51726-07-9

Upstream product

• 33489-96-2 2-(4-chlorophenyl)-1,1-dichlorocyclopropane 
• 25755-85-5 3-(4-chlorophenyl)isoxazol-5-(4H)-one 
• 2881-63-2 ethyl (4-chlorobenzoyl)acetate 

Downstream Products

• 130719-61-8 3-(4-Chlorphenyl)-5-(2-morpholinoethylanilino)isoxazol 
• 130719-60-7 3-(4-Chlorphenyl)-5-(2-pyrrolidinoethylanilino)isoxazol 
• 115697-83-1 3-(4-Chloro-phenyl)-5-oxiranylmethoxy-isoxazole 
• 130719-62-9 3-(4-Chlorphenyl)-5-(2-piperazinoethylanilino)isoxazol 
• 25755-86-6 3-(4-chlorophenyl)-5-methoxyisoxazole 
• 130719-59-4 3-(4-Chlorphenyl)-5-(2-piperidinoethylanilino)isoxazol 
• 115697-87-5 1-(4-chlorophenyl-5-isoxazolyloxy)-3-(t-butylamino)-2-propanol 

Relevant academic research and scientific papers

Synthesis of 5-Chloroisoxazoles Derived from 2,2-Dichlorovinyl Ketones

Abstract: The reactions of 2,2-dichlorovinyl ketones with hydroxylamine hydrochloride give the corresponding oximes. The subsequent heterocyclization of the latter under the action of t-BuOK in t-BuOH results in selective formation of 5-chloro-3-alkyl- or

1-(2: H -Azirine-2-carbonyl)benzotriazoles: Building blocks for the synthesis of pyrrole-containing heterocycles

A one-pot method was developed for the preparation of 2H-azirine-2-carbonylbenzotriazoles, formed by the reaction of benzotriazole with 2H-azirine-2-carbonyl chlorides, which were generated by the Fe(ii)-catalyzed isomerization of 5-chloroisoxazoles. The Co(ii)-catalyzed reaction of 2H-azirine-2-carbonylbenzotriazoles with 1,3-diketones provides 2-((benzotriazol-1-yl)carbonyl)pyrroles in moderate to good yields. Base-promoted annulations of 2-((benzotriazol-1-yl)carbonyl)pyrroles with aldehydes, ketones, isocyanates and isothiocyanates afford various substituted pyrrolo[1,2-c]oxazole and 1H-pyrrolo[1,2-c]imidazole derivatives in moderate to high yields. The 6-acyl group of these adducts can be removed by triflic acid, giving further new pyrrolo-fused O- and N-heterocycles, such as 6-unsubstituted pyrrolo[1,2-c]oxazol-1(3H)-one and 1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione, while the 6-acetyl substituent of 1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione, when treated with POCl3/pyridine, is transformed into the 6-ethynyl substituent.

Nitrosylsulfuric acid in the synthesis of 5-chloroisoxazoles from 1,1-dichlorocyclopropanes

Nitrosylsulfuric acid is shown to be a usable reagent for the synthesis of 5-chloroisoxazoles from readily available 1,1-di-chlorocyclopropanes via nitrosation–heterocyclization reaction. A cytotoxicity of some of the prepared 5-chloroisoxazoles towards M

Transformations of gem-dichloroarylcyclopropanes in the reaction with NOCl·2SO3. Synthesis of 3-aryl-5-chloroisoxazoles

Nitrosation with complex NOCl·2SO3 of gem-dichloroarylcyclopropanes containing acceptor substituents in the aromatic ring proceeded chemo- and regioselectively affording 3-aryl-5-chloroisoxazoles in high yields. The presence of donor substituents complicated the reaction by the occurrence of competing processes.

Discovery of a nonpeptidic small molecule antagonist of the human platelet thrombin receptor (PAR-1)

The synthesis and biological evaluation of a series of nonpeptidic small molecule antagonists of the human platelet thrombin receptor (PAR-1) are described. Optimization of the 5-amino-3-arylisoxazole lead resulted in an approximate 100-fold increase in potency. The most potent of these compounds (54) inhibits platelet activation with IC50s of 90 nM against the thrombin receptor agonist peptide (TRAP) and 510 nM against thrombin as the agonist. Further, antagonist 54 fully blocks platelet aggregation stimulated by 1 nM thrombin for 10 min.