Chemical substance record

Chloroquine

54-05-7C₁₈H₂₆ClN₃319.88 g/mol

Organic/Inorganic Small MoleculeChEBI source record

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

Safety references

Safety documents & references

Supplier matching matters

Find the safety document for your specific supplier, product number and grade.

Find a product-specific SDS

Search SDS PDFs Sigma-Aldrich Thermo Fisher

Safety guides and government classification records are not a manufacturer’s SDS. Match supplier, product number, concentration, physical form, region and revision before using a document.

Identity & molecular properties

Source-linked values

CAS number	54-05-7	ChEBI ↗
Molecular formula	C₁₈H₂₆ClN₃	ChEBI ↗
Molar mass	319.88 g/mol	ChEBI ↗
Monoisotopic mass	319.18153 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:3638	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	319.9 g/mol	PubChem ↗
Exact mass	319.1815255 Da	PubChem ↗
Computed XLogP	4.6	PubChem ↗
Topological polar surface area (Å²)	28.2	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	3	PubChem ↗
Rotatable bonds	8	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier

Source preferred name

chloroquine

IUPAC name

N(4)-(7-chloroquinolin-4-yl)-N(1),N(1)-diethylpentane-1,4-diamine

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)

Names & synonyms

AralenArtrichinBemaphateCapquinchloroquinumcloroquinaN(4)-(7-chloroquinolin-4-yl)-N(1),N(1)-diethylpentane-1,4-diamineNivaquine BResoquineReumachlorSanoquin

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

organochlorine compoundChEBI parent class · 36683 ↗aminoquinolineChEBI parent class · 36709 ↗secondary amino compoundChEBI parent class · 50995 ↗tertiary amino compoundChEBI parent class · 50996 ↗

organochlorine compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

anticoronaviral agentantiviral agentantineoplastic agentantirheumatic drugantimalarialdermatologic druganti-HIV agentanti-anaemic agentautophagy inhibitor

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00312617 mol

Uses 319.88 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 18 atoms

67.59%

N

Nitrogen · 3 atoms

13.14%

Cl

Chlorine · 1 atom

11.08%

H

Hydrogen · 26 atoms

8.19%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Efficacy of chloroquine in febrile Plasmodium falciparum infected children in Mewat region of Haryana. ↗The Journal of communicable diseases · 2000 Jun · PMID 11198399

Chloroquine ototoxicity. ↗Clinical rheumatology · 2007 Nov · PMID 17594118

DE683692 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

US2233970 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

Search PubMed Google Scholar

Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:3638

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 2719 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

How this record was assembled Suggest a correction