2166-32-7

Usage

InChI:InChI=1/C11H10N2O/c1-8-2-4-9(5-3-8)10-6-7-11(14)13-12-10/h2-7H,1H3,(H,13,14)

Upstream product

• 1079-72-7 6-(4-methylphenyl)-4,5-dihydro-3(2H)-pyridazinone 
• 878625-20-8 β-(p-toluoyl)-α-(1,2,4-triazol-1-yl)propionic acid 
• 124-38-9 carbon dioxide 
• 1236309-68-4 3-benzylamino-5-(4-methylphenyl)furan-2(3H)-one 
• 52348-05-7 2-benzylamino-4-(4-methylphenyl)-4-oxobutanoic acid 
• 122-00-9 para-methylacetophenone 
• 20972-36-5 4-(p-methylphenyl)-4-oxo-2-butenoic acid 
• 108571-56-8 β-(4-methylbenzoyl)-α-(N-imidazolyl)propionic acid 

Downstream Products

• 58112-76-8 2-hydroxymethyl-6-p-tolyl-2H-pyridazin-3-one 
• 23933-27-9 4-phenyl-6-p-tolyl-2H-pyridazin-3-one 
• 23933-35-9 6-(4-Methylphenyl)-3-oxo-5-phenyl-2,3,4,5-tetrahydropyridazine 
• 79225-57-3 4-(4-Methoxy-phenyl)-6-p-tolyl-2H-pyridazin-3-one 
• 79225-58-4 4,6-Di-p-tolyl-2H-pyridazin-3-one 
• 93637-24-2 6-Oxo-3-p-tolyl-6H-pyridazine-1-carboxylic acid ethyl ester 
• 75616-14-7 6-Phenyl-6-p-tolyl-1,6-dihydro-2H-pyridazin-3-one 
• 58112-60-0 3-[6-(4-methylphenyl)-3(2H)-pyridazinon-2-yl]propanitrile 
• 2165-06-2 3-(4-methylphenyl)-6-chloropyridazine 
• 58112-67-7 2-chloromethyl-6-p-tolyl-2H-pyridazin-3-one 
• 1443124-84-2 N⁴,N⁴-diethyl-N¹-(3-((6-oxo-3-(p-tolyl)pyridazin-1(6H)-yl)methyl)phenyl)piperidine-1,4-dicarboxamide 
• 922974-68-3 ethyl 2-(6-oxo-3-p-tolylpyridazin-1(6H)-yl)propanoate 
• 1177257-71-4 2-(prop-2-ynyl)-6-p-tolylpyridazin-3(2H)-one 
• 1177257-70-3 2-allyl-6-p-tolylpyridazin-3(2H)-one 

Relevant academic research and scientific papers

Features of reactions of (E)-[(2-aroyl)ethenyl]triphenylphosphonium bromides with binucleophiles

Reactions of (E)-[(2-aroyl)ethenyl]triphenylphosphonium bromides with hydroxylamine hydrochloride resulted in the formation of oximes undergoing α-phenyl migration when reacted with aqueous alkali. Reaction of these salts with hydrazine hydrochloride and

Unusual course of reaction of triphenyl(2-p-toluylethyl)phosphonium bromide with hydrazine

The reaction of triphenyl(2-p-toluylethyl)phosphonium bromide with hydrazine hydrochloride yields, along with the hydrazone, 6-p-tolyl-2,3- dihydropyridazin-3-one as a minor product.

3(2H)-pyridazinone derivatives: Synthesis, in-silico studies, structure-activity relationship and in-vitro evaluation for acetylcholinesterase enzyme inhibition

New ten compounds bearing pyridazinone ring (5a–j) were designed and synthesized as acetylcholinesterase inhibitors. The new derivatives were acquired via the reaction of propionohydrazides with substituted/nonsubstituted sulphonylchlorides. The structures of the synthesized compounds were explained using FT-IR, 1H-NMR, 13C-NMR, elemental analysis and HRMS spectra. The inhibition profiles of the synthesized compounds on AChE were researched by comparing their IC50 and KI values. According to the activity studies, all the compounds showed significant inhibitory activity against AChE relative to the reference compound Tacrine. The compound 5g showed the best acetylcholinesterase inhibitory effect with a KI value of 11.61 ± 0.77 nM. For all compounds, the parameters of the interaction points on the receptor side were determined on the ligand basis with the 4D-QSAR model. The synthesized pyridazinone derivatives, 5(a-j), were screened for their acetylcholinesterase inhibitory potential, and the results determined that among the series, compounds 5g, 5f and 5j showed the best inhibition, respectively. For anti-Alzheimer activities, 5g, 5f and 5j compounds were performed in silico studies to understand the binding site, binding energy properties in molecular docking.

Rhodium(III)-Catalyzed Alkynylation of 4-Arylphthalazin-1(2H)-one Scaffolds via C-H Bond Activation

Selective C–H bond alkynylation toward modular access to material and pharmaceutical molecules is of great desire in modern organic synthesis. Disclosed herein is rhodium(III)-catalyzed selective C–H bond mono-/bialkynylation of 4-aryl phthalazin-1(2H)-one was developed. The silver salt AgSbF6 are demonstrated to play a vital role in promoting the bialkynylation reactions. The present alkynylation strategy is simple, efficient, and features high functional group tolerance and broad substrate scope under an air atmosphere. Additionally, 6-aryl pyridazin-3(2H)-one scaffold is amenable to the selective monoalkynylation and sequential bialkynylation, respectively.

Synthesis of some new pyridazin-3-one derivatives and their utility in heterocyclic synthesis

(Chemical Equation Presented) Synthesis of new heterocyclic compounds containing the pyridazinone moiety, which have a valuable biological activities, has been achieved through the nucleophilic addition of benzylamine to 4-(p-substituted phenyl)-4-oxo-2-b

Synthesis and analgesic and antiinflammatory activity of 6-phenyl/(4-methylphenyl)-3(2H)-pyridazinon-2-propionamide derivatives

For reducing gastrointestinal toxicity associated with non-steroidal anti-inflammatory drugs (NSAIDs) a variety of 6-phenyl/(4-methylphenyl)-3(2H)- pyridazinon-2-propionamide were synthesized. The structures of these new pyridazinone derivatives were confirmed by their IR, 1 H-NMR spectra and elementary analysis. All the new compounds were tested in vivo for their analgesic and anti-inflammatory activities. The analgesic activity of the test compounds was determined by phenylbenzoquinone-induced writhing assay and the anti-inflammatory activity was evaluated by the carrageenan-induced rat paw edema model. 6-Phenyl-3(2H)-pyridazinon-2-yl-[4-(4-fluorophenyl) piperazinyl] propanamide IV a-3 was the most active one among the synthesized compounds. Also this compound exhibited most potent anti-inflammatory activity. Acetylsalicylic acid and indometacin were used as reference drugs. Adverse effects of the compounds were examined on gastric mucosa. None of the compounds showed gastric ulcerogenic effect compared with the reference NSAIDs. ECV Editio Cantor Verlag.

Reactions of β-aroylacrylic acids with N-nucleophiles

Reactions of NH2OH·HCl with β-aroylacrylic acids proceed ambiguously: a nucleophile attacks either the carbonyl group or the C=C bond. In the latter case, the resulting α-hydroxylamino derivative converts into enamine, probably via dehydration

Synthesis and heterocyclization of β-aroyl-α- diphenylphosphorylpropionic acids

It has been established that diphenylphosphine oxide reacts smoothly with β-aroylacrylic acids with the formation of β-aroyl-α- diphenylphosphorylpropionic acids, which were cyclized under the action of hydroxylamine, hydrazine hydrate, and phenylhydrazin

Copper(II) chloride as an efficient reagent for the dehydrogenation of pyridazinone derivatives

A new procedure is described for the preparation of pyridazinones from 4,5-dihydropyridazinones under mild conditions with CuCl2 in MeCN via halogenation and spontaneous HCl elimination. For the trans-hexahydrophthalazin-8(1H)-one 1B*, the HCl elimination is five times faster than for the corresponding cis isomer 1B.

Substituted 6-phenyl-3(2H)-pyridazinones useful as cardiotonic agents

Substituted 6-phenyl-3(2H)-pyridazinone compounds are useful as cardiotonic agents. Said compounds cause a significant increase in myocardial contractility in the anesthetized dog. Said compounds are produced by reacting substituted γ-oxobenzenebutanoic acids with suitably substituted hydrazines to provide 6-phenyl-4,5-dihydro-3(2H)-pyridazinones which are dehydrogenated to the desired product. The intermediate 6-phenyl-4,5-dihydro-3(2H)-pyridazinones are themselves useful as cardiotonic agents.