62218-63-7

Upstream product

• 393165-18-9 2-(5'-iodoisoxazol-3'-yl)pyridine 
• 98-80-6 phenylboronic acid 
• 5325-66-6 1-phenyl-3-(2-pyridyl)propen-1-one 
• 69709-49-5 3-phenyl-1-(pyridin-2-yl)prop-2-yn-1-one 
• 29745-44-6 pyridine-2-carbonyl chloride 
• 536-74-3 phenylacetylene 
• 873-69-8 2-pyridinealdoxime 
• 1121-60-4 pyridine-2-carbaldehyde 
• 1193-96-0 (E)-pyridin-2-aldoxime 
• 5337-53-1 3-phenyl-1-(2-pyridyl)prop-2-en-1-one 
• 39977-58-7 N-hydroxypyridine-2-carboximidoyl chloride hydrochloride 
• 10472-94-3 1-phenyl-3-pyridin-2-yl-propane-1,3-dione 

Downstream Products

• 65846-46-0 5-phenyl-2-(pyridin-2-yl)oxazole 

Relevant academic research and scientific papers

Use of lodoacetylene as a dipolarphile in the synthesis of 5-lodoisoxazole derivatives

(Equation Presented) Iodoacetylene 1 was prepared in situ from the reactions of ethynylmagnesium bromide or tributyl(ethynyl)tin with iodine. It was used as a dipolarphile in the [2 + 3] cyclization reaction with 1,3-dipolar nitrile oxide derivatives to p

One-pot regioselective synthesis of substituted pyrazoles and isoxazoles in PEG-400/water medium by Cu-free nano-Pd catalyzed sequential acyl Sonogashira coupling-intramolecular cyclization

Catalyst efficacy of in situ generated Pd-nanoparticles (PdNPs) in the regioselective one-pot synthesis of 3,5-di & 3,4,5-trisubstituted pyrazoles and 3,5-disubstituted isoxazoles in environmentally benign PEG-400/H2O medium, which involves the sequential (i) Cu-free acyl-Sonogashira coupling (ASC) and (ii) intramolecular ynone-amine cyclization under PTC conditions was described. The results of controlled experiments support the operation of two sequential catalytic cycles (ASC/cyclization) and achievement of complementary/opposite regioselectivity via ynone-bound palladium in a one-pot approach. Moreover, the in situ PdNPs recovered after the first catalytic cycle of the one-pot reaction sequence have been reused again five times successively. Besides, prior to the above studies, the efficacy of some common Pd-N-heterocyclic carbene (Pd-NHC) complexes in catalyzing the same one-pot two-step reaction sequence (Cu-free ASC/cyclization) both in water and organic solvents was also optimized. In situ generation of PdNPs from above Pd-NHCs in water was also identified, but they are not reusable due to their large size distribution.

A direct access to isoxazoles from ynones using trimethylsilyl azide as amino surrogate under metal/catalyst free conditions

A general method for isoxazoles from readily available ynones using trimethylsilyl azide as an amino surrogate, likely via an unprecedented hydroazidation of the alkyne and denitrogenative cyclization, is demonstrated. The method neither required any cata

Metal-free DBU promoted regioselective synthesis of isoxazoles and isoxazolines

A new simple and efficient metal-free 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) promoted regioselective synthesis of 3,5-disubstituted isoxazoles and isoxazolines from aldoximes has been described. This method allows the reaction to proceed efficiently on aldoximes containing unprotected phenolic hydroxyl groups. Furthermore, with the use of higher equivalents of N-chlorosuccinimide, chloro-substituted isoxazoles and isoxazolines were obtained as the only products via tandem one-pot 1,3-dipolar cycloaddition followed by regioselective chlorination. This journal is

5-Substituted pyridylisoxazoles as effective inhibitors of platelet aggregation

A series of 5-substituted 3-pyridylisoxazoles were synthesized using [3+2] cycloaddition of nitrile oxides to alkynes with variation of substituents at position 5 of the isoxazole ring without additional synthetic stages and with retention of 2-pyridyl-, 3-pyridyl, and 4-pyridyl substituents at position 3 of the isoxazole ring. Substituted pyridylisoxazoles are the potential antiaggregatory agents showing in vitro activity in the concentration range from 1?10-6 mol L-1 to 1?10-4 mol L-1 toward the human platelet rich blood plasma with arachidonic acid being used as the inductor of aggregation. These compounds do not act as cyclooxygenase or thromboxane synthase inhibitors, nor as thrombin inhibitors.

Isoxazoles: Synthesis, evaluation and bioinformatic design as acetylcholinesterase inhibitors

Objectives Inhibition of acetylcholinesterase (AChE) is a common treatment for early stages of Alzheimer's disease. In this study, nine isoxazoles derivatives were tested for their in-vitro AChE activity. The molecular docking showed the interaction of the compounds with the active site. Methods The isoxazoles were synthesized using 1,3-dipolar cycloaddition in the presence of sodium hypochlorite. They were also isolated and characterized by spectroscopic methods. The in-vitro activity was measured by an adapted version of Ellman's assay. Key findings The isoxazoles are described as inhibitors of AChE. The most potent compound in the series exhibited a moderate inhibitory activity (50% inhibitory concentration = 134.87 μm). The design of new compounds was created by using the RACHEL module of the SYBYL software. Conclusions Our research provided enough evidence of the efficacy of isoxazoles as AChE inhibitors. The isoxazoles were synthesized and evaluated as inhibitors of AChE. The docking study based on a novel series of complexes isoxazole with AChE from Electroporus electricus has demonstrated that the ligand bind is similar to the compounds used as reference. To find new candidates with the isoxazole core that act as inhibitors of AChE, part of the structure of the compound 9 was used for de-novo design. Molecular docking models of the ligand-AChE complexes suggest that the compound 10 is located on the periphery of the AChE active site.

Efficient and regioselective one-pot synthesis of 3-substituted and 3,5-disubstituted isoxazoles

(Figure Presented) A series of 3-substituted and 3,5-disubstituted isoxazoles have been efficiently synthesized in moderate to excellent yields by the reaction of N-hydroxyl-4-toluenesulfonamide with α,β-unsaturated aldehydes/ketones. This novel strategy is associated with readily available starting materials, mild conditions, high regioselectivity, and wide scope.

Synthesis and reactions of 3-aryloxiran-2-yl pyridin-2-yl methanone. A novel synthesis of triazolopyrimidines and hexaazafluorenones for biological evaluation

3-ARYLOXIRAN-2-Yl pyridin-2-yl methanones (Ia,b) were prepared according to our pervious work(1-3), from arylidene-pyridin-2-yl-methanone (4-5), Compounds Ia,b reacted with different amines such as hydrazine hydrate, p-nitrophenyl hy

Synthesis of Substituted Pyridylisoxazoles and Their 4,5-Dihydro Analogs: Novel Inhibitors of Thrombocyte Aggregation

A number of substituted pyridylisoxazoles and their 4,5-dihydro analogs were synthesized by 1,3-dipolar cycloaddition of substituted nitrile oxides to either alkenes or alkynes.The synthesized compounds inhibit arachidonic acid-induced aggregation of huma

Photoinduced ring transformation of pyrido-[1,2-b]pyridazinium-4-olate

The photolytic behavior of the zwitterionic pyrido[1,2-b]pyridazinium-4- olate (1) was studied. A marked difference was observed depending on the wavelength used: irradiation with a light of λ>280 nm resulted in 3-phenyl- 5-(2-pyridyl)isoxazole (2) and 2-phenyl-3-(2-pyridylcarbonyl)azirine (3) as main products, while the use of light of λ280 afforded 2-phenyl-5-(2- pyridyl)-oxazole (5) and 1-amino-1-phenyl-3-(2-pyridyl)prop-1-en-3-one (6) as main products. A mechanistic suggestion is provided.