Salbutamol sulfateProduct ingredient for Salbutamol

Name
Salbutamol sulfate
Drug Entry
Salbutamol

Salbutamol is a short-acting, selective beta2-adrenergic receptor agonist used in the treatment of asthma and COPD. It is 29 times more selective for beta2 receptors than beta1 receptors giving it higher specificity for pulmonary beta receptors versus beta1-adrenergic receptors located in the heart. Salbutamol is formulated as a racemic mixture of the R- and S-isomers. The R-isomer has 150 times greater affinity for the beta2-receptor than the S-isomer and the S-isomer has been associated with toxicity. This lead to the development of levalbuterol, the single R-isomer of salbutamol. However, the high cost of levalbuterol compared to salbutamol has deterred wide-spread use of this enantiomerically pure version of the drug. Salbutamol is generally used for acute episodes of bronchospasm caused by bronchial asthma, chronic bronchitis and other chronic bronchopulmonary disorders such as chronic obstructive pulmonary disorder (COPD). It is also used prophylactically for exercise-induced asthma. Label, 1,2

Accession Number
DBSALT000257
Structure
Thumb
Synonyms
Albuterol sulfate
UNII
021SEF3731
CAS Number
51022-70-9
Weight
Average: 576.7
Monoisotopic: 576.271666328
Chemical Formula
C26H44N2O10S
InChI Key
BNPSSFBOAGDEEL-UHFFFAOYSA-N
InChI
InChI=1S/2C13H21NO3.H2O4S/c2*1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15;1-5(2,3)4/h2*4-6,12,14-17H,7-8H2,1-3H3;(H2,1,2,3,4)
IUPAC Name
bis(4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol); sulfuric acid
SMILES
OS(O)(=O)=O.CC(C)(C)NCC(O)C1=CC(CO)=C(O)C=C1.CC(C)(C)NCC(O)C1=CC(CO)=C(O)C=C1
External Links
PubChem Compound
39859
ChemSpider
36448
ChEBI
2550
ChEMBL
CHEMBL1441059
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 Count10ChemAxon
Refractivity67.87 m3·mol-1ChemAxon
Polarizability26.47 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon