Pirbuterol acetateProduct ingredient for Pirbuterol

Name
Pirbuterol acetate
Drug Entry
Pirbuterol

Pirbuterol is a beta-2 adrenergic bronchodilator. In vitro studies and in vivo pharmacologic studies have demonstrated that pirbuterol has a preferential effect on beta-2 Adrenergic receptors compared with isoproterenol. While it is recognized that beta-2 adrenergic receptors are the predominant receptors in bronchial smooth muscle, data indicate that there is a population of beta-2 receptors in the human heart, existing in a concentration between 10-50%. The precise function of these receptors has not been established.

The pharmacologic effects of beta adrenergic agonist drugs, including pirbuterol, are at least in proof attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of adenosine triphosphate (AlP) to cyclic-3† ,5†-adenosine monophosphate (c-AMP). Increased c-AMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from cells, especially from mast cells.

Accession Number
DBSALT000799
Structure
Synonyms
Not Available
UNII
1EH73XKR9N
CAS Number
65652-44-0
Weight
Average: 300.3508
Monoisotopic: 300.168521888
Chemical Formula
C14H24N2O5
InChI Key
QSXMZJGGEWYVCN-UHFFFAOYSA-N
InChI
InChI=1S/C12H20N2O3.C2H4O2/c1-12(2,3)13-6-11(17)8-4-5-10(16)9(7-15)14-8;1-2(3)4/h4-5,11,13,15-17H,6-7H2,1-3H3;1H3,(H,3,4)
IUPAC Name
6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol; acetic acid
SMILES
CC(O)=O.CC(C)(C)NCC(O)C1=NC(CO)=C(O)C=C1
PubChem Compound
171674
ChemSpider
150073
ChEBI
8246
ChEMBL
CHEMBL1200444
Predicted Properties
PropertyValueSource
Water Solubility6.22 mg/mLALOGPS
logP0.38ALOGPS
logP-0.66Chemaxon
logS-1.6ALOGPS
pKa (Strongest Acidic)8.79Chemaxon
pKa (Strongest Basic)9.59Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area85.61 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity64.74 m3·mol-1Chemaxon
Polarizability26.05 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon