Milrinone lactateProduct ingredient for Milrinone

Name
Milrinone lactate
Drug Entry
Milrinone

Heart failure is a multifactorial condition that affects roughly 1-2% of the adult population. Often the result of long-term myocardial ischemia, cardiomyopathy, or other cardiac insults, heart failure results from an inability of the heart to perfuse peripheral tissues with sufficient oxygen and metabolites, resulting in complex systemic pathologies. Heart failure is underpinned by numerous physiological changes, including alteration in β-adrenergic signalling and cyclic adenosine monophosphate (cAMP) production, which affects the heart's contractile function and cardiac output.1 Milrinone is a second-generation bipyridine phosphodiesterase (PDE) inhibitor created through chemical modification of amrinone.2 As a PDE-III inhibitor, milrinone results in increased cAMP levels and improves cardiac function and peripheral vasodilation in acute decongested heart failure.3,7,1,2,4,8

Milrinone was originally synthesized at the Sterling Winthrop Research Institute in the 1980s.2 It was approved by the FDA on December 31, 1987, and was marketed under the trademark PRIMACOR® by Sanofi-Aventis US before being discontinued.8

Accession Number
DBSALT000891
Structure
Synonyms
Not Available
UNII
9K8XR81MO8
CAS Number
100286-97-3
Weight
Average: 301.302
Monoisotopic: 301.106255975
Chemical Formula
C15H15N3O4
InChI Key
VWUPWEAFIOQCGF-UHFFFAOYSA-N
InChI
InChI=1S/C12H9N3O.C3H6O3/c1-8-11(9-2-4-14-5-3-9)6-10(7-13)12(16)15-8;1-2(4)3(5)6/h2-6H,1H3,(H,15,16);2,4H,1H3,(H,5,6)
IUPAC Name
2-hydroxypropanoic acid; 2-methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carbonitrile
SMILES
CC(O)C(O)=O.CC1=C(C=C(C#N)C(=O)N1)C1=CC=NC=C1
KEGG Compound
C13595
PubChem Compound
172293
ChemSpider
150588
ChEBI
34850
ChEMBL
CHEMBL1200977
Wikipedia
Milrinone
Predicted Properties
PropertyValueSource
Water Solubility0.209 mg/mLALOGPS
logP1.04ALOGPS
logP0.33Chemaxon
logS-3ALOGPS
pKa (Strongest Acidic)7.54Chemaxon
pKa (Strongest Basic)4.82Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area65.78 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity61.14 m3·mol-1Chemaxon
Polarizability21.48 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon