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131741-08-7

Basic Information
CAS No.: 131741-08-7
Name: Simendan
Article Data: 3
Molecular Structure:
Molecular Structure of 131741-08-7 (Simendan)
Formula: C14H12N6O
Molecular Weight: 280.289
Synonyms: Propanedinitrile,[[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl]hydrazono]- (9CI);((4-(1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl)hydrazono)propanedinitrile;2-[[4-(4-Methyl-6-oxo-4,5-dihydro-1H-pyridazin-3-yl)phenyl]hydrazinylidene]propanedinitrile;
Density: 1.33 g/cm3
PSA: 113.43000
LogP: 1.19916
Synthetic route
52240-11-6

6-(4-aminophenyl)-5-methylpyridazine-3(2H)-one

131741-08-7

(-)-[[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl]hydrazono]-propanedinitrile

Conditions
ConditionsYield
97%
109-77-3

malononitrile

36725-28-7

6-(4-aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone

131741-08-7

(-)-[[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl]hydrazono]-propanedinitrile

Conditions
ConditionsYield
With sodium nitrite
With sodium nitrite
110-85-0

piperazine

131741-08-7

(-)-[[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl]hydrazono]-propanedinitrile

2-imino-N'-(4-(4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl)-2-(piperazin-1-yl)acetohydrazonoyl cyanide

Conditions
ConditionsYield
In ethanol at 80℃; for 17.5h;76%
131741-08-7

(-)-[[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl]hydrazono]-propanedinitrile

A

141505-33-1

levosimendan

B

(+)-[[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl]hydrazono]propanedinitrile

Conditions
ConditionsYield
1-propanol, poly(vinylpyrrolidone), Tris/Tricine buffer, pH 7.4;
180330-54-5

water ethanol

131741-08-7

(-)-[[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl]hydrazono]-propanedinitrile

74-88-4

methyl iodide

131741-28-1

6-[4-(1,1-dicyanomethylidene-N-methylhydrazino)phenyl]-4,5-dihydro-5-methylpyridazin-3(2H)one

Conditions
ConditionsYield
With potassium carbonate In acetone
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Chemistry

IUPAC Name: 2-[[4-(4-Methyl-6-oxo-4,5-dihydro-1h-pyridazin-3-yl)phenyl]hydrazinylidene]propanedinitrile
CAS: 131741-08-7
Formula: C14H12N6O
Molecular Weight: 280.28
Molecular Structure of  2-[[4-(4-Methyl-6-oxo-4,5-dihydro-1h-pyridazin-3-yl)phenyl]hydrazinylidene]propanedinitrile (131741-08-7):

Water Solubility: 58.06(mg/L) at 25°C
Index of Refraction: 1.673 
Molar Refractivity: 78.68 cm
Molar Volume: 209.8 cm
Density: 1.33 g/cm  
Polarizability: 31.19 10-24cm3 
Surface Tension: 57.1 dyne/cm 
Product Categories: The product of  2-[[4-(4-methyl-6-oxo-4,5-dihydro-1h-pyridazin-3-yl)phenyl]hydrazinylidene]propanedinitrile (131741-08-7) is a new class of drugs to enhance myocardial contractile force, belonging to calcium-sensitizing agent, can enhance the calcium sensitivity of myocardial cells, thereby enhancing myocyte contractility.

Uses

The product of  2-[[4-(4-Methyl-6-oxo-4,5-dihydro-1h-pyridazin-3-yl)phenyl]hydrazinylidene]propanedinitrile (131741-08-7)  is used as an antiemetic drug.

Specification

   The chemical synonyms of 2-[[4-(4-Methyl-6-oxo-4,5-dihydro-1h-pyridazin-3-yl)phenyl]hydrazinylidene]propanedinitrile (131741-08-7) are 2-[[4-(4-Methyl-6-oxo-4,5-dihydro-1h-pyridazin-3-yl)phenyl]hydrazinylidene]propanedinitrile ; ((4-(1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl)hydrazono)propanedinitrile ; Simendan ; Simendan R--[4-(1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl] hydrozono]-propanedinitrile ; R-(-)-4-(1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl hydrozono-propanedinitrile .The product of  2-[[4-(4-Methyl-6-oxo-4,5-dihydro-1h-pyridazin-3-yl)phenyl]hydrazinylidene]propanedinitrile (131741-08-7)  has  well tolerated, with other cardiovascular drugs such as β blockers, ACE inhibitors, calcium antagonists, nitrates, digoxin, warfarin, aspirin, etc. in conjunction with, the more secure . Abroad have been carried out in several large clinical trials, adverse reactions are mild and rarely serious arrhythmia.