C6628

Chloroquine diphosphate salt

powder or crystals, 98.5-101.0% (EP)

• Synonym(s): N4-(7-chloroquinolin-4-yl)-N1,N1-diethylpentane-1,4-diamine diphosphate, N⁴-(7-Chloro-4-quinolinyl)-N¹,N¹-dimethyl-1,4-pentanediamine diphosphate salt
• Empirical Formula (Hill Notation): C₁₈H₂₆ClN₃ · 2H₃PO₄
• CAS Number: 50-63-5
• Molecular Weight: 515.86
• Beilstein: 4223142
• EC Number: 200-055-2
• MDL number: MFCD00069852
• PubChem Substance ID: 24278090
• NACRES: NA.77

Properties

• Quality Level: 200
• assay: 98.5-101.0% (EP)
• form: powder or crystals
• mp: 192-198 °C
• antibiotic activity spectrum: parasites
• Mode of action: enzyme | inhibits
• SMILES string: OP(O)(O)=O.OP(O)(O)=O.CCN(CC)CCCC(C)Nc1ccnc2cc(Cl)ccc12
• InChI: 1S/C18H26ClN3.2H3O4P/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;2*1-5(2,3)4/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);2*(H3,1,2,3,4)
• InChI key: QKICWELGRMTQCR-UHFFFAOYSA-N
• Gene Information: human ... ABCC1(4363)

Description

General description

Chloroquine is a member of quinolone family and is a weak intercalating agent. Chloroquine is used for treating amebiasis, rheumatoid arthritis, discoid and systemic lupus erythematosus.

Application

DNA intercalator. Also used to increase transfection efficiency.
Chloroquine diphosphate salt has been used :

• in in vitro antiplasmodial assays
• in transfection and infection assays
• in autophagy inhibition
• in differentiation of induced pluripotent stem (iPS) cells into cardiomyocytes
• in flow treatment of infected blood

Packaging

25, 50, 100, 250 g in glass bottle

Biochem/physiol Actions

Standard anti-malarial drug. Substrate for MRP in multidrug resistant cell line and inhibits photoaffinity labeling of MRP by quinoline-based photoactive drug IAAQ (N-[4-[1-hydroxy-2-(dibutylamino)ethyl]quinolin-8-yl]-4-azidosalicylamide).

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves