CAS 68121-48-2

Chloroquine N-oxide

Description:

Chloroquine N-oxide is a derivative of chloroquine, primarily known for its use as an antimalarial agent. It is characterized by its chemical structure, which includes a 4-aminoquinoline core with an N-oxide functional group. This modification enhances its solubility and alters its pharmacological properties compared to chloroquine. Chloroquine N-oxide exhibits antimalarial activity, although its efficacy may differ from that of its parent compound. The substance is typically a solid at room temperature and is soluble in polar solvents. Its mechanism of action involves interference with the heme detoxification process in the malaria parasite, leading to the accumulation of toxic heme. Additionally, chloroquine N-oxide has been studied for potential antiviral properties, particularly against certain viruses. Safety and toxicity profiles are essential considerations in its use, as with any pharmacologically active compound. Overall, chloroquine N-oxide represents an important compound in the study of antimalarial therapies and potential antiviral applications.

Formula: C₁₈H₂₆ClN₃O

InChI: InChI=1S/C18H26ClN3O/c1-4-22(23,5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)

InChI key: InChIKey=HPVLZIVCPLRCAH-UHFFFAOYSA-N

SMILES: N(C(CCCN(CC)(CC)=O)C)C=1C2=C(N=CC1)C=C(Cl)C=C2

Synonyms:

• 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, N1-oxide
• Chloroquine N-oxide

Chloroquine Phosphate EP Impurity D (Chloroquine USP Related Compound G (Free Form))

CAS: 68121-48-2

Formula: C₁₈H₂₆ClN₃O

Molecular weight: 335.88

Ref: 4Z-C-9215

Chloroquine N-Oxide

Controlled Product

CAS: 68121-48-2

Applications Chloroquine N-oxide is a metabolite of Chloroquine (C379965), a standard anti-malarial drug. Substrate for MRP in multidrug resistant cell line and inhibits photoaffinity labelling of MRP by quinoline-based photoactive drug IAAQ.
References Luthman, H., et al.: Nucleic Acids Res., 11, 1295 (1983), Vezmar, M., et al.: Biochem. Pharmacol., 56, 733 (1998), Krajewski, W.A., et al.: J. Biomol. Struct. Dyn., 16, 1097 (1999),

Formula: C₁₈H₂₆ClN₃O

Color and Shape: Neat

Molecular weight: 335.872

Ref: TR-C542620

Chloroquine N-oxide

CAS: 68121-48-2

Chloroquine N-oxide is an analog of Chloroquine that acts as a potent kinase inhibitor. It has been shown to have anticancer properties and can induce apoptosis in cancer cells. Chloroquine N-oxide has been found to be effective against a variety of human tumors, including lung, breast, and colon cancers. This drug inhibits the activity of hepcidin, a protein involved in iron metabolism, which may contribute to its anticancer effects. Additionally, Chloroquine N-oxide has been detected in the urine of Chinese patients with cancer who were treated with this drug. This suggests that it may have potential as an anticancer agent for humans.

Formula: C₁₈H₂₆ClN₃O

Purity: Min. 95%

Molecular weight: 335.9 g/mol

Ref: 3D-TCA12148

Chloroquine Phosphate - Impurity D

CAS: 68121-48-2

Formula: C₁₈H₂₆ClN₃O

Molecular weight: 335.88

Ref: ST-EA-CP-C69008