File:Hydroxychloroquine.svg · Wikimedia Commons · See Wikimedia Commons
hydroxychloroquine
Sign in to saveAlso known as NSC4375, (+-)-hydroxychloroquine, 7-chloro-4-[5-(N-ethyl-N-2-hydroxyethylamino)-2-pentyl]aminoquinoline, 7-chloro-4-[4-(N-ethyl-N-beta-hydroxyethylamino)-1-methylbutylamino]quinoline, (±)-hydroxychloroquine, oxychlorochine, 2-({4-[(7-chloro-4-quinolyl)amino]pentyl}ethylamino)ethanol, 7-chloro-4-{4-[ethyl(2-hydroxyethyl)amino]-1-methylbutylamino}quinoline
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AI-generated from the Wikipedia summary — may contain errors.
Key facts
- Drug.ATC_suffix
- BA02
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 443862546
- Drug.image
- Hydroxychloroquine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.caption
- Skeletal formula of hydroxychloroquine
- Drug.image2
- Hydroxychloroquine-based-on-xtal-3D-bs-17.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 200
- Drug.caption2
- Ball-and-stick model of the hydroxychloroquine freebase molecule
- Drug.tradename
- Plaquenil, others
- Drug.MedlinePlus
- a601240
- Drug.DailyMedID
- Hydroxychloroquine
- Drug.pregnancy_AU
- D
- Drug.routes_of_administration
- By mouth (tablets)
- Drug.ATC_prefix
- P01
via Wikipedia infobox
Chemical data
- Formula
- C18H26ClN3O
- Molecular weight
- 335.9 g/mol
- IUPAC name
- 2-[4-[(7-chloroquinolin-4-yl)amino]pentyl-ethylamino]ethanol
- SMILES
- CCN(CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl)CCO
- InChIKey
- XXSMGPRMXLTPCZ-UHFFFAOYSA-N
- XLogP
- 3.6
- Polar surface area
- 48.4 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
12,447 papers- Hydroxychloroquine: A double‑edged sword (Review).ReviewMolecular medicine reports · 2025Huo R, Wei C, Yang Y et al.DOI: 10.3892/mmr.2025.13467
- Hydroxychloroquine and COVID-19: a Rheumatologist's Take on the Lessons Learned.ReviewCurrent allergy and asthma reports · 2021Udupa A, Leverenz D, Balevic SJ et al.DOI: 10.1007/s11882-020-00983-9
- Hydroxychloroquine as an Adjunct Therapy for Diabetes in Pregnancy.ReviewInternational journal of molecular sciences · 2024Basri NI, Murthi P, Abd Rahman RDOI: 10.3390/ijms25179681
- Will Hydroxychloroquine Still Be a Game-Changer for COVID-19 by Combining Azithromycin?ReviewFrontiers in immunology · 2020Li C, Cheng GDOI: 10.3389/fimmu.2020.01969
- Hydroxychloroquine as prophylaxis or treatment for COVID-19: What does the evidence say?ReviewIndian journal of public health · 2020Nina PB, Dash APDOI: 10.4103/ijph.IJPH_496_20
- Hydroxychloroquine Ocular Toxicity: A Comprehensive Review.ReviewThe Journal of rheumatology · 2026Sit M, Mason RH, Kaplan AJDOI: 10.3899/jrheum.2025-0127
- Hydroxychloroquine-related hyperpigmentation.Rheumatology (Oxford, England) · 2022Muller R, Jarrot PA, Kaplanski GDOI: 10.1093/rheumatology/keab352
- Taking hydroxychloroquine to heart.Journal of the American Academy of Dermatology · 2024Heymann WRDOI: 10.1016/j.jaad.2024.07.1477
via PubMed
Wikidata facts
- Mass
- 335.17644
Show 5 more facts
- chemical formula
- C₁₈H₂₆ClN₃O
- Commons category
- Hydroxychloroquine
- World Health Organisation international non-proprietary name
- hydroxychloroquine
- canonical SMILES
- CCN(CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl)CCO
- defined daily dose
- 0.516
Sources (11)
via Wikidata · CC0
~6 min read
Article
17 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Eyes
- Overdose
- Detection
- Interactions
- Pharmacology
- Pharmacokinetics
- Pharmacodynamics
- Mechanism of action
- History
- Chemical synthesis
- Manufacturing
- COVID-19
- References
- External links
{{Infobox drug | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 443862546 | image = Hydroxychloroquine.svg | image_class = skin-invert-image | width = 250 | alt = | caption = Skeletal formula of hydroxychloroquine | image2 = Hydroxychloroquine-based-on-xtal-3D-bs-17.png | image_class2 = bg-transparent | width2 = 200 | alt2 = | caption2 = Ball-and-stick model of the hydroxychloroquine freebase molecule
| pronounce = | tradename = Plaquenil, others | Drugs.com = | MedlinePlus = a601240 | DailyMedID = Hydroxychloroquine | pregnancy_AU = D | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth (tablets) | class = | ATCvet = | ATC_prefix = P01 | ATC_suffix = BA02 | ATC_supplemental =