Chloroquine hydrochlorideProduct ingredient for Chloroquine
- Name
- Chloroquine hydrochloride
- Drug Entry
- Chloroquine
Chloroquine is an aminoquinolone derivative first developed in the 1940s for the treatment of malaria.4 It was the drug of choice to treat malaria until the development of newer antimalarials such as pyrimethamine, artemisinin, and mefloquine.17 Chloroquine and its derivative hydroxychloroquine have since been repurposed for the treatment of a number of other conditions including HIV, systemic lupus erythematosus, and rheumatoid arthritis.18
The FDA emergency use authorization for hydroxychloroquine and chloroquine in the treatment of COVID-19 was revoked on 15 June 2020.21
Chloroquine was granted FDA Approval on 31 October 1949.20
- Accession Number
- DBSALT001317
- Structure
Structure for Chloroquine hydrochloride (DBSALT001317)
- Synonyms
- Chloroquine HCl
- UNII
- NT0J0815S5
- CAS Number
- 3545-67-3
- Weight
- Average: 392.79
Monoisotopic: 391.134881 - Chemical Formula
- C18H28Cl3N3
- InChI Key
- PCFGECQRSMVKCC-UHFFFAOYSA-N
- InChI
- InChI=1S/C18H26ClN3.2ClH/c1-4-22(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);2*1H
- IUPAC Name
- 7-chloro-N-[5-(diethylamino)pentan-2-yl]quinolin-4-amine dihydrochloride
- SMILES
- Cl.Cl.CCN(CC)CCCC(C)NC1=CC=NC2=CC(Cl)=CC=C12
- External Links
- ChemSpider
- 75639
- ChEMBL
- CHEMBL4297165
- Wikipedia
- Chloroquine
- Predicted Properties
Property Value Source Water Solubility 0.0175 mg/mL ALOGPS logP 5.28 ALOGPS logP 3.93 Chemaxon logS -4.3 ALOGPS pKa (Strongest Basic) 10.32 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 28.16 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 96.42 m3·mol-1 Chemaxon Polarizability 37.29 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon