101328-84-1

Basic information

• Product Name: (S)-3(2h)-Pyridazinone, 6-(4-Aminophenyl)-4,5-Dihydro-5-Methyl-
• Synonyms: (S)-3(2h)-Pyridazinone, 6-(4-Aminophenyl)-4,5-Dihydro-5-Methyl-;3(2H)-Pyridazinone, 6-(4-aMinophenyl)-4,5-dihydro-5-Methyl-, (5S)-;(S)-6-(4-aMinophenyl)-5-Methyl-4,5-dihydropyridazin-3(2H)-one
• CAS NO: 101328-84-1
• Molecular Formula: C₁₁H₁₃N₃O
• Molecular Weight: 203.24042
• Mol File: 101328-84-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-3(2h)-Pyridazinone, 6-(4-Aminophenyl)-4,5-Dihydro-5-Methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3(2h)-Pyridazinone, 6-(4-Aminophenyl)-4,5-Dihydro-5-Methyl-(101328-84-1)
• EPA Substance Registry System: (S)-3(2h)-Pyridazinone, 6-(4-Aminophenyl)-4,5-Dihydro-5-Methyl-(101328-84-1)

Safety Data

• Hazardous Substances Data: 101328-84-1(Hazardous Substances Data)

Usage

Uses

(5S)-6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone is an intermediate in the synthesis of Dextrosimendan (D299550), an isomer and impurity of Levosimendan (L378000), a bioactive enantiomer of Simendan (S466000). Levosimendan is a positive inotropic agent with vasodilating activity.

Upstream product

• 132298-14-7 (R)-4-(4-Amino-phenyl)-3-methyl-4-oxo-butyric acid methyl ester 
• 36725-28-7 6-(4-aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone 
• 50583-51-2 O,O′-di-p-anisoyl-D-tartaric acid 
• 139052-01-0 (S)-4-(4-Acetylamino-phenyl)-3-methyl-4-oxo-butyric acid 
• 103-84-4 Acetanilid 
• 139052-03-2 3-(p-Acetamidobenzoyl)-crotonsaeure 
• 616-02-4 citraconic acid anhydride 
• 139128-27-1 N-[4-((S)-4-Methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenyl]-acetamide 
• 81937-39-5 2-ethoxycarbonyl-3-(4-acetamidobenzoyl)butyric acid ethyl ester 
• 63514-63-6 N-(4-(2-bromopropionyl)phenyl)acetamide 
• 16960-49-9 N-(4-propionylphenyl)acetamide 
• 1260774-44-4 (-)-6-(4-aminophenyl)-4,5-dihydro-5-methyl-3-(2H)-pyridazinone di-p-anisoyl-D-tartrate 
• 50583-51-2 (2R,3R)-2,3-bis[(4-methoxyphenyl)carbonyloxy]butanedioic acid 
• 132298-10-3 N-[4-((R)-2-Chloro-propionyl)-phenyl]-acetamide 

Downstream Products

• 101328-86-3 (R)-(-)-6-<4-(3-bromopropionamido)phenyl>-5-methyl-4,5-dihydro-3(2H)-pyridazinone 
• 112065-88-0 (S)-(+)-6-<4-(3-bromopropionamido)phenyl>-5-methyl-4,5-dihydro-3(2H)-pyridazinone 
• 134052-12-3 2-{1,1-Dimethyl-2-[4-((R)-4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethyl}-isoindole-1,3-dione 
• 134000-08-1 2-{1,1-Dimethyl-2-[4-((S)-4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethyl}-isoindole-1,3-dione 
• 141505-33-1 levosimendan 
• 36725-28-7 6-(4-aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone 
• 36725-28-7 OR-1855 
• 1260774-47-7 (+)-6-(4-aminophenyl)-4,5-dihydro-5-methyl-3-(2H)-pyridazinone di-p-anisoyl-L-tartrate 
• 1221499-63-3 (R)-(-)-6-[4-(2-pyridinylmethylene)amino]phenyl-5-methyl-4,5-dihydro-3(2H)-pyridazinone 
• 1221499-65-5 (R)-(-)-6-[4-(2-furanylmethylene)amino]phenyl-5-methyl-4,5-dihydro-3(2H)-pyridazinone 
• 1221499-60-0 C₁₈H₁₆ClN₃O 
• 1221499-56-4 C₁₈H₁₆N₄O₃ 
• 1221499-55-3 C₁₈H₁₆N₄O₃ 
• 1221499-61-1 C₂₁H₂₃N₃O₄ 

Relevant articles and documents

Carbene-catalyzed enantioselective annulation of dinucleophilic hydrazones and bromoenals for access to aryl-dihydropyridazinones and related drugs

4,5-Dihydropyridazinones bearing an aryl substituent at the C6-position are important motifs in drug molecules. Herein, we developed an efficient protocol to access aryl-dihydropyridazinone moleculesviacarbene-catalyzed asymmetric annulation between dinuc

DIHYDROPYRIDAZINONES SUBSTITUTED WITH PHENYLUREAS

Compounds of formula (I) which are nicotinamide phosphoribosyltransferase (NAMPT) inhibitors and their use for the treatment of hyperproloferative diseases and/or disorders responsive to induction of cell death.

Synthesis and anti-congestive heart failure activity of novel levosimendan analogues

A series of levosimendan analogues were designed and synthesized, employing the Friedel-Crafts reaction, hydrolysis, and cyclization from the key intermediate compound R(-)-6-(4-aminophenyl)-5-methyl-4, 5-dihydro-3(2H)- pyridazinone, which was obtained from the starting material, acetanilide. These compounds, except 1b, exhibited potent anti-congestive heart failure activities, especially the compounds 1e and 1k, which showed more effective action than levosimendan. Springer Science+Business Media, LLC 2010.