Synthesis of Pyridazinone Derivatives

Hovakimyan, S. A.; Babakhanyan, A. V.; Voskanyan, V. S.; Karapetian, V. E.; Panosyan, G. A.; Kocharian, S. T.

doi:10.1023/b:cohc.0000046696.37815.62

Cited by 13 publications

(2 citation statements)

References 2 publications

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“…Aromatic enals with a meta substituent (3-BrC 6 H 4 , 3-MeC 6 H 4 , 3-MeOC 6 H 4 ) also worked well (4 f-h). [16] Tetrahydropyridazinone is an important pharmacological motif in many bioactive compounds, such as a 5-lipoxygenase inhibitor. The reactions of the enals with g-1-naphthyl or 2-naphthyl substrates gave the corresponding dihydropyridazinones (4 k and 4 l) in good yields with excellent enantioselectivities.…”

Section: Methodsmentioning

confidence: 99%

Highly Enantioselective γ‐Amination by N‐Heterocyclic Carbene Catalyzed [4+2] Annulation of Oxidized Enals and Azodicarboxylates

et al. 2013

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γ gibt den Ton an: Die Titelreaktion liefert Dihydropyridazinone in guten Ausbeuten und mit ausgezeichneten Enantioselektivitäten (siehe Schema; Mes=2,4,6‐Trimethylphenyl). Der Ringschluss gelang glatt mit oxidierten γ‐Aryl‐, γ‐Alkyl‐ oder γ‐Alkenyl‐Enalen. Hoch enantiomerenreine Tetrahydropyridazinone und γ‐Aminosäure‐Derivate waren ausgehend von den resultierenden Dihydropyridazinonen leicht zugänglich.

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Section: Methodsmentioning

confidence: 99%

Highly Enantioselective γ‐Amination by N‐Heterocyclic Carbene Catalyzed [4+2] Annulation of Oxidized Enals and Azodicarboxylates

et al. 2013

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“…In 2004, Hovakimyan et al performed a simple one‐step synthesis for pyridazinone derivatives 5 by reacting keto esters 3 with hydrazine hydrate or phenylhydrazine. The reaction involves the formation of intermediates 4 (Scheme 2) (Hovakimyan et al, 2004).…”

Section: Synthetic Strategies Of Pyridazine Derivativesmentioning

confidence: 99%

Pyridazine derivatives as selective COX‐2 inhibitors: A review on recent updates

Ewieda,

Ahmed,

Hassan

et al. 2023

Drug Development Research

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Selective cyclooxygenase (COX)‐2 inhibitors have several advantages over nonselective COX inhibitors (nonsteroidal anti‐inflammatory drugs [NSAIDs]), including the absence of adverse effects (renal and hepatic disorders) associated with the long‐term use of standard NSAIDs, as well as an improved gastrointestinal profile. The pyridazine nucleus is regarded as a promising scaffold for the development of powerful COX‐2 inhibitors, particularly when selectively functionalized. This article summarizes some methods for the synthesis of pyridazine derivatives. Furthermore, it covers all of the pyridazine derivatives that have appeared as selective COX‐2 inhibitors, making it useful as a reference for the rational design of novel selective COX‐2 inhibitors.

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Copper(I)‐Catalyzed Synthesis of Chlorinated Tetrahydropyridazin‐3‐ones and 1,2‐Diazepan‐3‐ones from N‐Allyl‐N′‐trichloroacetylhydrazines

Ram

Soni

2016

Adv Synth Catal

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Thes ynthesis of chlorinatedt etrahydropyridazin-3-ones and 1,2-diazepan-3-ones hasb eend eveloped. Thep resentp aper describes the application of Cu(I)-catalyzed ATRC for the synthesis of heterocyclicm olecules containing two heteroatoms (i.e., nitrogen) in the ring for the first time.A ne asy separation of the individual compounds from the product mixture could be achieved by considering their solubility/insolubility in n-hexane. Thep resence of three chlorine atoms providesp ossibilitiesf or furtherd erivatization.

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Synthesis of Pyridazinone Derivatives

Cited by 13 publications

References 2 publications

Highly Enantioselective γ‐Amination by N‐Heterocyclic Carbene Catalyzed [4+2] Annulation of Oxidized Enals and Azodicarboxylates

Highly Enantioselective γ‐Amination by N‐Heterocyclic Carbene Catalyzed [4+2] Annulation of Oxidized Enals and Azodicarboxylates

Pyridazine derivatives as selective COX‐2 inhibitors: A review on recent updates

Copper(I)‐Catalyzed Synthesis of Chlorinated Tetrahydropyridazin‐3‐ones and 1,2‐Diazepan‐3‐ones from N‐Allyl‐N′‐trichloroacetylhydrazines

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