CHEBI:47619 - piclamilast

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ChEBI Name piclamilast
ChEBI ID CHEBI:47619
Definition A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 3-(cyclopentyloxy)-4-methoxybenzoic acid with the primary amino group of 3,5-dichloropyridin-4-amine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H18Cl2N2O3
Net Charge 0
Average Mass 381.25300
Monoisotopic Mass 380.06945
InChI InChI=1S/C18H18Cl2N2O3/c1-24-15-7-6-11(8-16(15)25-12-4-2-3-5-12)18(23)22-17-13(19)9-21-10-14(17)20/h6-10,12H,2-5H2,1H3,(H,21,22,23)
InChIKey RRRUXBQSQLKHEL-UHFFFAOYSA-N
SMILES COc1ccc(cc1OC1CCCC1)C(=O)Nc1c(Cl)cncc1Cl
Roles Classification
Biological Role(s): phosphodiesterase IV inhibitor
An EC 3.1.4.53 (3',5'-cyclic-AMP phosphodiesterase) inhibitor that specifically blocks the action of phosphodiesterase IV.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
anti-asthmatic drug
A drug used to treat asthma.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
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ChEBI Ontology
Outgoing piclamilast (CHEBI:47619) has role anti-asthmatic drug (CHEBI:49167)
piclamilast (CHEBI:47619) has role anti-inflammatory agent (CHEBI:67079)
piclamilast (CHEBI:47619) has role bronchodilator agent (CHEBI:35523)
piclamilast (CHEBI:47619) has role phosphodiesterase IV inhibitor (CHEBI:68844)
piclamilast (CHEBI:47619) is a aromatic ether (CHEBI:35618)
piclamilast (CHEBI:47619) is a benzamides (CHEBI:22702)
piclamilast (CHEBI:47619) is a chloropyridine (CHEBI:39173)
piclamilast (CHEBI:47619) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name
3-(cyclopentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide
INNs Sources
piclamilast WHO MedNet
piclamilast WHO MedNet
piclamilast WHO MedNet
piclamilastum WHO MedNet
Synonyms Sources
3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridinyl)-4-methoxybenzamide ChemIDplus
3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridyl)-p-anisamide ChemIDplus
RP 73-401 ChemIDplus
RP 73401 ChemIDplus
RP-73-401 ChemIDplus
Manual Xrefs Databases
D05474 KEGG DRUG
DB01791 DrugBank
Piclamilast Wikipedia
PIL PDBeChem
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Registry Numbers Types Sources
144035-83-6 CAS Registry Number ChemIDplus
6937319 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10485818 PubMed citation Europe PMC
22360706 PubMed citation Europe PMC
7647982 PubMed citation Europe PMC
7889300 PubMed citation Europe PMC
8864527 PubMed citation Europe PMC
9316851 PubMed citation Europe PMC
Last Modified
19 March 2014