SML1542

Sitamaquine tosylate

≥98% (HPLC)

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₂₁H₃₃N₃O · C₇H₈O₃S
• CAS Number: 1019640-33-5
• Molecular Weight: 515.71
• MDL number: MFCD17392572
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825952
• NACRES: NA.77

Properties

• 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

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 Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3