Isoproterenol sulfateProduct ingredient for Isoprenaline

Name
Isoproterenol sulfate
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
DBSALT001403
Structure
Synonyms
Not Available
UNII
925FX3X776
CAS Number
6078-56-4
Weight
Average: 556.62
Monoisotopic: 556.23019591
Chemical Formula
C22H40N2O12S
InChI Key
CUQPTVCVZLUXJB-UHFFFAOYSA-N
InChI
InChI=1S/2C11H17NO3.H2O4S.2H2O/c2*1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;1-5(2,3)4;;/h2*3-5,7,11-15H,6H2,1-2H3;(H2,1,2,3,4);2*1H2
IUPAC Name
bis(4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,2-diol) sulfuric acid dihydrate
SMILES
O.O.OS(O)(=O)=O.CC(C)NCC(O)C1=CC=C(O)C(O)=C1.CC(C)NCC(O)C1=CC=C(O)C(O)=C1
ChemSpider
571019
ChEMBL
CHEMBL3989521
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 Count8Chemaxon
Refractivity58.4 m3·mol-1Chemaxon
Polarizability23.11 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon