U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C14H12N6O
Molecular Weight 280.2847
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SIMENDAN

SMILES

CC1CC(=O)NN=C1C2=CC=C(NN=C(C#N)C#N)C=C2

InChI

InChIKey=WHXMKTBCFHIYNQ-UHFFFAOYSA-N
InChI=1S/C14H12N6O/c1-9-6-13(21)19-20-14(9)10-2-4-11(5-3-10)17-18-12(7-15)8-16/h2-5,9,17H,6H2,1H3,(H,19,21)

HIDE SMILES / InChI

Molecular Formula C14H12N6O
Molecular Weight 280.2847
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Levosimendan: A promising agent for the treatment of hospitalized patients with decompensated heart failure.
2000 May
Myocardial efficiency during levosimendan infusion in congestive heart failure.
2000 Nov
Levosimendan.
2001
Levosimendan: a parenteral calcium-sensitising drug with additional vasodilatory properties.
2001 May
Levosimendan: a new dual-action drug in the treatment of acute heart failure.
2003 Jun
Levosimendan in patients with low-output heart failure: lessons from the LIDO trial.
2003 May
Is calcium sensitization the best strategy to improve myocardial contractility in acute heart failure?
2003 May
The use of the novel calcium sensitizer levosimendan in critically ill patients.
2004 Aug
Treatment of acute heart failure in an infant after cardiac surgery using levosimendan.
2004 Jul
Pharmacokinetics of levosimendan and its active metabolite OR-1896 in rapid and slow acetylators.
2004 Nov
Levosimendan: a calcium-sensitizing agent for the treatment of patients with decompensated heart failure.
2004 Sep
Short-term effects of levosimendan and prostaglandin E1 on hemodynamic parameters and B-type natriuretic peptide levels in patients with decompensated chronic heart failure.
2005 Dec
[Levosimendan, a revolution in the world of inotropic agents?].
2005 May 25
Levosimendan improves postresuscitation outcomes in a rat model of CPR.
2005 Nov
Treatment of cardiogenic shock with levosimendan in combination with beta-adrenergic antagonists.
2005 Nov
Pharmacology of new agents for acute heart failure syndromes.
2005 Sep 19
The utility of levosimendan in the treatment of heart failure.
2007
The use of levosimendan in comparison and in combination with dobutamine in the treatment of decompensated heart failure.
2007 Apr
Effects of levosimendan on cardiac remodeling and cardiomyocyte apoptosis in hypertensive Dahl/Rapp rats.
2007 Apr
Right ventricular dysfunction.
2007 Oct
The cardioprotective effects of levosimendan: preclinical and clinical evidence.
2007 Sep
Levosimendan: from basic science to clinical practice.
2009 Dec
Effects of levosimendan in experimental acute coxsackievirus myocarditis.
2009 Oct
Levosimendan improves cardiac function and survival in rats with angiotensin II-induced hypertensive heart failure.
2010 Oct
Acetylation status does not affect levosimendan's hemodynamic effects in heart failure patients.
2011 Apr
The protective effects of levosimendan on ischemia/reperfusion injury and apoptosis.
2011 Jan
Refining the human iPSC-cardiomyocyte arrhythmic risk assessment model.
2013 Dec
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:19:46 GMT 2023
Edited
by admin
on Sat Dec 16 16:19:46 GMT 2023
Record UNII
349552KRHK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SIMENDAN
INN  
INN  
Official Name English
PROPANEDINITRILE, ((4-(1,4,5,6-TETRAHYDRO-4-METHYL-6-OXO-3-PYRIDAZINYL)PHENYL)HYDRAZONO)-
Systematic Name English
simendan [INN]
Common Name English
2-(2-(4-(1,4,5,6-TETRAHYDRO-4-METHYL-6-OXO-3-PYRIDAZINYL)PHENYL)HYDRAZINYLIDENE)PROPANEDINITRILE
Systematic Name English
MESOXALONITRILE (±)-(P-(1,4,5,6-TETRAHYDRO-4-METHYL-6-OXO-3-PYRIDAZINYL)PHENYL)HYDRAZONE
Common Name English
PROPANEDINITRILE, 2-(2-(4-(1,4,5,6-TETRAHYDRO-4-METHYL-6-OXO-3-PYRIDAZINYL)PHENYL)HYDRAZINYLIDENE)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C78322
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL313136
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
DRUG BANK
DB12286
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID20861357
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
FDA UNII
349552KRHK
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
SMS_ID
100000083534
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
CAS
157968-98-4
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
SUPERSEDED
MESH
C076731
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
INN
6898
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
CAS
131741-08-7
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
PUBCHEM
60867
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
NCI_THESAURUS
C87689
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
EVMPD
SUB10525MIG
Created by admin on Sat Dec 16 16:19:46 GMT 2023 , Edited by admin on Sat Dec 16 16:19:46 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY