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CHEBI:2674 - amodiaquine

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ChEBI Name amodiaquine
ChEBI ID CHEBI:2674
Definition A quinoline having a chloro group at the 7-position and an aryl amino group at the 4-position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H22ClN3O
Net Charge 0
Average Mass 355.86100
Monoisotopic Mass 355.145
InChI InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)
InChIKey OVCDSSHSILBFBN-UHFFFAOYSA-N
SMILES CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O
Roles Classification
Biological Role(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
drug allergen
Any drug which causes the onset of an allergic reaction.
EC 2.1.1.8 (histamine N-methyltransferase) inhibitor
An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of histamine N-methyltransferase (EC 2.1.1.8).
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
drug allergen
Any drug which causes the onset of an allergic reaction.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing amodiaquine (CHEBI:2674) has role antimalarial (CHEBI:38068)
amodiaquine (CHEBI:2674) has role drug allergen (CHEBI:88188)
amodiaquine (CHEBI:2674) has role EC 2.1.1.8 (histamine N-methyltransferase) inhibitor (CHEBI:110725)
amodiaquine (CHEBI:2674) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
amodiaquine (CHEBI:2674) has role prodrug (CHEBI:50266)
amodiaquine (CHEBI:2674) is a aminoquinoline (CHEBI:36709)
amodiaquine (CHEBI:2674) is a organochlorine compound (CHEBI:36683)
amodiaquine (CHEBI:2674) is a phenols (CHEBI:33853)
amodiaquine (CHEBI:2674) is a secondary amino compound (CHEBI:50995)
amodiaquine (CHEBI:2674) is a tertiary amino compound (CHEBI:50996)
amodiaquine (CHEBI:2674) is conjugate base of amodiaquine(1+) (CHEBI:131327)
Incoming amodiaquine hydrochloride (CHEBI:50652) has part amodiaquine (CHEBI:2674)
amodiaquine(1+) (CHEBI:131327) is conjugate acid of amodiaquine (CHEBI:2674)
IUPAC Name
4-[(7-chloroquinolin-4-yl)amino]-2-[(diethylamino)methyl]phenol
INNs Sources
amodiaquina ChemIDplus
amodiaquine ChEBI
amodiaquinum ChemIDplus
Synonym Source
Amodiaquine KEGG COMPOUND
Database Links Databases
Amodiaquine Wikipedia
C07626 KEGG COMPOUND
CQA PDBeChem
D02922 KEGG DRUG
DB00613 DrugBank
LSM-4042 LINCS
US2474821 Patent
View more database links
Registry Numbers Types Sources
300962 Reaxys Registry Number Reaxys
300962 Beilstein Registry Number Beilstein
86-42-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
08 April 2016