Hydroxychloroquine sulfateProduct ingredient for Hydroxychloroquine
- Name
- Hydroxychloroquine sulfate
- Drug Entry
- Hydroxychloroquine
Hydroxychloroquine is a racemic mixture consisting of an R and S enantiomer.2 Hydroxychloroquine is an aminoquinoline like chloroquine.13 It is a commonly prescribed medication in the treatment of uncomplicated malaria, rheumatoid arthritis, chronic discoid lupus erythematosus, and systemic lupus erythematosus.13 Hydroxychloroquine is also used for the prophylaxis of malaria in regions where chloroquine resistance is unlikely.13 It was developed during World War II as a derivative of quinacrine with less severe side effects.6 Chloroquine and hydroxychloroquine are both being investigated for the treatment of SARS-CoV-2.7
The FDA emergency use authorization for hydroxychloroquine and chloroquine in the treatment of COVID-19 was revoked on 15 June 2020.14
Hydroxychloroquine was granted FDA approval on 18 April 1955.13
A recent study reported a fatality in the group being treated with hydroxychloroquine for COVID-19.10
- Accession Number
- DBSALT000096
- Structure
- Synonyms
- Not Available
- UNII
- 8Q2869CNVH
- CAS Number
- 747-36-4
- Weight
- Average: 433.95
Monoisotopic: 433.143819418 - Chemical Formula
- C18H28ClN3O5S
- InChI Key
- JCBIVZZPXRZKTI-UHFFFAOYSA-N
- InChI
- InChI=1S/C18H26ClN3O.H2O4S/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18;1-5(2,3)4/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21);(H2,1,2,3,4)
- IUPAC Name
- 2-({4-[(7-chloroquinolin-4-yl)amino]pentyl}(ethyl)amino)ethan-1-ol; sulfuric acid
- SMILES
- OS(O)(=O)=O.CCN(CCO)CCCC(C)NC1=C2C=CC(Cl)=CC2=NC=C1
- External Links
- PubChem Compound
- 12947
- ChemSpider
- 12410
- BindingDB
- 50247975
- ChEBI
- 629987
- ChEMBL
- CHEMBL1690
- Wikipedia
- Hydroxychloroquine
- Predicted Properties
Property Value Source Water Solubility 0.0261 mg/mL ALOGPS logP 3.87 ALOGPS logP 2.89 Chemaxon logS -4.1 ALOGPS pKa (Strongest Acidic) 15.59 Chemaxon pKa (Strongest Basic) 9.76 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 48.39 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 97.97 m3·mol-1 Chemaxon Polarizability 38.28 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon