chloroquine

CHEBI:3638 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

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

Chemical structure

Computed structure properties
Molecular formula	C18H26ClN3
Charge	0
Average mass	319.88 Da
Monoisotopic mass	319.18153 Da
Source	ChEBI
InChIKey	WHTVZRBIWZFKQO-UHFFFAOYSA-N

SMILES

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

InChI

InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)

Also called

Aralen (BRAND_NAME)— chebi
Artrichin (BRAND_NAME)— chebi
Bemaphate (BRAND_NAME)— chebi
Capquin (BRAND_NAME)— chebi
Nivaquine B (BRAND_NAME)— chebi
Resoquine (BRAND_NAME)— chebi
Reumachlor (BRAND_NAME)— chebi
Sanoquin (BRAND_NAME)— chebi
chloroquinum (INN)— chebi
cloroquina (INN)— chebi
N4-(7-chloroquinolin-4-yl)-N1,N1-diethylpentane-1,4-diamine (EXACT_SYNONYM)— chebi
Chlorochin (EXACT_SYNONYM)— chebi
Chloroquine (EXACT_SYNONYM)— chebi
N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-1,4-pentanediamine (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.

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.

Patents and articles

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

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.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:3638`	chloroquine	`antibioticmech:chebi-bdf17e66d8`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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).

Explore across X-Mech: MediaIngredientMech (chloroquine) · CultureMech · NaturalProductMech · PathwayMech · TraitMech