Category: 2166-13-4

Rational Design, Green Synthesis, and Initial Evaluation of a Series of Full-Color Tunable Fluorescent Dyes Enabled by the Copper-Catalyzed N-Arylation of 6-Phenyl Pyridazinones and Their Application in Cell Imaging was written by Liang, Lei;Wang, Wei;Wu, Jun;Xu, Fengrong;Niu, Yan;Xu, Bo;Xu, Ping. And the article was included in Chemistry – A European Journal in 2013.Category: pyridazine This article mentions the following:

There is widespread interest in the application, optimization, and evolution of the transition-metal-catalyzed arylation of N-heteroarenes to discover full-color tunable fluorescent core frameworks. Inspired by the versatile roles of pyridazinone in organic synthesis and medicinal chem., herein, we report a simple and efficient copper-catalyzed cross-coupling reaction for the N-functionalization of pyridazinones in neat water. To achieve the efficient conversion of pyridazinones and organic halides in aqueous phase, a series of copper-salen complexes composed of different Schiff base ligands were investigated by rational design. A final choice of fine-tuned hydrophilicity balanced with lipophilicity among the candidates was confirmed, which affords excellent activity towards the reaction of a wide range of pyridazinones and organic halides. More importantly, the products as N-substituted pyridazinones were synthesized rationally by this methodol. as full-color tunable fluorescent agents (426-612 nm). The N2 position of pyridazinones was modified by different aryl group such as benzothiazole, N,N-dimethylaniline, 3-quinoline, 4-isoquinoline and 2-thiophene, resulting in a series of full-color tunable fluorescent reagents. Meanwhile, the effects of electron-donating and electron-withdrawing groups of the 6-substituted Ph ring have also been investigated to optimize the fluorescent properties. These fluorescent core frameworks were studied in several cell lines as fluorescent dyes. Different colors from blue to red were observed by using fluorescence microscopy and confocal microscopy. In the experiment, the researchers used many compounds, for example, 6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4Category: pyridazine).

6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4) belongs to pyridazine derivatives. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. Pyridazine is bioavailable (especially in the CNS) and can reduce toxicity. Pyridazine is a component of several drug molecules, and the pyridazine pharmacophore has contributed to a variety of pharmacologically active compounds.Category: pyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

3(2H)-Pyridazinone derivatives: Synthesis, in-silico studies, structure-activity relationship and in-vitro evaluation for acetylcholinesterase enzyme inhibition was written by Col, Omer Faruk;Bozbey, Irem;Turkmenoglu, Burcin;Uysal, Mehtap. And the article was included in Journal of Molecular Structure in 2022.Related Products of 2166-13-4 This article mentions the following:

New ten compounds bearing pyridazinone ring I [R = Me, MeO, Cl; R¹ = H, F₃C, F, Cl] were designed and synthesized as acetylcholinesterase inhibitors. The new derivatives I were acquired via the reaction of propionohydrazides with substituted/nonsubstituted sulfonylchlorides. The structures of the synthesized compounds I were explained using FT-IR, ¹H-NMR, ¹³C-NMR, elemental anal. and HRMS spectra. The inhibition profiles of the synthesized compounds I on AChE were researched by comparing their IC₅₀ and K_I values. According to the activity studies, all the compounds I showed significant inhibitory activity against AChE relative to the reference compound Tacrine. The compound I [R = Me, R¹ = F] showed the best acetylcholinesterase inhibitory effect with a K_I value of 11.61 ± 0.77 nM. For all compounds, I 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, I were screened for their acetylcholinesterase inhibitory potential, and the results determined that among the series, compounds I [R = Me, R¹ = F, Cl; R = MeO, R¹ = F₃C] showed the best inhibition, resp. For anti-Alzheimer activities, compounds I [R = Me, R¹ = F, Cl; R = MeO, R¹ = F₃C] were performed in-silico studies to understand the binding site, binding energy properties in mol. docking. In the experiment, the researchers used many compounds, for example, 6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4Related Products of 2166-13-4).

6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4) belongs to pyridazine derivatives. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. Pyridazine is bioavailable (especially in the CNS) and can reduce toxicity. Pyridazine is a component of several drug molecules, and the pyridazine pharmacophore has contributed to a variety of pharmacologically active compounds.Related Products of 2166-13-4

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

A new series of pyridazinone derivatives as cholinesterases inhibitors: Synthesis, in vitro activity and molecular modeling studies was written by Ozcelik, Azime Berna;Ozdemir, Zeynep;Sari, Suat;Utku, Semra;Uysal, Mehtap. And the article was included in Pharmacological Reports in 2019.Reference of 2166-13-4 This article mentions the following:

AChE and BChE are known to be serine hydrolase enzymes responsible for the hydrolysis of ACh. Here, we prepared 12 new 6-substituted-3(2H)-pyridazinone-2-acetyl-2-(nonsubstituted/4-substituted benzenesulfonohydrazide) derivatives and evaluated their inhibitory effects on AChE/BChE in pursuit of potent dual inhibitors for Alzheirmer’s Disease. We also tried to get insights into binding interactions of the synthesized compounds in the active site of both enzymes by using mol. docking approach. We obtained our compounds by the reaction of various substituted/nonsubstituted benzenesulfonic acid derivatives with 6-substitutedphenyl-3(2H)-pyridazinone-2-yl acetohydrazide and determined their anticholinesterase activities according to the Ellman’s method. Mol. docking studies were done using Glide and the results were evaluated on Maestro. The title compounds showed moderate inhibition at 100μg/mL against both enzymes, yet with better activity against BChE. Compound VI_2a emerged as a dual inhibitor with 25.02% and 51.70% inhibition against AChE and BChE, resp. This study supports that novel pyridazinone derivates may be used for the development of new BChE inhibitory agents. It was less potent than the reference drugs, yet promising for further modifications as a lead. The ability of the compounds to adopt energetically more favorable conformations and to engage in more key interactions in the ECBChE active gorge explains their better activity profile against ECBChE. In the experiment, the researchers used many compounds, for example, 6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4Reference of 2166-13-4).

6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4) belongs to pyridazine derivatives. The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazine can act as a hydrogen bond acceptor to improve the physicochemical properties of drug molecules by increasing their water solubility, and has a high affinity for complexing with targets due to its dipole moment.Reference of 2166-13-4

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

One-pot preparation of 6-substituted 3(2H)-pyridazinones from ketones was written by Coates, W. J.;McKillop, A.. And the article was included in Synthesis in 1993.SDS of cas: 2166-13-4 This article mentions the following:

A one-pot process for the preparation of 6-phenyl-3(2H)-pyridazinone from acetophenone and glyoxylic acid has been investigated and shown to have wide utility in the preparation of 6- and 5,6-substituted 3(2H)-pyridazinones. Limitations to the process encountered with 2′-hydroxyacetophenone and with basic heteroaromatic ketones have been overcome, and the processes described offer the rapid and efficient synthesis of many 6-substituted pyridazinones from readily available ketones. In the experiment, the researchers used many compounds, for example, 6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4SDS of cas: 2166-13-4).

6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4) belongs to pyridazine derivatives. Pyridazines is a six-membered nitrogen-containing significant heterocycle. It has received considerable interest because of its useful applications as natural products, pharmaceuticals, and various bioactive molecules. The activity depends upon the changes of substituted groups in the pyridazine ring system resulting in different biological activities. In addition, the natural pyrimidine bases uracil, thymine, and cytosine, which are constituents of the nucleic acids, are found to be the most important naturally occurring diazines.SDS of cas: 2166-13-4

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Reaction of 6-aryl-4,5-dihydro-3-(2H)-pyridazinones with molecular bromine. Reaction features and mechanism was written by Ovchinnikov, K. L.;Cherkalin, M. S.;Kurmanov, A. M.;Sadovnikova, Ya. V.;Kolobov, A. V.;Kofanov, E. R.. And the article was included in Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya in 2011.Category: pyridazine This article mentions the following:

Dehydration of 6-aryl-4,5-dihydropyridazin-3(2H)-ones by Br₂ was studied. The reaction was shown to proceed through the formation of the enamine form of the substrate. The reaction mechanism was proposed. In the experiment, the researchers used many compounds, for example, 6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4Category: pyridazine).

6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4) belongs to pyridazine derivatives. Pyridazine-based compounds continued to be a great source of biologically active compounds as evidenced by the number of publications which emerged in 2021. The unsubstituted pyridazines are more resistant to eletrophilic substitution due to the nature of withdrawal of electron density from the ring by two heteroatoms, while the related electron deficiency of the ring makes pyridazine more easily attacked by nucleophiles.Category: pyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem