hydroxychloroquine

CHEBI:5801 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An aminoquinoline that is chloroquine in which one of the N-ethyl groups is hydroxylated at position 2. An antimalarial with properties similar to chloroquine that acts against erythrocytic forms of malarial parasites, it is mainly used as the sulfate salt for the treatment of lupus erythematosus, rheumatoid arthritis, and light-sensitive skin eruptions. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• Label unavailable CHEBI:15734
• Label unavailable CHEBI:36683
• Label unavailable CHEBI:36709
• Label unavailable CHEBI:50995
• Label unavailable CHEBI:50996

Chemical structure

SMILES

CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12

InChI

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)

Also called

• Polirreumin (BRAND_NAME)— chebi
• hidroxicloroquina (INN)— chebi
• hydroxychloroquinum (INN)— chebi
• 2-[{4-[(7-chloroquinolin-4-yl)amino]pentyl}(ethyl)amino]ethanol (EXACT_SYNONYM)— chebi
• (±)-hydroxychloroquine (EXACT_SYNONYM)— chebi
• 2-((4-((7-chloro-4-quinolyl)amino)pentyl)ethylamino)ethanol (EXACT_SYNONYM)— chebi
• 2-(N-(4-(7-chlor-4-chinolylamino)-4-methylbutyl)ethylamino)ethanol (EXACT_SYNONYM)— chebi
• 7-chloro-4-(4-(N-ethyl-N-β-hydroxyethylamino)-1-methylbutylamino)quinoline (EXACT_SYNONYM)— chebi
• 7-chloro-4-(4-(ethyl(2-hydroxyethyl)amino)-1-methylbutylamino)quinoline (EXACT_SYNONYM)— chebi
• 7-chloro-4-[4-(N-ethyl-N-β-hydroxyethylamino)-1-methylbutylamino]quinoline (EXACT_SYNONYM)— chebi
• 7-chloro-4-[5-(N-ethyl-N-2-hydroxyethylamino)-2-pentyl]aminoquinoline (EXACT_SYNONYM)— chebi
• NSC4375 (EXACT_SYNONYM)— chebi
• oxichlorochine (EXACT_SYNONYM)— chebi
• oxichloroquine (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

• cas:118-42-3
• hmdb:HMDB0015549
• kegg.compound:C07043
• lincs.smallmolecule:LSM-5193
• reaxys:253894

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

• drugbank:DB01611
• drugcentral:1395
• kegg.drug:D08050

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

• patent:US2546658
• wikipedia.en:Hydroxychloroquine

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• anticoronaviral agent CHEBI:149553
• antimalarial CHEBI:38068

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-09-02 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

6. RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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