Category: 24415-66-5

Wagman, Allan S. published the artcileSynthesis, Binding Mode, and Antihyperglycemic Activity of Potent and Selective (5-Imidazol-2-yl-4-phenylpyrimidin-2-yl)[2-(2-pyridylamino)ethyl]amine Inhibitors of Glycogen Synthase Kinase 3, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is imidazolyl phenylpyrimidinyl pyridylaminoethylamine preparation glycogen synthase kinase inhibitory activity.

In an effort to identify new antidiabetic agents, we have discovered a novel family of (5-imidazol-2-yl-4-phenylpyrimidin-2-yl)[2-(2-pyridylamino)ethyl]amine analogs which are inhibitors of human glycogen synthase kinase 3 (GSK3). We developed efficient synthetic routes to explore a wide variety of substitution patterns and convergently access a diverse array of analogs. Compound I (CHIR-911, CT-99021, or CHIR-73911) emerged from an exploration of heterocycles at the C-5 position, Ph groups at C-4, and a variety of differently substituted linker and aminopyridine moieties attached at the C-2 position. These compounds exhibited GSK3 IC50s in the low nanomolar range and excellent selectivity. They activate glycogen synthase in insulin receptor-expressing CHO-IR cells and primary rat hepatocytes. Evaluation of lead compounds I and II (CHIR-611 or CT-98014) in rodent models of type 2 diabetes revealed that single oral doses lowered hyperglycemia within 60 min, enhanced insulin-stimulated glucose transport, and improved glucose disposal without increasing insulin levels.

Journal of Medicinal Chemistry published new progress about Antidiabetic agents. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Campos, Joana F. published the artcileEucalyptol as new solvent for the synthesis of heterocycles containing oxygen, sulfur and nitrogen, Name: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is fused heterocyclic compound one pot preparation green chem.

The first investigation of the use of eucalyptol as a new solvent for organic transformations was reported. Heterocycles containing oxygen, sulfur and nitrogen were chosen as targets or as starting materials for widely used palladium-catalyzed cross-coupling reactions, i.e. Suzuki-Miyaura and Sonogashira-Hagihara reactions. Eucalyptol turned out to be a viable sustainable alternative to common solvents.

Green Chemistry published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Name: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Fuerstner, Alois published the artcileIron-Catalyzed Cross-Coupling Reactions, Quality Control of 24415-66-5, the main research area is iron complex cross coupling catalyst organometallic compound; aryl chloride triflate tosylate coupling iron catalyst; heteroaryl chloride triflate tosylate coupling iron catalyst; green chem iron complex cross coupling catalyst.

Simple iron salts such as FeCln, Fe(acac)n (n = 2,3) or the salen complex I turned out to be highly efficient, cheap, toxicol. benign, and environmentally friendly precatalysts for a host of cross-coupling reactions of alkyl or aryl Grignard reagents, zincates, or organomanganese species with aryl and heteroaryl chlorides, triflates, and even tosylates. An “”inorganic Grignard reagent”” of the formal composition [Fe(MgX)2], prepared in situ, likely constitutes the propagating species responsible for the catalytic turnover, which occurs in many cases at an unprecedented rate even at or below room temperature Because of the exceptionally mild reaction conditions, a series of functional groups such as esters, ethers, nitriles, sulfonates, sulfonamides, thioethers, acetals, alkynes, and -CF3 groups are compatible. The method also allows for consecutive cross-coupling processes in one pot, as exemplified by the efficient preparation of compound II, and has been applied to the first synthesis of the cytotoxic marine natural product montipyridine (III). In contrast to the clean reaction of (hetero)aryl chlorides, the corresponding bromides and iodides are prone to a reduction of their C-X bonds in the presence of the iron catalyst.

Journal of the American Chemical Society published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Quality Control of 24415-66-5.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Campos, Joana F. published the artcileEucalyptol as bio-based solvent for Migita-Kosugi-Stille coupling reaction on O,S,N-heterocycle, Application In Synthesis of 24415-66-5, the main research area is eucalyptol heterocycle Migita Kosugi Stille coupling solvent green.

We report herein an investigation on the use of eucalyptol as new solvent for organic transformations applied to the Migita-Kosugi-Stille palladium-catalyzed cross-coupling reaction. Heterocycles containing oxygen, sulfur and nitrogen were chosen as starting materials. Eucalyptol turned out to be a viable sustainable alternative to common solvents for this reaction.

Catalysis Today published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent) (heteroaryl). 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Application In Synthesis of 24415-66-5.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Campos, Joana F. published the artcileA greener and efficient method for nucleophilic aromatic substitution of nitrogen-containing fused heterocycles, Quality Control of 24415-66-5, the main research area is chloro heteroarenopyrimidine amine nucleophilic aromatic substitution green chem; amino heteroarenopyrimidine preparation; PEG-400; nitrogen fused heterocycles; nucleophilic aromatic substitution.

A simple and efficient methodol. for the nucleophilic aromatic substitution of nitrogen-containing fused heterocycles with interesting biol. activities was developed in an environmentally sound manner using polyethylene glycol (PEG-400) as the solvent, lead to the expected compounds in excellent yields only in five minutes.

Molecules published new progress about Aromatic nitrogen heterocycles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Quality Control of 24415-66-5.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Loubidi, Mohammed published the artcilePd-catalyzed Suzuki/Sonogashira cross-coupling reaction and the direct sp3 arylation of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is methyltriazolopyrimidine chloro preparation aryl alkyne palladium catalyst Sonogashira coupling; arylalkynyl methyltriazolopyrimidine preparation; chloro methyltriazolopyrimidine preparation arylboronic acid palladium catalyst Suzuki coupling; aryl methyltriazolopyrimidine preparation bromobenzene palladium catalyst arylation; benzyl aryl methyltriazolopyrimidine preparation.

A rapid and efficient method was reported for the synthesis of the [1,2,4]triazolo[1,5-a]pyrimidine motif. Palladium catalyzed Suzuki and Sonogashira cross coupling reactions on 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine were performed. The direct sp3 arylation of compounds resulting from the Suzuki reaction was then carried out.

Tetrahedron Letters published new progress about Arylation. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Yuan, Shuo published the artcileBronsted Acid-Catalyzed Direct C(sp2)-H Heteroarylation Enabling the Synthesis of Structurally diverse Biaryl Derivatives, Related Products of triazoles, the main research area is chloro heteroarene arene hexafluoroisopropanol catalyst arylation; heterocyclic biaryl preparation.

Bronsted acid-catalyzed direct C(sp2)-H heteroarylation that enabled the synthesis of biaryl fragments in moderate to excellent yields (up to 99% yield), which was also performed at a gram scale and successfully applied to the privileged quinazoline scaffolds of the first-generation epidermal growth factor receptor (EGFR) inhibitors Gefitinib and Erlotinib, offering rapid access to a series of quinazoline-based biaryl compounds Addnl., the late-stage diversifications were performed based on the compound 5-methyl-7-(2,4,6-trimethoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine, generating a library of structurally diverse and complex biaryl compounds

Advanced Synthesis & Catalysis published new progress about Arylation. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Related Products of triazoles.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Umar, Tarana published the artcileA multifunctional therapeutic approach: Synthesis, biological evaluation, crystal structure and molecular docking of diversified 1H-pyrazolo[3,4-b]pyridine derivatives against Alzheimer’s disease, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is piperazinyl pyrazolopyridinyl acetamide preparation docking cholinesterase inhibitor amyloid aggregation; AChE inhibitors; Amyloid β aggregation inhibitors; Docking; N-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetamides; Selectivity.

2-(Piperazin-1-yl)-N-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetamides I [R = piperidin-1-yl, 4-methylpiperazin-1-yl, Et 4-((4-yl)piperazin-1-yl)quinoline-3-carboxylate, etc.] were described as a new class of selective and potent acetylcholinesterase (AChE) inhibitors and amyloid β aggregation inhibitors. Formation of synthesized compounds I was justified via 1H NMR, 13C NMR, mass spectra and single crystal X-Ray diffraction study. All compounds were evaluated for their acetylcholinesterase and butyrylcholinesterase inhibitory activity, inhibition of self-mediated Aβ aggregation and Cu(II)-mediated Aβ aggregation. Also, docking study was carried out in concordance with in vitro results. The most potent mol. amongst the derivatives exhibited excellent anti-AChE activity (IC50 = 4.8 nM). Kinetic study of I [R = 2-((4-yl)piperazin-1-yl)-N-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetamide] suggested it to be a mixed type inhibitor. In vitro study revealed that all the compounds were capable of inhibiting self-induced β-amyloid (Aβ) aggregation with the highest inhibition percentage to be 81.65%. Potency of I [R = Et 4-((4-yl)piperazin-1-yl)quinoline-3-carboxylate, 2-((4-yl)piperazin-1-yl)-N-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetamide] to inhibit self-induced Aβ1-42 aggregation was ascertained by TEM anal. Compounds were also evaluated for their Aβ disaggregation, antioxidation, metal-chelation activity.

European Journal of Medicinal Chemistry published new progress about Aggregation. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Gomez, Laurent published the artcileDesign and Synthesis of Novel and Selective Phosphodiesterase 2 (PDE2a) Inhibitors for the Treatment of Memory Disorders, Synthetic Route of 24415-66-5, the main research area is triazolopyrimidine preparation PDE2a inhibitor SAR memory disorder treatment.

A series of potent and selective [1,2,4]triazolo[1,5-a]pyrimidine PDE2a inhibitors is reported. The design and improvement of the binding properties of this series was achieved using X-ray crystal structures in conjunction with careful anal. of electronic and structural requirements for the PDE2a enzyme. One of the lead compounds, compound I (DNS-8254), was identified as a potent and highly selective PDE2a enzyme inhibitor with favorable rat pharmacokinetic properties. Interestingly, the increased potency of compound I was facilitated by the formation of a halogen bond with the oxygen of Tyr827 present in the PDE2a active site. In vivo, compound I demonstrated significant memory enhancing effects in a rat model of novel object recognition. Taken together, these data suggest that compound I may be a useful tool to explore the pharmacol. of selective PDE2a inhibition.

Journal of Medicinal Chemistry published new progress about Memory disorders. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Synthetic Route of 24415-66-5.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Werbel, Leslie M. published the artcilePotential antimalarial substances. XIV. [[(Dialkylamino)alkyl]amino]pyrimido[1,2-a]benzimidazoles, 2,3,-dihydro-1H-cyclopenta[4,5]pyrimido[1,2-a]benzimidazoles, and s-triazolo[1,5-a]pyrimidines as potential antimalarial agents, Synthetic Route of 24415-66-5, the main research area is pyrimido benzimidazoles; benzimidazoles pyrimido; cyclopentapyrimidobenzimidazoles; triazolo pyrimidines; pyrimidines triazolo.

The structure of the product of the reaction of 2-aminobenzimidazole with ethyl acetoacetate was established by NMR spectroscopy as 2-methylpyr imido[1,2-a]benzimidazol-4-ol (I). 7(and 8)-Chloro-2-methylpyrimido[1,2-a]benzimidazol-4-ol (II and III), 2-(trifluoromethyl)pyrimido[1,2-a]benzimidazol-4-ol, 2,7,8-trimethylpyrimido[1,2-a]benzimidazol-4-ol, 2-benzyl-1,2,3,4-tetrahydropyrido-[4′,3′:4,5]pyrimido[1,2-a]benzimidazol-12-ol, 1,2,3,4-tetrahydro-benzimidazo[2,1-b]quinazolin-12-ol, and 2,3-dihydro-1H-cyclopenta[4,5]pyrimido[1,2-a]benzimidazol-11-ol (IV) were prepared in a similar manner. Chlorination of I, II, III, IV, and 5-methyl-s-triazolo[1,5-a]pyrimidin-7-ol with POCl3 afforded the corresponding chloroheterocycles, which were condensed with the appropriate N,N-dialkylalkylenediamine or Na,Na-diethyl-6-methoxytoluene-α,3-diamine to give various 4-[[(dialkylamino)-alkyl]amino]-2-methylpyrimido[1,2-a]benzimidazoles, 11-[[(dialkylamino)alkyl]amino]-2,3-dihydro-1H-cyclopenta[4,5]pyrimido[1,2-a] benzimidazoles and 7-[[(dialkylamino)alkyl]-amino]-5-methyl-s-triazolo[1,5-a]pyrimidines. None of these compounds displayed significant antimalarial activity against Plasmodium berghei in the mouse.

Journal of Heterocyclic Chemistry published new progress about Drugs. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Synthetic Route of 24415-66-5.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics