U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H26ClN3O
Molecular Weight 335.872
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYDROXYCHLOROQUINE, (R)-

SMILES

CCN(CCO)CCC[C@@H](C)NC1=CC=NC2=C1C=CC(Cl)=C2

InChI

InChIKey=XXSMGPRMXLTPCZ-CQSZACIVSA-N
InChI=1S/C18H26ClN3O/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/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)/t14-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhibition of HIV-1 replication by hydroxychloroquine: mechanism of action and comparison with zidovudine.
1996 Nov-Dec
Frequency of adverse drug reactions in patients with systemic lupus erythematosus.
2003 Mar
Clinical outcome of patients with subcutaneous panniculitis-like T-cell lymphoma.
2005 May
Can HMG Co-A reductase inhibitors ("statins") slow the progression of age-related macular degeneration? The age-related maculopathy statin study (ARMSS).
2008
Retinal toxicity secondary to Plaquenil therapy.
2008 Feb
[Chilblain lupus in an adolescent].
2008 Jul-Sep
Long-Term Alendronate Use Not without Consequences?
2009
[Combined basic therapy of rheumatoid arthritis with methotrexate and plaquenil].
2009
Analysis of skewed X-chromosome inactivation in females with rheumatoid arthritis and autoimmune thyroid diseases.
2009
Autoimmune retinopathy in systemic lupus erythematosus: histopathologic features.
2009 Apr 28
Multiparameter phospho-flow analysis of lymphocytes in early rheumatoid arthritis: implications for diagnosis and monitoring drug therapy.
2009 Aug 20
Using multifocal ERG ring ratios to detect and follow Plaquenil retinal toxicity: a review : Review of mfERG ring ratios in Plaquenil toxicity.
2009 Feb
Vimentin compartmentalization in discoid lupus.
2010 Feb
Mitral valve surgery for mitral regurgitation caused by Libman-Sacks endocarditis: a report of four cases and a systematic review of the literature.
2010 Mar 23
Spectral domain optical coherence tomography as an effective screening test for hydroxychloroquine retinopathy (the "flying saucer" sign).
2010 Oct 21
Name Type Language
HYDROXYCHLOROQUINE, (R)-
Common Name English
ETHANOL, 2-(((4R)-4-((7-CHLORO-4-QUINOLINYL)AMINO)PENTYL)ETHYLAMINO)-
Systematic Name English
HYDROXYCHLOROQUINE, (-)-
Common Name English
ETHANOL, 2-((4-((7-CHLORO-4-QUINOLINYL)AMINO)PENTYL)ETHYLAMINO)-, (R)-
Common Name English
(R)-(-)-HYDROXYCHLOROQUINE
Common Name English
(R)-HYDROXYCHLOROQUINE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID70160180
Created by admin on Sat Dec 16 06:43:28 GMT 2023 , Edited by admin on Sat Dec 16 06:43:28 GMT 2023
PRIMARY
CAS
137433-23-9
Created by admin on Sat Dec 16 06:43:28 GMT 2023 , Edited by admin on Sat Dec 16 06:43:28 GMT 2023
PRIMARY
PUBCHEM
178395
Created by admin on Sat Dec 16 06:43:28 GMT 2023 , Edited by admin on Sat Dec 16 06:43:28 GMT 2023
PRIMARY
FDA UNII
70MN4ZH123
Created by admin on Sat Dec 16 06:43:28 GMT 2023 , Edited by admin on Sat Dec 16 06:43:28 GMT 2023
PRIMARY