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.

CHEBI:36683 CHEBI:36683
CHEBI:36709 CHEBI:36709
CHEBI:50995 CHEBI:50995
CHEBI:50996 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

Equivalent identifiers for this same structure in other resources.

cas:54-05-7
drugbank:DB00608
drugcentral:607
gmelin:781126
hmdb:HMDB0014746
kegg.compound:C07625
kegg.drug:D02366
lincs.smallmolecule:LSM-1901
patent:DE683692
patent:US2233970
pdb-ccd:CLQ
reaxys:482809
wikipedia.en:Chloroquine

Activity roles

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

CHEBI:149553 CHEBI:149553
CHEBI:38068 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

Provenance

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