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
CAS Number: 1019640-33-5
Empirical Formula (Hill Notation): C21H33N3O · C7H8O3S
Molecular Weight: 515.71
MDL Number: MFCD17392572
Linear Formula: C21H33N3O · C7H8O3S
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
white to beige |
| form |
powder |
| 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 |
| Quality Level |
100  |
| SMILES string |
CC1=C(C=C(OC)C=C2NCCCCCCN(CC)CC)C2=NC=C1.CC3=CC=C(S(=O)(O)=O)C=C3 |
| solubility |
H2O: 15 mg/mL, clear |
| storage temp. |
2-8°C |
| Biochem/physiol Actions: |
Sitamaquine is also known as WR-6026. It is used in the treatment of visceral leishmaniasis. |
| Biochem/physiol Actions: |
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. |
| Packaging: |
5, 25 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |
