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
- External Links
- KEGG Drug
- D10020
- ChemSpider
- 9886244
- BindingDB
- 50538807
- ChEBI
- 83309
- ChEMBL
- CHEMBL2105743
- Wikipedia
- Olodaterol
- Predicted Properties
Property Value Source Water Solubility 0.0793 mg/mL ALOGPS logP 1.84 ALOGPS logP 0.19 Chemaxon logS -3.7 ALOGPS pKa (Strongest Acidic) 2.86 Chemaxon pKa (Strongest Basic) 9.34 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 103.54 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 107.66 m3·mol-1 Chemaxon Polarizability 40.1 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon