Category: pyridazine

A rhodamine-based fluorescent probe for Fe³⁺: synthesis, theoretical calculation and bioimaging application was written by Cheng, Zhao;Zheng, Lei;Xu, Hao;Pang, Long;He, Hao. And the article was included in Analytical Methods in 2019.Quality Control of 3-Aminopyridazine This article mentions the following:

A novel rhodamine-based fluorescent probe was designed and synthesized. Its metal ion selectivity was illuminated by the highly specific recognition of the probe towards Fe³⁺ over other metal ions; moreover, the color change in the recognition process of Fe3+ could be used for its “naked-eye” detection in an aqueous environment. In addition, a theor. calculation was performed to reveal the possible reaction mechanism between the probe and Fe³⁺. The fluorescent imaging of Fe³⁺ in living cells further suggested future applications of the probe for instant Fe³⁺ detection in a clin. diagnosis and dynamic tracking of Fe³⁺ in biol. systems. In the experiment, the researchers used many compounds, for example, 3-Aminopyridazine (cas: 5469-70-5Quality Control of 3-Aminopyridazine).

3-Aminopyridazine (cas: 5469-70-5) belongs to pyridazine derivatives. The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazine compounds have attracted interest in various fields like medicinal, industrial, and agricultural research as they are used for numerous biological activities and other applications.Quality Control of 3-Aminopyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Discovery and Characterization of Selective and Ligand-Efficient DYRK Inhibitors was written by Henderson, Scott H.;Sorrell, Fiona;Bennett, James;Fedorov, Oleg;Hanley, Marcus T.;Godoi, Paulo H.;Ruela de Sousa, Roberta;Robinson, Sean;Ashall-Kelly, Alexander;Hopkins Navratilova, Iva;Walter, Daryl S.;Elkins, Jonathan M.;Ward, Simon E.. And the article was included in Journal of Medicinal Chemistry in 2021.Formula: C4H5N3 This article mentions the following:

Dual-specificity tyrosine-regulated kinase 1A (DYRK1A) regulates the proliferation and differentiation of neuronal progenitor cells during brain development. Consequently, DYRK1A has attracted interest as a target for the treatment of neurodegenerative diseases, including Alzheimer’s disease (AD) and Down’s syndrome. Recently, the inhibition of DYRK1A has been investigated as a potential treatment for diabetes, while DYRK1A’s role as a mediator in the cell cycle has garnered interest in oncol. indications. Structure-activity relationship (SAR) anal. in combination with high-resolution X-ray crystallog. leads to a series of pyrazolo[1,5-b]pyridazine inhibitors with excellent ligand efficiencies, good physicochem. properties, and a high degree of selectivity over the kinome. Compound 11 (I) exhibited good permeability and cellular activity without P-glycoprotein liability, extending the utility of 11 in an in vivo setting. These pyrazolo[1,5-b]pyridazines are a viable lead series in the discovery of new therapies for the treatment of diseases linked to DYRK1A function. In the experiment, the researchers used many compounds, for example, 3-Aminopyridazine (cas: 5469-70-5Formula: C4H5N3).

3-Aminopyridazine (cas: 5469-70-5) 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.Formula: C4H5N3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Electronic structure and spectra of organic molecules. XVI. Amine-imine tautomerism in azines substituted by amino groups was written by Kwiatkowski, J. S.. And the article was included in Acta Physica Polonica, A in 1972.Recommanded Product: 3-Aminopyridazine This article mentions the following:

For both amine and imine tautomers of amine-substituted pyridines and diazines, Pariser-Parr-Pople type calculations (K., 1970) gave singlet-singlet transition energies which agreed with exptl. data. In all cases, the singlet-singlet transitions of the imine forms red shifted relative to the corresponding transitions of the amine forms. In the experiment, the researchers used many compounds, for example, 3-Aminopyridazine (cas: 5469-70-5Recommanded Product: 3-Aminopyridazine).

3-Aminopyridazine (cas: 5469-70-5) belongs to pyridazine derivatives. The pyridazine structure is a popular pharmacophore which is found within a number of herbicides such as credazine, pyridafol and pyridate. Pyridazine compounds have attracted interest in various fields like medicinal, industrial, and agricultural research as they are used for numerous biological activities and other applications.Recommanded Product: 3-Aminopyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Epigenetic compound screening uncovers small molecules for reactivation of latent HIV-1 was written by Zutz, Ariane;Chen, Lin;Sippl, Franziska;Humpe, Andreas;Schoelz, Christian. And the article was included in Antimicrobial Agents and Chemotherapy in 2021.Quality Control of Ethyl (3-methyl-6-(4-methyl-3-(methylsulfonamido)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-8-yl)carbamate This article mentions the following:

During infection with the human immunodeficiency virus type 1 (HIV-1), latent reservoirs are established that circumvent full eradication of the virus by antiretroviral therapy (ART) and are the source for viral rebound after cessation of therapy. Here, we employed a simple and convenient cell-based reporter system, which enables sample handling under biosafety level (BSL)-1 conditions, to screen for compounds that were able to reactivate latent HIV-1. The assay showed a high dynamic signal range and reproducibility with an average Z-factor of 0.77, classifying the system as robust. The assay was used for high-throughput screening (HTS) of an epigenetic compound library in combination with titration and cell-toxicity studies and revealed several potential new latency-reversing agents (LRAs). Further validation in well-known latency model systems verified earlier studies and identified two novel compounds with very high reactivation efficiencies and low toxicity. Both drugs, namely, N-hydroxy-4-(2-[(2-hydroxyethyl)(phenyl)amino]-2-oxoethyl)benzamide (HPOB) and 2′,3′-difluoro-[1,1′-biphenyl]-4-carboxylic acid, 2-butylhydrazide (SR-4370), showed comparable performances to other already known LRAs, did not activate CD4+ T cells, and did not cause changes in the composition of peripheral blood mononuclear cells (PBMCs), as shown by flow cytometry analyses. Both compounds may represent effective new treatment possibilities for reversal of latency in HIV-1-infected individuals. In the experiment, the researchers used many compounds, for example, Ethyl (3-methyl-6-(4-methyl-3-(methylsulfonamido)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-8-yl)carbamate (cas: 1619994-69-2Quality Control of Ethyl (3-methyl-6-(4-methyl-3-(methylsulfonamido)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-8-yl)carbamate).

Ethyl (3-methyl-6-(4-methyl-3-(methylsulfonamido)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-8-yl)carbamate (cas: 1619994-69-2) 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.Quality Control of Ethyl (3-methyl-6-(4-methyl-3-(methylsulfonamido)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-8-yl)carbamate

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Design, Synthesis, Crystallographic Studies, and Preliminary Biological Appraisal of New Substituted Triazolo[4,3-b]pyridazin-8-amine Derivatives as Tankyrase Inhibitors was written by Liscio, Paride;Carotti, Andrea;Asciutti, Stefania;Karlberg, Tobias;Bellocchi, Daniele;Llacuna, Laura;Macchiarulo, Antonio;Aaronson, Stuart A.;Schuler, Herwig;Pellicciari, Roberto;Camaioni, Emidio. And the article was included in Journal of Medicinal Chemistry in 2014.Electric Literature of C4H3Cl2N3 This article mentions the following:

Searching for selective tankyrases (TNKSs) inhibitors, a new small series of 6,8-disubstituted triazolo[4,3-b]pyridazines has been synthesized and characterized biol. Structure-based optimization of the starting hit compound N-(4-chlorophenyl)-6-methyl[1,2,4]triazolo[4,3-b]pyridazin-8-amine (NNL) prompted the authors to the discovery of 4-(2-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-ylamino)ethyl)phenol (I), a low nanomolar selective TNKSs inhibitor working as NAD isostere as ascertained by crystallog. anal. Preliminary biol. data candidate this new class of derivatives as a powerful pharmacol. tools in the unraveling of TNKS implications in physiopathol. conditions. In the experiment, the researchers used many compounds, for example, 4-Amino-3,6-dichloropyridazine (cas: 823-58-5Electric Literature of C4H3Cl2N3).

4-Amino-3,6-dichloropyridazine (cas: 823-58-5) 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. Pyridazine compounds have attracted interest in various fields like medicinal, industrial, and agricultural research as they are used for numerous biological activities and other applications.Electric Literature of C4H3Cl2N3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

A bifunctional small molecular photocatalyst with a redox center and a Lewis acid site for one-pot tandem oxidation-acetalization was written by Rao, Cai-Hui;Ma, Shuai;Cui, Jing-Wang;Jia, Meng-Ze;Yao, Xin-Rong;Zhang, Jie. And the article was included in Green Chemistry in 2022.Synthetic Route of C4H2Cl2N2 This article mentions the following:

By combining the double identity of a redox center and a Lewis acid site of the pyridinium derivative, the first bifunctional small mol. photocatalyst was developed for the one-pot tandem oxidation-acetalization reaction. A mechanism study revealed that pyridinium-mediated electron transfer and the photoactivation of mol. oxygen greatly facilitate the transformation of benzyl alcs. into the corresponding aldehydes, while the Lewis acid site of this bifunctional photocatalyst promoted a highly efficient acetalization reaction without any significant loss in activity after multiple reaction cycles, thus achieving the direct conversion of various alcs. into either cyclic or acyclic acetals in good yields under mild conditions without any additives. In the experiment, the researchers used many compounds, for example, 3,6-Dichloropyridazine (cas: 141-30-0Synthetic Route of C4H2Cl2N2).

3,6-Dichloropyridazine (cas: 141-30-0) belongs to pyridazine derivatives. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. 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.Synthetic Route of C4H2Cl2N2

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Pyridazines. LXV. Reactions of some 1-phenacylazolopyridazinium halides with 2,3-diphenylcyclopropenone, -thione, or hydrazine was written by Koren, B.;Stanovnik, B.;Tisler, M.. And the article was included in Journal of Heterocyclic Chemistry in 1974.Quality Control of Imidazo[1,2-b]pyridazine This article mentions the following:

1-Phenacylazolo-pyridazinium bromides I (R = H, Cl, X = CH; R = H, X = N) reacted with 2,3-diphenylcyclopropenone or -thione in the presence of Et3N to give the pyrones II (X1 = O, S) and the azolopyridazines III. I (R = H, Cl, X = CH) reacted with N2H4 to give either 3,6-diphenylpyridazine and III (R = H, NHNH2, X = CH) or by ring opening of the azine part to give 1-methyl-2-(5-pyrazolyl)imidazole. In the experiment, the researchers used many compounds, for example, Imidazo[1,2-b]pyridazine (cas: 766-55-2Quality Control of Imidazo[1,2-b]pyridazine).

Imidazo[1,2-b]pyridazine (cas: 766-55-2) belongs to pyridazine derivatives. The pyridazine structure is a popular pharmacophore which is found within a number of herbicides such as credazine, pyridafol and pyridate. 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.Quality Control of Imidazo[1,2-b]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

Discovery of imidazo[1,2-b]pyridazines as IKKβ inhibitors. Part 3: Exploration of effective compounds in arthritis models was written by Shimizu, Hiroki;Yamasaki, Tomonori;Yoneda, Yoshiyuki;Muro, Fumihito;Hamada, Tomoaki;Yasukochi, Takanori;Tanaka, Shinji;Toki, Tadashi;Yokoyama, Mika;Morishita, Kaoru;Iimura, Shin. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.COA of Formula: C6H3BrClN3 This article mentions the following:

We have discovered imidazo[1,2-b]pyridazine derivatives that show suppressive activity of inflammation in arthritis models. We optimized the substructures of imidazo[1,2-b]pyridazine derivatives to combine potent IKKβ inhibitory activity, TNFα inhibitory activity in vivo and excellent pharmacokinetics. The compound we have acquired, which had both potent activities and good pharmacokinetic profiles based on improved physicochem. properties, demonstrated efficacy on collagen-induced arthritis models in mice and rats. In the experiment, the researchers used many compounds, for example, 3-Bromo-6-chloroimidazo[1,2-b]pyridazine (cas: 13526-66-4COA of Formula: C6H3BrClN3).

3-Bromo-6-chloroimidazo[1,2-b]pyridazine (cas: 13526-66-4) belongs to pyridazine derivatives. The pyridazine structure is a popular pharmacophore which is found within a number of herbicides such as credazine, pyridafol and pyridate. 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.COA of Formula: C6H3BrClN3

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