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
SMILES
CCC1=CC2=C(CC(C2)NC[C@H](O)C3=CC=C(O)C4=C3C=CC(=O)N4)C=C1CC
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
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16022567
Curator's Comment: # Novartis
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20402514 |
76.0 nM [Ki] | ||
Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20655218 |
91.4 nM [Ki] | ||
Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20402514 |
76.0 nM [Ki] | ||
Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20655218 |
91.4 nM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | ARCAPTA NEOHALER Approved UseUTIBRONTM NEOHALER® is a combination of indacaterol and glycopyrrolate indicated for the long-term, maintenance treatment of airflow obstruction in patients with chronic obstructive pulmonary disease (COPD), including chronic bronchitis and/or emphysema. Important Limitations of Use: UTIBRON NEOHALER is NOT indicated for the relief of acute bronchospasm or for the treatment of asthma [see Warnings and Precautions (5.1, 5.2) Launch Date1.30947835E12 |
|||
Primary | ARCAPTA Approved UseINDICATIONS AND USAGE. ARCAPTA NEOHALER is a long-acting beta2-adrenergic agonist indicated for: The long term, once-daily maintenance bronchodilator treatment of airflow obstruction in patients with chronic obstructive pulmonary disease (COPD), including chronic bronchitis and/or emphysema. Important limitations: ARCAPTA NEOHALER is NOT indicated to treat acute deteriorations of chronic obstructive pulmonary disease. ARCAPTA NEOHALER is NOT indicated for asthma. Launch Date1.29427204E12 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
528 pg/mL |
110 μg 1 times / day steady-state, respiratory dose: 110 μg route of administration: Respiratory experiment type: STEADY-STATE co-administered: GLYCOPYRROLATE |
INDACATEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
339 pg/mL |
110 μg single, respiratory dose: 110 μg route of administration: Respiratory experiment type: SINGLE co-administered: GLYCOPYRROLATE |
INDACATEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
0.206 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
150 μg single, respiratory dose: 150 μg route of administration: Respiratory experiment type: SINGLE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
0.518 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
300 μg single, respiratory dose: 300 μg route of administration: Respiratory experiment type: SINGLE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
0.299 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
150 μg 1 times / day steady-state, respiratory dose: 150 μg route of administration: Respiratory experiment type: STEADY-STATE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
0.697 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
300 μg 1 times / day steady-state, respiratory dose: 300 μg route of administration: Respiratory experiment type: STEADY-STATE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2750 pg × h/mL |
110 μg 1 times / day steady-state, respiratory dose: 110 μg route of administration: Respiratory experiment type: STEADY-STATE co-administered: GLYCOPYRROLATE |
INDACATEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
907 pg × h/mL |
110 μg single, respiratory dose: 110 μg route of administration: Respiratory experiment type: SINGLE co-administered: GLYCOPYRROLATE |
INDACATEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
0.974 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
150 μg single, respiratory dose: 150 μg route of administration: Respiratory experiment type: SINGLE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
2.43 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
300 μg single, respiratory dose: 300 μg route of administration: Respiratory experiment type: SINGLE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
2.51 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
150 μg 1 times / day steady-state, respiratory dose: 150 μg route of administration: Respiratory experiment type: STEADY-STATE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
6.52 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
300 μg 1 times / day steady-state, respiratory dose: 300 μg route of administration: Respiratory experiment type: STEADY-STATE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
116 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
150 μg 1 times / day steady-state, respiratory dose: 150 μg route of administration: Respiratory experiment type: STEADY-STATE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
118 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24705947/ |
300 μg 1 times / day steady-state, respiratory dose: 300 μg route of administration: Respiratory experiment type: STEADY-STATE co-administered: |
INDACATEROL serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
800 ug 1 times / day multiple, respiratory Highest studied dose Dose: 800 ug, 1 times / day Route: respiratory Route: multiple Dose: 800 ug, 1 times / day Sources: |
unhealthy, 43.5 years (range: 12.0–64.0 years) n = 59 Health Status: unhealthy Condition: COPD Age Group: 43.5 years (range: 12.0–64.0 years) Sex: M+F Population Size: 59 Sources: |
Disc. AE: Dyspnea, Wheezing... AEs leading to discontinuation/dose reduction: Dyspnea (serious, 1 patient) Sources: Wheezing (serious, 1 patient) Asthma (moderate, 1 patient) Cough (moderate, 1 patient) |
75 ug 1 times / day multiple, respiratory Dose: 75 ug, 1 times / day Route: respiratory Route: multiple Dose: 75 ug, 1 times / day Sources: |
unhealthy Health Status: unhealthy Condition: asthma Sources: |
Other AEs: Adverse event... Other AEs: Adverse event (grade 5) Sources: |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Asthma | moderate, 1 patient Disc. AE |
800 ug 1 times / day multiple, respiratory Highest studied dose Dose: 800 ug, 1 times / day Route: respiratory Route: multiple Dose: 800 ug, 1 times / day Sources: |
unhealthy, 43.5 years (range: 12.0–64.0 years) n = 59 Health Status: unhealthy Condition: COPD Age Group: 43.5 years (range: 12.0–64.0 years) Sex: M+F Population Size: 59 Sources: |
Cough | moderate, 1 patient Disc. AE |
800 ug 1 times / day multiple, respiratory Highest studied dose Dose: 800 ug, 1 times / day Route: respiratory Route: multiple Dose: 800 ug, 1 times / day Sources: |
unhealthy, 43.5 years (range: 12.0–64.0 years) n = 59 Health Status: unhealthy Condition: COPD Age Group: 43.5 years (range: 12.0–64.0 years) Sex: M+F Population Size: 59 Sources: |
Dyspnea | serious, 1 patient Disc. AE |
800 ug 1 times / day multiple, respiratory Highest studied dose Dose: 800 ug, 1 times / day Route: respiratory Route: multiple Dose: 800 ug, 1 times / day Sources: |
unhealthy, 43.5 years (range: 12.0–64.0 years) n = 59 Health Status: unhealthy Condition: COPD Age Group: 43.5 years (range: 12.0–64.0 years) Sex: M+F Population Size: 59 Sources: |
Wheezing | serious, 1 patient Disc. AE |
800 ug 1 times / day multiple, respiratory Highest studied dose Dose: 800 ug, 1 times / day Route: respiratory Route: multiple Dose: 800 ug, 1 times / day Sources: |
unhealthy, 43.5 years (range: 12.0–64.0 years) n = 59 Health Status: unhealthy Condition: COPD Age Group: 43.5 years (range: 12.0–64.0 years) Sex: M+F Population Size: 59 Sources: |
Adverse event | grade 5 | 75 ug 1 times / day multiple, respiratory Dose: 75 ug, 1 times / day Route: respiratory Route: multiple Dose: 75 ug, 1 times / day Sources: |
unhealthy Health Status: unhealthy Condition: asthma Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Drug as victim
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2011/022383Orig1s000PharmR.pdf#page=46 Page: 46.0 |
PubMed
Title | Date | PubMed |
---|---|---|
Ultra long-acting beta 2-agonists in development for asthma and chronic obstructive pulmonary disease. | 2005 Jul |
|
Gateways to clinical trials. | 2006 Jan-Feb |
|
Gateways to clinical trials. | 2006 May |
|
ultra-long-acting beta2-adrenoceptor agonists: an emerging therapeutic option for asthma and COPD? | 2007 |
|
Safety, tolerability and efficacy of indacaterol, a novel once-daily beta(2)-agonist, in patients with COPD: a 28-day randomised, placebo controlled clinical trial. | 2007 |
|
Gateways to clinical trials. | 2007 Dec |
|
Efficacy and safety of single therapeutic and supratherapeutic doses of indacaterol versus salmeterol and salbutamol in patients with asthma. | 2007 Dec |
|
Safety and tolerability of indacaterol in asthma: a randomized, placebo-controlled 28-day study. | 2007 Oct |
|
Indacaterol provides sustained 24 h bronchodilation on once-daily dosing in asthma: a 7-day dose-ranging study. | 2008 Jan |
|
Pharmacological characterization of indacaterol, a novel once daily inhaled 2 adrenoceptor agonist, on small airways in human and rat precision-cut lung slices. | 2008 Jan |
|
Gateways to clinical trials. | 2008 Jan-Feb |
|
Bronchodilator efficacy of indacaterol, a novel once-daily beta2-agonist, in patients with persistent asthma. | 2008 Jul |
|
Gateways to clinical trials. | 2008 Oct |
|
Novel long-acting bronchodilators for COPD and asthma. | 2008 Oct |
|
Bronchodilator effects of indacaterol and formoterol in patients with COPD. | 2009 Dec |
|
Indacaterol, a novel inhaled, once-daily, long-acting beta2-agonist for the treatment of obstructive airways diseases. | 2009 Jul |
|
Indacaterol, A Novel Once Daily Inhaled beta2-Adrenoreceptor Agonist. | 2009 Mar 12 |
|
24-hour bronchodilator efficacy of single doses of indacaterol in patients with persistent asthma: comparison with placebo and formoterol. | 2009 Oct |
|
Gateways to clinical trials. | 2009 Sep |
|
Indacaterol: in chronic obstructive pulmonary disease. | 2010 Dec 3 |
|
Novel bronchodilators in asthma. | 2010 Jan |
|
Once-daily bronchodilators for chronic obstructive pulmonary disease: indacaterol versus tiotropium. | 2010 Jul 15 |
|
Integrating indacaterol dose selection in a clinical study in COPD using an adaptive seamless design. | 2010 Jun |
|
Indacaterol: a new once daily long-acting beta(2) adrenoceptor agonist. | 2010 Jun 15 |
|
Indacaterol for chronic obstructive pulmonary disease (COPD). | 2010 Mar |
|
The identification of indacaterol as an ultralong-acting inhaled beta2-adrenoceptor agonist. | 2010 May 13 |
|
Characteristics of a capsule based dry powder inhaler for the delivery of indacaterol. | 2010 Nov |
|
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 |
|
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 |
Sample Use Guides
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16022567
In the isolated tracheal strip preparation, indacaterol, demonstrated concentration-dependent inhibition of electrically induced contraction (EC50= 45 ± 13 nM)
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Brand Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-VATC |
QR03AC18
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
||
|
NDF-RT |
N0000175779
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
||
|
EMA ASSESSMENT REPORTS |
XOTERNA BREEZHALER (AUTHORIZED: PULMONARY DISEASE, CHRONIC OBSTRUCTIVE)
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
||
|
NCI_THESAURUS |
C48149
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
||
|
EMA ASSESSMENT REPORTS |
ULTIBRO BREEZHALER (AUTHORIZED: PULMONARY DISEASE, CHRONIC OBSTRUCTIVE)
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
||
|
WHO-ATC |
R03AC18
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
||
|
WHO-ATC |
R03AL04
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
||
|
WHO-VATC |
QR03AL04
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
4183
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
Indacaterol
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
m6240
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | Merck Index | ||
|
100000093052
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
68575
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
8457
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
DB05039
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
INDACATEROL
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
312753-06-3
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
6918554
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
CHEMBL1095777
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
1114326
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | RxNorm | ||
|
7455
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
DTXSID90185198
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
8OR09251MQ
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
C81644
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
UU-171
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY | |||
|
SUB30138
Created by
admin on Fri Dec 15 17:17:25 UTC 2023 , Edited by admin on Fri Dec 15 17:17:25 UTC 2023
|
PRIMARY |
ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)