Formoterol fumarateProduct ingredient for Formoterol

Name
Formoterol fumarate
Drug Entry
Formoterol

Formoterol is an inhaled beta2-agonist used in the management of COPD and asthma that was first approved for use in the United States in 2001.10 It acts on bronchial smooth muscle to dilate and relax airways, and is administered as a racemic mixture of its active (R;R)- and inactive (S;S)-enantiomers.2 A major clinical advantage of formoterol over other inhaled beta-agonists is its rapid onset of action (2-3 minutes), which is at least as fast as salbutamol, combined with a long duration of action (12 hours) - for this reason, treatment guidelines for asthma recommend its use as both a reliever and maintenance medication.18 It is available as a single-entity product10,16 and in several formulations in combination with both inhaled corticosteroids13,15 and long-acting muscarinic antagonists.12,11

Accession Number
DBSALT001371
Structure
Thumb
Synonyms
Formoterol fumarate dihydrate / Formoterol fumarate hydrate
External IDs
BD-40A / CGP-25827A / YM-08316
UNII
W34SHF8J2K
CAS Number
183814-30-4
Weight
Average: 840.924
Monoisotopic: 840.379302499
Chemical Formula
C42H56N4O14
InChI Key
RATSWNOMCHFQGJ-AYJOUMQSSA-N
InChI
InChI=1S/2C19H24N2O4.C4H4O4.2H2O/c2*1-13(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;5-3(6)1-2-4(7)8;;/h2*3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22);1-2H,(H,5,6)(H,7,8);2*1H2/b;;2-1+;;/t2*13-,19+;;;/m11.../s1
IUPAC Name
(2E)-but-2-enedioic acid bis(N-{2-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}formamide) dihydrate
SMILES
O.O.OC(=O)\C=C\C(O)=O.COC1=CC=C(C[[email protected]@H](C)NC[[email protected]](O)C2=CC=C(O)C(NC=O)=C2)C=C1.COC1=CC=C(C[[email protected]@H](C)NC[[email protected]](O)C2=CC=C(O)C(NC=O)=C2)C=C1
ChemSpider
23089507
Wikipedia
Formoterol
Predicted Properties
PropertyValueSource
Water Solubility0.0416 mg/mLALOGPS
logP1.91ALOGPS
logP1.06ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)8.61ChemAxon
pKa (Strongest Basic)9.81ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.82 Å2ChemAxon
Rotatable Bond Count18ChemAxon
Refractivity97.87 m3·mol-1ChemAxon
Polarizability37.8 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon