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SML1542 Sigma-Aldrich

Sitamaquine tosylate

≥98% (HPLC)

Synonym: 6-Methoxy-8-(6-diethylaminohexylamine)-4-methylquinoline tosylate, N-[6-(Diethylamino)hexyl]-6-methoxy-4-methylquinolin-8-amine tosylate, N1,N1-Diethyl-N6-(6-methoxy-4-methyl-8-quinolinyl)-1,6-hexanediamine tosylate, NSC 2452, WR-6026

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Immune Cell Signaling and Blood,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   H2O: 15 mg/mL, clear
storage temp.   2-8°C
SMILES string   CC1=C(C=C(OC)C=C2NCCCCCCN(CC)CC)C2=NC=C1.CC3=CC=C(S(=O)(O)=O)C=C3
InChI   1S/C21H33N3O.C7H8O3S/c1-5-24(6-2)14-10-8-7-9-12-22-20-16-18(25-4)15-19-17(3)11-13-23-21(19)20;1-6-2-4-7(5-3-6)11(8,9)10/h11,13,15-16,22H,5-10,12,14H2,1-4H3;2-5H,1H3,(H,8,9,10)
InChI key   LOBPWLFCZDGYKW-UHFFFAOYSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Sitamaquine is also known as WR-6026. It is used in the treatment of visceral leishmaniasis.

Sitamaquine is an orally active 8-aminoquinoline analog that exhibit antiplasmodial and antileishmanial activities. Sitamaquine accumulates in Leishmania parasites. Sitamaquine potently inhibits respiratory chain complex II (succinate dehydrogenase), which leads to an apoptosis-like death of Leishmania parasites.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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