Heterocyclic Building Blocks-Pyridazine

Katritzky, A. R.; Pojarlieff, I. published the artcile< The kinetics and mechanism of electrophilic substitution of heteroaromatic compounds. XVI. Acid-catalyzed hydrogen exchange of some pyridazine derivatives>, Reference of 20744-39-2, the main research area is kinetics substitution heteroaromatics; substitution heteroaromatics kinetics; heteroaromatics kinetics substitution; mechanism substitution heteroaromatics; pyridazine substitution; hydrogen exchange pyridazines.

4-Aminopyridazine exchanges in acid solution as the conjugate acid at the 5-position. In the low acidity region, the conjugate acid exchanges by the ylide mechanism at the 3- and 6-positions. Pyridazin-4-one exchanges by the acid-catalyzed mechanism as the neutral species at the 5-position; ylide-mechanism exchange on the conjugate acid occurs at the 3- and 6-positions. Pyridazin-3-one exchanges in acid solution at the 5-position; the mechanism probably involves a hydrated species. Rate constants are measured and discussed. 19 references.

Journal of the Chemical Society [Section] B: Physical Organic published new progress about Entropy. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Reference of 20744-39-2.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Chen, Meijun; Li, Zhong; Shao, Xusheng; Maienfisch, Peter published the artcile< Scaffold-Hopping Approach To Identify New Chemotypes of Dimpropyridaz>, Computed Properties of 20744-39-2, the main research area is dimpropyridaz analog heterocyclic replacement diazine insecticide scaffold hopping; pyrazolecarboxamide preparation insecticide structure activity Myzus; 1,2-diazine; density functional theory (DFT); dimpropyridaz; heterocyclic replacement; pyrazole carboxamide insecticide; scaffold hopping.

Dimpropyridaz is a pyrazole carboxamide insecticide with a novel mode of action, currently under worldwide development by BASF, providing excellent activity against sucking pests. A series of dimpropyridaz analogs were designed to investigate the impact of bioisosteric heterocyclic replacements on the biol. activity and mol. properties. Focus was given to prepare analogs where the 4-pyridazinyl moiety was replaced by 5-pyrimidinyl, 2-pyrimidinyl, 3-pyridazinyl, and 2-pyrazinyl groups. Five different synthetic routes were developed for the preparation of these analogs, delivering the target compounds in moderate to good yields. We explained some aspects of the observed structure-activity relationship by a d. functional theory (DFT) calculation and DFT-derived Multiwfn and VMD program models. These findings provide first insights into the important role of the 4-pyridazinyl heterocyclic moiety in the pyrazole carboxamide insecticide chem. class and the mechanism of action of dimpropyridaz.

Journal of Agricultural and Food Chemistry published new progress about Aphicides. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Computed Properties of 20744-39-2.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Mehta, Naimee; Ferrins, Lori; Leed, Susan E.; Sciotti, Richard J.; Pollastri, Michael P. published the artcile< Optimization of Physicochemical Properties for 4-Anilinoquinoline Inhibitors of Plasmodium falciparum Proliferation>, Recommanded Product: Pyridazin-4-amine, the main research area is anilinoquinoline NEU1953 preparation antiplasmodial Plasmodium proliferation; drug repurposing; malaria; target class repurposing; tropical diseases.

The authors recently reported the medicinal chem. reoptimization of a known human tyrosine kinase inhibitor, lapatinib, against a variety of parasites responsible for numerous tropical diseases, including human African trypanosomiasis (Trypanosoma brucei), Chagas disease (T. cruzi), Leishmaniasis (Leishmania spp.), and malaria (Plasmodium falciparum). Herein, the authors report the authors’ continuing efforts to optimize this series against P. falciparum. Through the design of a library of compounds focused on reducing the lipophilicity and mol. weight, followed by an SAR exploration, the authors have identified NEU-1953 (40). This compound is a potent inhibitor of P. falciparum with an improved ADME profile over the previously reported compound, NEU-961.

ACS Infectious Diseases published new progress about Antimalarials. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Recommanded Product: Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Ross-MacDonald, Petra; de Silva, Heshani; Patel, Vishal; Truong, Amy; He, Aiqing; Neuhaus, Isaac; Tilford, Charles; Ji, Rui Ru; Siemers, Nathan; Greer, Ann; Carboni, Joan; Gottardis, Marco; Menard, Krista; Lee, Frank; Dodier, Marco; Frennesson, David; Sampognaro, Anthony; Saulnier, Mark; Trainor, George; Vyas, Dolatrai; Zimmermann, Kurt; Wittman, Mark published the artcile< Biochemical and transcriptional profiling to triage additional activities in a series of IGF-1R/IR inhibitors>, Safety of Pyridazin-4-amine, the main research area is preparation IGFR kinase inhibitor cancer.

Therapeutic development of a targeted agent involves a series of decisions over addnl. activities that may be ignored, eliminated or pursued. This paper details the concurrent application of two methods that provide a spectrum of information about the biol. activity of a compound: biochem. profiling on a large panel of kinase assays and transcriptional profiling of mRNA responses. Our mRNA profiling studies used a full dose range, identifying subsets of transcriptional responses with differing EC50s which may reflect distinct targets. Profiling data allowed prioritization for validation in xenograft models, generated testable hypotheses for active compounds, and informed decisions on the general utility of the series.

Bioorganic & Medicinal Chemistry published new progress about Antiproliferative agents. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Safety of Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Heinisch, G.; Matuszczak, B.; Pachler, S.; Rakowitz, D. published the artcile< The inhibitory activity of diazinyl-substituted thiourea derivatives on human immunodeficiency virus type 1 reverse transcriptase>, Safety of Pyridazin-4-amine, the main research area is diazinylthiourea preparation HIV1 reverse transcriptase inhibition.

Starting from 2-(2-aminoethyl)pyridine, a series of N-diazinyl-N’-[2-(2-pyridyl)ethyl]thioureas was prepared via the (2-pyridyl)ethylisothiocyanate and was screened as non-nucleoside human immunodeficiency virus type 1 reverse transcriptase inhibitors. Derivatives bearing a 3-pyridazinyl or a 4-pyrimidinyl moiety turned out to be the most potent compounds However, they exhibited less activity than nevirapine or trovirdine.

Antiviral Chemistry & Chemotherapy published new progress about Antiviral agents. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Safety of Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Turck, Alain; Ple, Nelly; Mojovic, Ljubica; Ndzi, Bruno; Queguiner, Guy; Haider, Norbert; Schuller, Herbert; Heinisch, Gottfried published the artcile< On the metalation of 4-substituted pyridazines>, Recommanded Product: Pyridazin-4-amine, the main research area is pyridazine metalation lithium methylpiperidide.

A series of new pyridazines bearing ortho-directing groups at C-4 (protected/activated amino or carboxylic acid functionalities) was prepared and their metalation with lithium 2,2,6,6-tetramethylpiperidide was studied. Reactions of the ortho-lithiated species thus obtained with aldehydes as electrophiles opens an access to 4,5-disubstituted pyridazines I (R = NHCOCMe3, CONHCMe3, R1 = Me, Ph).

Journal of Heterocyclic Chemistry published new progress about Metalation. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Recommanded Product: Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Ribeiro, Juliano S.; Augusto, Fabio; Ferreira, Marcia M. C.; Salva, Terezinha J. G. published the artcile< The use of chromatographic profiles from roasted Arabica coffees to differentiate samples according to cleanliness, flavor and overall quality of the beverage>, Safety of Pyridazin-4-amine, the main research area is roasted coffee beverage flavor taste volatile compound profile.

The volatile compound profiles of roasted Arabica coffee samples previously examined for sensory attributes were analyzed by GC, GC-MS, and principal component data anal. The volatiles were isolated by solid-phase microextraction The correlation optimized warping (COW) algorithm was used to align the GC profiles. Of the >250 compounds found by GC-MS, 54 were related to the studied sensory attributes and important in principal component anal. (of these 36 were identified). The levels of pyrrole, 1-methylpyrrole, cyclopentanone, dihydro-2-methyl-3-furanone, furfural, 2-ethyl-5-methylpyrazine, 2-ethenyl-N-methylpyrazine, and 5-methyl-2-propionylfuran were important for the differentiation of coffee beverage according to flavor, taste, and overall quality. The sensitivity and specificity (or selectivity) of the analytes indicated that ∼30 volatile compounds can be used to interpret the sensory attributes studied.

Quimica Nova published new progress about Coffea arabica. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Safety of Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Wetzel, B.; Woitun, E.; Reuter, W.; Maier, R.; Lechner, U.; Goeth, H.; Werner, R. published the artcile< Pyrimidinylureidopenicillins. Synthesis and structure-activity relationships>, Safety of Pyridazin-4-amine, the main research area is pyrimidylureidopenicillin preparation bactericide activity; condensation amoxicillin aminopyrimidine; penicillin pyrimidylureido.

The ureidopenicillin VX-VC 43 (I), prepared from the aminopyrimidine II by cyclization and condensation with amoxicillin and Et3N, showed outstanding in vitro and potent in vivo activity in mice. The mean minimal inhibitory concentrations of I against 59 strains of Pseudomonas aeruginosa, 50 strains of Escherichia coli, Klebsiella, and Enterobacter cloacae were 0.62, 0.16, 3.28, and 0.92 μg/mL, resp. The antimicrobial activity of 18 other heterocyclic substituted ureidopenicillins is also reported.

Special Publication – Royal Society of Chemistry published new progress about Condensation reaction. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Safety of Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Joshi-Pangu, Amruta; Cohen, Ryan D.; Tudge, Matthew T.; Chen, Yonggang published the artcile< Dearomatization of Electron-Deficient Nitrogen Heterocycles via Cobalt-Catalyzed Asymmetric Cyclopropanation>, Recommanded Product: Ethyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate, the main research area is dearomatization electron deficient nitrogen heterocycle cobalt catalyst stereoselective cyclopropanation.

The dearomatization of a series of electron-deficient nitrogen heterocycles has been achieved through a cobalt-catalyzed asym. cyclopropanation reaction. This reaction proceeds with high levels of enantio- and diastereoselectivity to afford unique cyclopropanes that can be further functionalized to provide complex heterocyclic building blocks.

Journal of Organic Chemistry published new progress about Cyclopropanation catalysts, stereoselective. 64067-99-8 belongs to class pyridazine, and the molecular formula is C9H8ClN3O2, Recommanded Product: Ethyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

El Akkaoui, Ahmed; Berteina-Raboin, Sabine; Mouaddib, Abderrahim; Guillaumet, Gerald published the artcile< Direct Arylation of Imidazo[1,2-b]pyridazines: Microwave-Assisted One-Pot Suzuki Coupling/Pd-Catalyzed Arylation>, Related Products of 64067-99-8, the main research area is imidazo pyridazine microwave preparation; microwave Suzuki coupling aryl heterocyclic halide arylboronic acid.

Direct intermol. C-H arylation of 6-chloroimidazo[1,2-b]pyridazine in its 3-position was achieved, and the tolerance to reaction conditions in the presence of chloro groups was investigated. Various 3-(hetero)arylimidazo[1,2-b]pyridazines were synthesized in good to excellent yields. This methodol. was successfully applied to the synthesis of 3,6-di- and 2,3,6-trisubstituted imidazo[1,2-b]pyridazines by a microwave-assisted, one-pot, two-step Suzuki cross-coupling/palladium-catalyzed arylation process.

European Journal of Organic Chemistry published new progress about Arylation. 64067-99-8 belongs to class pyridazine, and the molecular formula is C9H8ClN3O2, Related Products of 64067-99-8.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem