CHEBI:68575 - indacaterol

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ChEBI Name indacaterol
ChEBI ID CHEBI:68575
Definition A monohydroxyquinoline that consists of 5-[(1R)-2-amino-1-hydroxyethyl]-8-hydroxyquinolin-2-one having a 5,6-diethylindan-2-yl group attached to the amino function. Used as the maleate salt for treatment of chronic obstructive pulmonary disease.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H28N2O3
Net Charge 0
Average Mass 392.49070
Monoisotopic Mass 392.20999
InChI InChI=1S/C24H28N2O3/c1-3-14-9-16-11-18(12-17(16)10-15(14)4-2)25-13-22(28)19-5-7-21(27)24-20(19)6-8-23(29)26-24/h5-10,18,22,25,27-28H,3-4,11-13H2,1-2H3,(H,26,29)/t22-/m0/s1
InChIKey QZZUEBNBZAPZLX-QFIPXVFZSA-N
SMILES CCc1cc2CC(Cc2cc1CC)NC[C@H](O)c1ccc(O)c2[nH]c(=O)ccc12
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
Application(s): beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing indacaterol (CHEBI:68575) has role β-adrenergic agonist (CHEBI:35522)
indacaterol (CHEBI:68575) has role bronchodilator agent (CHEBI:35523)
indacaterol (CHEBI:68575) is a indanes (CHEBI:46940)
indacaterol (CHEBI:68575) is a monohydroxyquinoline (CHEBI:38775)
indacaterol (CHEBI:68575) is a quinolone (CHEBI:23765)
indacaterol (CHEBI:68575) is a secondary alcohol (CHEBI:35681)
indacaterol (CHEBI:68575) is a secondary amino compound (CHEBI:50995)
indacaterol (CHEBI:68575) is conjugate base of indacaterol(1+) (CHEBI:68574)
Incoming indacaterol(1+) (CHEBI:68574) is conjugate acid of indacaterol (CHEBI:68575)
IUPAC Name
5-{(1R)-2-[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl}-8-hydroxyquinolin-2(1H)-one
INN Source
indacaterol KEGG DRUG
Synonyms Sources
5-(2-(5,6-Diethylindan-2-ylamino)-1-hydroxyethyl)-8-hydroxy-1H-quinolin-2-one ChemIDplus
QAB 149 ChemIDplus
QAB-149 ChemIDplus
QAB149 ChemIDplus
Manual Xrefs Databases
4183 DrugCentral
D09318 KEGG DRUG
DB05039 DrugBank
HMDB0015608 HMDB
Indacaterol Wikipedia
WO2005123684 Patent
WO2006128675 Patent
WO2010114472 Patent
View more database links
Registry Numbers Types Sources
10392427 Reaxys Registry Number Reaxys
312753-06-3 CAS Registry Number KEGG DRUG
312753-06-3 CAS Registry Number ChemIDplus
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Last Modified
22 February 2017