Isoprenaline hydrochlorideProduct ingredient for Isoprenaline

Name
Isoprenaline hydrochloride
Drug Entry
Isoprenaline

Isoprenaline is a non-selective beta adrenergic receptor agonist indicated to treat heart block, Adams-Stokes attacks, bronchospasm in anesthesia, cadiac arrest, hypovolemic shocks, septic shock, hypoperfusion, congestive hear failure, and cardiogenic shock.2,14

Isoprenaline research in the 1940s found that this isopropyl analog of epinephrine dilated the bronchi, as well as raising the heart rate and cardiac output, without vasoconstriction.11,12 The US patent from 1943 states that this compound had a wider therapeutic index and a stronger action than adrenaline.16

Isoprenaline was granted FDA approval on 19 February 1948.13

Accession Number
DBSALT000429
Structure
Synonyms
Isoprenaline HCl / isoproterenol hydrochloride
UNII
DIA2A74855
CAS Number
51-30-9
Weight
Average: 247.719
Monoisotopic: 247.097521154
Chemical Formula
C11H18ClNO3
InChI Key
IROWCYIEJAOFOW-UHFFFAOYSA-N
InChI
InChI=1S/C11H17NO3.ClH/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;/h3-5,7,11-15H,6H2,1-2H3;1H
IUPAC Name
4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,2-diol hydrochloride
SMILES
Cl.CC(C)NCC(O)C1=CC(O)=C(O)C=C1
PubChem Compound
5807
ChemSpider
5602
ChEBI
31453
ChEMBL
CHEMBL1711
Wikipedia
Isoprenaline
Predicted Properties
PropertyValueSource
Water Solubility5.86 mg/mLALOGPS
logP-0.27ALOGPS
logP0.24Chemaxon
logS-1.6ALOGPS
pKa (Strongest Acidic)9.81Chemaxon
pKa (Strongest Basic)8.96Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area72.72 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity58.4 m3·mol-1Chemaxon
Polarizability22.65 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon