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Indacaterol

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Indacaterol
Clinical data
Trade namesOnbrez, Arcapta
AHFS/Drugs.comInternational Drug Names
License data
Pregnancy
category
Routes of
administration
Inhalation
ATC code
Legal status
Legal status
Identifiers
  • 5-[2-[(5,6-Diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]-8-hydroxyquinolin-2(1H)-one
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.218.577Edit this at Wikidata
Chemical and physical data
FormulaC24H28N2O3
Molar mass392.499 g·mol−1
3D model (JSmol)
  • O=C4/C=C\c1c(c(O)ccc1[C@@H](O)CNC3Cc2cc(c(cc2C3)CC)CC)N4
  • 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 checkY
  • Key:QZZUEBNBZAPZLX-QFIPXVFZSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Indacaterol is an ultra-long-acting beta-adrenoceptor agonist[5] developed byNovartis. It needs to be taken only once a day,[6] unlike the related drugsformoterol andsalmeterol. It is licensed only for the treatment ofchronic obstructive pulmonary disease (COPD) (long-term data in patients withasthma are thus far lacking). It is delivered through adry powder inhaler.[7]

Medical uses

[edit]

A Cochrane review found benefit in lung function in people with COPD at least as good as that seen with twice-daily long-acting beta2-agonists.[8]

Receptor binding affinities (Ki) [nM][9]
ReceptorKi
β16.21
β27.36
β35.48

History

[edit]

It was approved by theEuropean Medicines Agency (EMA) under the brand name Onbrez Breezhaler on November 30, 2009,[10] and by theUnited States Food and Drug Administration (FDA), under the brand name Arcapta Neohaler, on July 1, 2011.[11][12] In 2016, Novartis licensed its U.S. commercial rights for Arcapta Neohaler toSunovion Pharmaceuticals.[13]

References

[edit]
  1. ^"Arcapta Neohaler (indacaterol) inhalation powder Initial U.S. Approval: 2011".DailyMed. 1 April 2020. Retrieved14 June 2021.
  2. ^"Onbrez Breezhaler EPAR".European Medicines Agency (EMA). 17 September 2018. Retrieved20 January 2021.
  3. ^"Oslif Breezhaler EPAR".European Medicines Agency (EMA). 17 September 2018. Retrieved20 January 2021.
  4. ^"Hirobriz Breezhaler EPAR".European Medicines Agency (EMA). 17 September 2018. Retrieved20 January 2021.
  5. ^Cazzola M, Matera MG, Lötvall J (July 2005). "Ultra long-acting beta 2-agonists in development for asthma and chronic obstructive pulmonary disease".Expert Opin Investig Drugs.14 (7):775–83.doi:10.1517/13543784.14.7.775.PMID 16022567.S2CID 11930383.
  6. ^Beeh KM, Derom E, Kanniess F, Cameron R, Higgins M, van As A (May 2007)."Indacaterol, a novel inhaled beta2-agonist, provides sustained 24-h bronchodilation in asthma".Eur. Respir. J.29 (5):871–8.doi:10.1183/09031936.00060006.PMID 17251236.
  7. ^"Indacaterol (Arcapta Neohaler) National Drug Monograph"(PDF).VA Pharmacy Benefits Management Services, Medical Advisory Panel, and VISN Pharmacist Executives.
  8. ^Geake JB (2015)."Indacaterol, a once-daily beta2-agonist, versus twice-daily beta2-agonists or placebo for chronic obstructive pulmonary disease".Reviews.1 (3) CD010139.doi:10.1002/14651858.CD010139.pub2.PMC 6464646.PMID 25575340.
  9. ^Battram C, Charlton SJ, Cuenoud B, Dowling MR, Fairhurst RA, Farr D, et al. (May 2006). "In vitro and in vivo pharmacological characterization of 5-[(R)-2-(5,6-diethyl-indan-2-ylamino)-1-hydroxy-ethyl]-8-hydroxy-1H-quinolin-2-one (indacaterol), a novel inhaled beta(2) adrenoceptor agonist with a 24-h duration of action".The Journal of Pharmacology and Experimental Therapeutics.317 (2):762–770.doi:10.1124/jpet.105.098251.PMID 16434564.
  10. ^"European Public Assessment Report for Onbrez Breezhaler". Archived fromthe original on 2010-01-16.
  11. ^"FDA approves Arcapta Neohaler to treat chronic obstructive pulmonary disease" (Press release). U.S. Food and Drug Administration. 2011-07-01. Archived fromthe original on 2011-07-03. Retrieved2011-07-02.
  12. ^"Drug Approval Package: Arcapta Neohaler (indacaterol maleate) NDA #022383".U.S. Food and Drug Administration. 13 August 2013. Archived fromthe original on October 27, 2020. Retrieved14 June 2021.
  13. ^Faulkner S (22 December 2016)."Sunovion, Novartis ink licensing deal for inhaled COPD drugs".Drug Delivery Business.
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