Pirbuterol hydrochlorideProduct ingredient for Pirbuterol

Name
Pirbuterol hydrochloride
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
DBSALT000798
Structure
Synonyms
Pirbuterol HCl
UNII
GR436K4GK8
CAS Number
38029-10-6
Weight
Average: 276.76
Monoisotopic: 276.124070255
Chemical Formula
C12H21ClN2O3
InChI Key
GPDAJAWUGSTOSA-UHFFFAOYSA-N
InChI
InChI=1S/C12H20N2O3.ClH/c1-12(2,3)13-6-11(17)8-4-5-10(16)9(7-15)14-8;/h4-5,11,13,15-17H,6-7H2,1-3H3;1H
IUPAC Name
6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol hydrochloride
SMILES
Cl.CC(C)(C)NCC(O)C1=NC(CO)=C(O)C=C1
PubChem Compound
3061720
ChemSpider
2322503
ChEMBL
CHEMBL1997417
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