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Details

Stereochemistry ACHIRAL
Molecular Formula C11H11N3O2
Molecular Weight 217.2239
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIROXIMONE

SMILES

CCC1=C(NC(=O)N1)C(=O)C2=CC=NC=C2

InChI

InChIKey=OQGWJZOWLHWFME-UHFFFAOYSA-N
InChI=1S/C11H11N3O2/c1-2-8-9(14-11(16)13-8)10(15)7-3-5-12-6-4-7/h3-6H,2H2,1H3,(H2,13,14,16)

HIDE SMILES / InChI
Piroximone is a nonglycoside, noncatecholamine inotropic agent. In animal experiments, it has been shown to increase cardiac contractility by mechanisms unrelated to any known receptor, acting mainly by inhibition of type III phosphodiesterase. Piroximone also possesses direct vasodilatory properties in the arterial and venous vascular bed. Piroximone combines well-balanced vasodilator and inotropic properties which make it very useful for the management of congestive heart failure. Piroximone had been in phase II clinical trial for the treatment of heart failure. However, this research has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Studies on the mechanism of the cardiotonic activity of MDL 19205: effects on several biochemical systems.
1984 Jan-Feb
Acute hemodynamic effects of MDL 19205 in mild congestive heart failure.
1987 Feb
The influence of clinical intervention on pressure-volume relationships--the conductance (volume) technique.
1992 Nov
Comparison of the haemodynamic effects of enoximone and piroximone in patients after cardiac surgery.
1993 Dec
Hemodynamic effects and concentration-effect relationship of a graded infusion of piroximone in patients with severe heart failure.
1993 Mar
Circulatory effects of the PDE-inhibitors piroximone and enoximone.
1993 Oct
Postischemic hemodynamic changes after piroximone administration in isolated rabbit heart.
1994
Additive haemodynamic effects of piroximone and prostacyclin in severe chronic heart failure.
1994 Apr
[Continuous monitoring of cardiac output by analysis of the pulse contour].
1994 Jan
Effects of piroximone on the right ventricular function in severe heart failure patients.
1994 May
Determination of piroximone in human plasma by high-performance liquid chromatography.
1994 Oct
Pharmacokinetics of piroximone after oral and intravenous administration to patients with renal insufficiency.
1995 Feb
Metabolism and pharmacokinetics of the cardiotonic agent piroximone and of its major metabolite in dog.
1995 Jan
Direct depressant effect of phosphodiesterase inhibitors on ATPase activity of rat cardiac myofibrils.
1995 May
Synergistic interaction of adenylate cyclase activators and nitric oxide donor SIN-1 on platelet cyclic AMP.
1995 May 26
[Acute hemodynamic effects of piroximone i.v. in patients with severe heart failure].
1995 Oct
Preischemic bolus application of piroximone studied on the isolated rabbit heart--a second look including biochemical data.
1996
Phosphodiesterase inhibitors piroximone and enoximone inhibit platelet aggregation in vivo and in vitro.
1997 Oct 15
Clinical pharmacokinetics of vasodilators. Part II.
1998 Jul
A comparison of the inotropic effects of milrinone and piroximone.
2001 Jan
Therapeutic benefit of pentostatin in severe IL-10-/- colitis.
2008 Jul
Real-time concurrent monitoring of apoptosis, cytosolic calcium, and mitochondria permeability transition for hypermulticolor high-content screening of drug-induced mitochondrial dysfunction-mediated hepatotoxicity.
2012 Oct 17

Sample Use Guides

Single dose - 1 mg/kg
Route of Administration: Intravenous
Name Type Language
PIROXIMONE
INN   MART.   USAN  
INN   USAN  
Official Name English
PIROXIMONE [USAN]
Common Name English
piroximone [INN]
Common Name English
4-Ethyl-5-isonicotinoyl-4-imidazolin-2-one
Systematic Name English
2H-IMIDAZOL-2-ONE, 4-ETHYL-1,3-DIHYDRO-5-(4-PYRIDINYLCARBONYL)-
Systematic Name English
PIROXIMONE [MART.]
Common Name English
MDL-19205
Code English
MDL 19,205
Code English
Classification Tree Code System Code
NCI_THESAURUS C744
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C90921
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
PUBCHEM
55263
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
INN
5583
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
MESH
C039686
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
FDA UNII
2VSD0380YB
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
ChEMBL
CHEMBL58355
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
CAS
84490-12-0
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
EPA CompTox
DTXSID20233479
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
EVMPD
SUB09938MIG
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
SMS_ID
100000081699
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY
USAN
U-82
Created by admin on Fri Dec 15 14:59:13 UTC 2023 , Edited by admin on Fri Dec 15 14:59:13 UTC 2023
PRIMARY