.

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