formoterol   Click here for help

GtoPdb Ligand ID: 3465

Synonyms: BD-40A | CGP-25827A | Foradil® | Oxeze/Oxis® | YM-08316
Approved drug Immunopharmacology Ligand
formoterol is an approved drug (FDA (2001))
Compound class: Synthetic organic
Comment: Formoterol is a long-acting inhalation bronchodilator. The approved drug is a racemic mixture of enantiomers; PubChem lists 6 CIDs as isotopes of this molecule. We show the non-chiral molecule here to represent the mixture. The marketed formulation may contain formoterol fumarate (PubChem CID 9912089).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 4
Rotatable bonds 9
Topological polar surface area 90.82
Molecular weight 344.17
XLogP 2.21
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=CNc1cc(ccc1O)C(CNC(Cc1ccc(cc1)OC)C)O
Isomeric SMILES O=CNc1cc(ccc1O)C(CNC(Cc1ccc(cc1)OC)C)O
InChI InChI=1S/C19H24N2O4/c1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22/h3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22)
InChI Key BPZSYCZIITTYBL-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Formoterol is used to manage the symptoms of asthma and/or chronic obstructive pulmonary disease (COPD). In November 2014, the EU EMA granted marketing authorisation of the fixed-dose combination medication Duaklir Genuair TM (aclidinium bromide/formoterol fumarate) as a maintenance bronchodilator for patients with COPD.
In April 2016, the US FDA approved the fixed-dose inhalation aerosol formulation, glycopyrrolate plus formoterol (Bevespi Aerosphere®) for long-term, maintenance treatment of airflow obstruction in patients with COPD, including chronic bronchitis and/or emphysema.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Formoterol is a β2-adrenoceptor agonist. The drug causes vasodilation of bronchial smooth muscle to improve breathing.