CHEBI:47657 - roflumilast

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ChEBI Name roflumilast
ChEBI ID CHEBI:47657
Definition A benzamide obtained by formal condensation of the carboxy group of 3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzoic acid with the amino group of 3,5-dichloropyridin-4-amine. Used for treatment of bronchial asthma and chronic obstructive pulmonary disease.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H14Cl2F2N2O3
Net Charge 0
Average Mass 403.20700
Monoisotopic Mass 402.035
InChI InChI=1S/C17H14Cl2F2N2O3/c18-11-6-22-7-12(19)15(11)23-16(24)10-3-4-13(26-17(20)21)14(5-10)25-8-9-1-2-9/h3-7,9,17H,1-2,8H2,(H,22,23,24)
InChIKey MNDBXUUTURYVHR-UHFFFAOYSA-N
SMILES FC(F)Oc1ccc(cc1OCC1CC1)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-asthmatic drug
A drug used to treat asthma.
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ChEBI Ontology
Outgoing roflumilast (CHEBI:47657) has role anti-asthmatic drug (CHEBI:49167)
roflumilast (CHEBI:47657) has role phosphodiesterase IV inhibitor (CHEBI:68844)
roflumilast (CHEBI:47657) is a aromatic ether (CHEBI:35618)
roflumilast (CHEBI:47657) is a benzamides (CHEBI:22702)
roflumilast (CHEBI:47657) is a chloropyridine (CHEBI:39173)
roflumilast (CHEBI:47657) is a cyclopropanes (CHEBI:51454)
roflumilast (CHEBI:47657) is a organofluorine compound (CHEBI:37143)
IUPAC Name
3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide
INNs Sources
roflumilast WHO MedNet
roflumilast WHO MedNet
roflumilast KEGG DRUG
roflumilastum WHO MedNet
Brand Name Source
Daliresp KEGG DRUG
Manual Xrefs Databases
3531 DrugCentral
D05744 KEGG DRUG
ROF PDBeChem
Roflumilast Wikipedia
US2008181876 Patent
US2008221111 Patent
WO2008017827 Patent
WO2008090355 Patent
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Registry Numbers Types Sources
162401-32-3 CAS Registry Number ChemIDplus
162401-32-3 CAS Registry Number KEGG DRUG
9802592 Reaxys Registry Number Reaxys
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Last Modified
22 February 2017