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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H28N2O3
Molecular Weight 392.4907
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INDACATEROL

SMILES

CCC1=C(CC)C=C2CC(CC2=C1)NC[C@H](O)C3=CC=C(O)C4=C3C=CC(=O)N4

InChI

InChIKey=QZZUEBNBZAPZLX-QFIPXVFZSA-N
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

HIDE SMILES / InChI

Description

Indacaterol is an ultra-long-acting beta-adrenoceptor agonist developed by Novartis. It was approved by the European Medicines Agency (EMA) under the trade name Onbrez Breezhaler on November 30, 2009, and by the United States Food and Drug Administration (FDA), under the trade name Arcapta Neohaler, on July 1, 2011. It needs to be taken only once a day, unlike the related drugs formoterol and salmeterol. It is licensed only for the treatment of chronic obstructive pulmonary disease (COPD) (long-term data in patients with asthma are thus far lacking). It is delivered as an aerosol formulation through a dry powder inhaler.

CNS Activity

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Gateways to clinical trials.
2006 Dec
Indacaterol maleate for the treatment of chronic obstructive pulmonary disease.
2010 Aug
Cardiovascular safety of QVA149, a combination of Indacaterol and NVA237, in COPD patients.
2010 Dec
QVA149 demonstrates superior bronchodilation compared with indacaterol or placebo in patients with chronic obstructive pulmonary disease.
2010 Dec
Indacaterol: in chronic obstructive pulmonary disease.
2010 Dec 3
24-h bronchodilator efficacy of single doses of indacaterol in Japanese patients with asthma: a comparison with placebo and salmeterol.
2010 Nov
[Indacaterol is a new once-daily beta2-agonist for treatment of COPD].
2010 Nov 22
Long-acting beta-agonists in the management of chronic obstructive pulmonary disease: current and future agents.
2010 Oct 29
Indacaterol provides 24-hour bronchodilation in COPD: a placebo-controlled blinded comparison with tiotropium.
2010 Oct 5
Onset of action of indacaterol in patients with COPD: comparison with salbutamol and salmeterol-fluticasone.
2010 Sep 7
An investigation into the structure-activity relationships associated with the systematic modification of the β(2)-adrenoceptor agonist indacaterol.
2012 Oct 1
Metabolism and pharmacokinetics of indacaterol in humans.
2012 Sep
Emerging Therapeutic Options for the Management of COPD.
2013
Cost Effectiveness of the Long-Acting β2-Adrenergic Agonist (LABA)/Long-Acting Muscarinic Antagonist Dual Bronchodilator Indacaterol/Glycopyrronium Versus the LABA/Inhaled Corticosteroid Combination Salmeterol/Fluticasone in Patients with Chronic Obstructive Pulmonary Disease: Analyses Conducted for Canada, France, Italy, and Portugal.
2016 Oct
An update on LAMA/LABA combinations for COPD.
2017 Jan
Indacaterol and glycopyrronium versus indacaterol on body plethysmography measurements in COPD-a randomised controlled study.
2017 Jan 11
Patents

Sample Use Guides

In Vivo Use Guide
The recommended dosage of Indacaterol is the once-daily inhalation of the contents of one 75 mcg Indacaterol capsule using the NEOHALER inhaler.
Route of Administration: Respiratory
In Vitro Use Guide
In the isolated tracheal strip preparation, indacaterol, demonstrated concentration-dependent inhibition of electrically induced contraction (EC50= 45 ± 13 nM)
Name Type Language
INDACATEROL
INN   MART.   MI   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
QAB149
Code English
INDACATEROL [USAN]
Common Name English
QVA149 COMPONENT INDACATEROL
Common Name English
INDACTEROL
Common Name English
INDACATEROL [VANDF]
Common Name English
INDACATEROL [WHO-DD]
Common Name English
QAB-149
Code English
QVA-149 COMPONENT INDACATEROL
Common Name English
INDACATEROL [MART.]
Common Name English
INDACATEROL [MI]
Common Name English
INDACATEROL [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QR03AC18
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
EMA ASSESSMENT REPORTS XOTERNA BREEZHALER (AUTHORIZED: PULMONARY DISEASE, CHRONIC OBSTRUCTIVE)
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
EMA ASSESSMENT REPORTS ULTIBRO BREEZHALER (AUTHORIZED: PULMONARY DISEASE, CHRONIC OBSTRUCTIVE)
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
WHO-ATC R03AC18
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
WHO-ATC R03AL04
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
WHO-VATC QR03AL04
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
Code System Code Type Description
MERCK INDEX
M6240
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY Merck Index
LactMed
312753-06-3
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
INN
8457
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
DRUG BANK
DB05039
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
WIKIPEDIA
INDACATEROL
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
CAS
312753-06-3
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
PUBCHEM
6918554
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY SWITZERF
ChEMBL
CHEMBL1095777
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
RXCUI
1114326
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY RxNorm
IUPHAR
7455
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
EPA CompTox
312753-06-3
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
NCI_THESAURUS
C81644
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY
EVMPD
SUB30138
Created by admin on Tue Mar 06 11:22:14 UTC 2018 , Edited by admin on Tue Mar 06 11:22:14 UTC 2018
PRIMARY