Levosalbutamol hydrochlorideProduct ingredient for Levosalbutamol

Name
Levosalbutamol hydrochloride
Drug Entry
Levosalbutamol

Levosalbutamol, or levalbuterol, is a short-acting β2 adrenergic receptor agonist used in the treatment of asthma and chronic obstructive pulmonary disease (COPD). Salbutamol has been marketed as a racemic mixture, although beta2-agonist activity resides almost exclusively in the (R)-enantiomer. The enantioselective disposition of salbutamol and the possibility that (S)-salbutamol has adverse effects have led to the development of an enantiomerically pure (R)-salbutamol formulation known as levosalbutamol (levalbuterol).

Accession Number
DBSALT001453
Structure
Thumb
Synonyms
Levalbuterol HCl / Levalbuterol hydrochloride / Levosalbutamol HCl / Levosalbutamol hydrochloride
UNII
WDQ1526QJM
CAS Number
50293-90-8
Weight
Average: 275.77
Monoisotopic: 275.1288213
Chemical Formula
C13H22ClNO3
InChI Key
OWNWYCOLFIFTLK-YDALLXLXSA-N
InChI
InChI=1S/C13H21NO3.ClH/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15;/h4-6,12,14-17H,7-8H2,1-3H3;1H/t12-;/m0./s1
IUPAC Name
4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol hydrochloride
SMILES
Cl.CC(C)(C)NC[C@H](O)C1=CC(CO)=C(O)C=C1
External Links
ChemSpider
110193
ChEMBL
CHEMBL1201061
Wikipedia
Levosalbutamol
Predicted Properties
PropertyValueSource
Water Solubility2.15 mg/mLALOGPS
logP0.44ALOGPS
logP0.34ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)10.12ChemAxon
pKa (Strongest Basic)9.4ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area72.72 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity67.87 m3·mol-1ChemAxon
Polarizability26.86 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon