Chloroquine sulfateProduct ingredient for Chloroquine

Name
Chloroquine sulfate
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The FDA emergency use authorization for hydroxychloroquine and chloroquine in the treatment of COVID-19 was revoked on 15 June 2020.21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
DBSALT002244
Structure
Synonyms
Not Available
UNII
OE48649K6N
CAS Number
132-73-0
Weight
Average: 417.95
Monoisotopic: 417.1489053
Chemical Formula
C18H28ClN3O4S
InChI Key
OJPWHUOVKVKBQB-UHFFFAOYSA-N
InChI
InChI=1S/C18H26ClN3.H2O4S/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;1-5(2,3)4/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);(H2,1,2,3,4)
IUPAC Name
7-chloro-N-[5-(diethylamino)pentan-2-yl]quinolin-4-amine; sulfuric acid
SMILES
OS(O)(=O)=O.CCN(CC)CCCC(C)NC1=CC=NC2=CC(Cl)=CC=C12
ChemSpider
82570
ChEBI
50178
ChEMBL
CHEMBL2095223
Predicted Properties
PropertyValueSource
Water Solubility0.0175 mg/mLALOGPS
logP5.28ALOGPS
logP3.93Chemaxon
logS-4.3ALOGPS
pKa (Strongest Basic)10.32Chemaxon
Physiological Charge2Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area28.16 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity96.42 m3·mol-1Chemaxon
Polarizability37.29 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon