Olodaterol hydrochlorideProduct ingredient for Olodaterol

Name
Olodaterol hydrochloride
Drug Entry
Olodaterol

Olodaterol is a novel, long-acting beta2-adrenergic agonist (LABA) that exerts its pharmacological effect by binding and activating beta2-adrenergic receptors located primarily in the lungs. Beta2-adrenergic receptors are membrane-bound receptors that are normally activated by endogenous epinephrine whose signalling, via a downstream L-type calcium channel interaction, mediates smooth muscle relaxation and bronchodilation. Activation of the receptor stimulates an associated G protein which then activates adenylate cyclase, catalyzing the formation of cyclic adenosine monophosphate (cAMP) and protein kinase A (PKA). Elevation of these two molecules induces bronchodilation by relaxation of airway smooth muscles. It is by this mechanism that olodaterol is used for the treatment of chronic obstructive pulmonary disease (COPD) and the progressive airflow obstruction that is characteristic of it. Treatment with bronchodilators helps to mitigate associated symptoms such as shortness of breath, cough, and sputum production. Single doses of olodaterol have been shown to improve forced expiratory volume in 1 sec (FEV1) for 24 h in patients with COPD, allowing once daily dosing. A once-a-day treatment with a LABA has several advantages over short-acting bronchodilators and twice-daily LABAs including improved convenience and compliance and improved airflow over a 24-hour period. Despite similarities in symptoms, olodaterol is not indicated for the treatment of acute exacerbations of COPD or for the treatment of asthma.

Accession Number
DBSALT001112
Structure
Synonyms
Olodaterol HCl
UNII
65R445W3V9
CAS Number
869477-96-3
Weight
Average: 422.91
Monoisotopic: 422.1608497
Chemical Formula
C21H27ClN2O5
InChI Key
KCEHVJZZIGJAAW-FERBBOLQSA-N
InChI
InChI=1S/C21H26N2O5.ClH/c1-21(2,10-13-4-6-15(27-3)7-5-13)22-11-18(25)16-8-14(24)9-17-20(16)28-12-19(26)23-17;/h4-9,18,22,24-25H,10-12H2,1-3H3,(H,23,26);1H/t18-;/m0./s1
IUPAC Name
8-[(1R)-1-hydroxy-2-{[1-(4-methoxyphenyl)-2-methylpropan-2-yl]amino}ethyl]-2H-1,4-benzoxazine-3,6-diol hydrochloride
SMILES
Cl.[H][C@](O)(CNC(C)(C)CC1=CC=C(OC)C=C1)C1=C2OCC(O)=NC2=CC(O)=C1
KEGG Drug
D10020
ChemSpider
9886244
BindingDB
50538807
ChEBI
83309
ChEMBL
CHEMBL2105743
Wikipedia
Olodaterol
Predicted Properties
PropertyValueSource
Water Solubility0.0793 mg/mLALOGPS
logP1.84ALOGPS
logP0.19Chemaxon
logS-3.7ALOGPS
pKa (Strongest Acidic)2.86Chemaxon
pKa (Strongest Basic)9.34Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area103.54 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity107.66 m3·mol-1Chemaxon
Polarizability40.1 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon