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Details

Stereochemistry ACHIRAL
Molecular Formula C12H9N3O
Molecular Weight 211.2194
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MILRINONE

SMILES

CC1=C(C=C(C#N)C(=O)N1)C2=CC=NC=C2

InChI

InChIKey=PZRHRDRVRGEVNW-UHFFFAOYSA-N
InChI=1S/C12H9N3O/c1-8-11(9-2-4-14-5-3-9)6-10(7-13)12(16)15-8/h2-6H,1H3,(H,15,16)

HIDE SMILES / InChI

Molecular Formula C12H9N3O
Molecular Weight 211.2194
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Milrinone, a synthetic dimethylxanthine derivative structurally related to theophylline and caffeine, is used in the treatment of peripheral vascular diseases and in the management of cerebrovascular insufficiency, sickle cell disease, and diabetic neuropathy. Milrinone inhibits erythrocyte phosphodiesterase, resulting in an increase in erythrocyte cAMP activity. Subsequently, the erythrocyte membrane becomes more resistant to deformity. Along with erythrocyte activity, Milrinone also decreases blood viscosity by reducing plasma fibrinogen concentrations and increasing fibrinolytic activity. Milrinone is indicated for the treatment of congestive heart failure. Milrinone was marketed under the brand name Primacor.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.45 µM [IC50]
1.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Milrinone Lactate

Cmax

ValueDoseCo-administeredAnalytePopulation
162 μg/L
5 mg single, oral
MILRINONE plasma
Homo sapiens
454 μg/L
75 μg/kg bw single, intravenous
MILRINONE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
439 ng × h/mL
10 mg single, oral
MILRINONE plasma
Homo sapiens
1.749 ng × h/mL
10 mg single, oral
MILRINONE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
0.94 h
5 mg single, oral
MILRINONE plasma
Homo sapiens
1.7 h
75 μg/kg bw single, intravenous
MILRINONE plasma
Homo sapiens
0.758 h
10 mg single, oral
MILRINONE plasma
Homo sapiens
1.92 h
10 mg single, oral
MILRINONE plasma
Homo sapiens

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Tox targets

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Usual Adult Dose for Congestive Heart Failure Loading dose: 50 mcg/kg IV over 10 minutes. Maintenance infusion: 0.375 to 0.75 mcg/kg/min.
Route of Administration: Intravenous
In Vitro Use Guide
Milrinone caused the human thoracic artery samples to relax at 10⁻⁴ M concentrations by 44%, when the external Ca²⁺ corresponded to the physiological standard.
Substance Class Chemical
Record UNII
JU9YAX04C7
Record Status Validated (UNII)
Record Version