57276-28-5

Usage

Uses

Used in Pharmaceutical Industry:
CYCLOPROPYL 2-PYRIDYL KETONE is used as a chemical intermediate for the synthesis of dihydronaphthalenes and dihydroquinolines, which are important building blocks in the development of various pharmaceutical compounds. These synthesized compounds have potential applications in the treatment of different medical conditions, making CYCLOPROPYL 2-PYRIDYL KETONE a valuable asset in the pharmaceutical industry.
Used in Chemical Synthesis:
CYCLOPROPYL 2-PYRIDYL KETONE is used as a key reactant in the synthesis of various organic compounds, particularly those containing dihydronaphthalene and dihydroquinoline structures. Its unique reactivity and structural properties make it an essential component in the development of new chemical entities for various applications, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C9H9NO/c11-9(7-4-5-7)8-3-1-2-6-10-8/h1-3,6-7H,4-5H2

Upstream product

• 109-04-6 2-bromo-pyridine 
• 20127-47-3 C-cyclopropyl-C-pyridin-2-yl-methyleneamine 
• 95188-13-9 cyclopropyl(pyridin-2-yl)methanol 
• 5500-21-0 cyclopropropanecarbonitrile 

Downstream Products

• 75343-53-2 Cyclopropyl-phenyl-[2]pyridyl-methanol 
• 101293-47-4 Cyclopropyl-(4-methoxy-phenyl)-[2]pyridyl-methanol 
• 1619258-08-0 (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-cyclopropyl(pyridin-2-yl)methyl)piperidin-2-one 
• 22971-32-0 1-(pyridin-2-yl)butan-1-one 
• 95188-13-9 cyclopropyl(pyridin-2-yl)methanol 
• 95188-16-2 1,2-Dicyclopropyl-1,2-di-pyridin-2-yl-ethane-1,2-diol 

Relevant academic research and scientific papers

Aerobic oxidation of secondary benzylic alcohols and direct oxidative amidation of aryl aldehydes promoted by sodium hydride

We reported herein new reactivities and possible mechanistic implications of a simplest oxidant (NaH/air) uncovered on a broad range of useful transformations, including aerobic alcohol oxidations, allylic alcohol isomerizations and oxidations, cyclopropyl alcohol fragmentations, and direct aryl aldehyde oxidative amidations. These readily implementable transition-metal-free processes feature exceptional material accessibility, operational simplicity, and environmental compatibility, and add new dimensions to its synthetic utilities that are fairly robust yet had not previously been fully realized and systematically explored.

Synthesis, structure-activity relationships, and antitumor studies of 2-benzoxazolyl hydrazones derived from alpha-(N)-acyl heteroaromatics

Recently we have described the antitumor activities of 2- benzoxazolylhydrazones derived from 2-formyl and 2-acetylpyridines. In search of a more efficacious analogue, compounds in which the 2-acetylpyridine moiety has been replaced by 2-acylpyridine and α-(N)-acetyldiazine/quinoline groups have been synthesized. The 2-acylpyridyl hydrazones inhibited in vitro cell proliferation in the nM range, whereas the hydrazones derived from the α-(N)-acetyldiazines/quinolines inhibited cell growth in the μM range. Compounds tested in the NCI-60 cell assay were effective inhibitors of leukemia, colon, and ovarian cancer cells. E-13k [N-benzoxazol-2-yl-N′-(1- isoquinolin-3-yl-ethylidene)-hydrazine] inhibited the proliferation of MCF-7 breast carcinoma cells more efficiently than nontransformed MCF-10A cells. It is not transported by P-glycoprotein and a weak MRP substrate. Increased concentrations of serum or α1-acid glycoprotein did not reduce the antiproliferative activity of the compound. In the in vivo hollow fiber assay, E-13k achieved a score of 24, with a net cell kill of OVCAR-3 (ovarian) and SF2-95 (CNS) tumor cells.

NADH MODELS-19 CYCLOPROPANE RING AS A CHEMICAL PROBE IN THE STUDY OF THE MECHANISM OF HYDROGEN TRANSFER BY 1,4-DIHYDROPYRIDINE DERIVATIVES

N-(Cyclopropylmethylene)phenylamines (1a-c), cyclopropyl 2-pyridyl ketones (5a-c) and ethyl cyclopropylmethylenepyruvate (14) have been subjected to reduction by 1,4-dihydropyridines in the presence of magnesium ions, and by tin hydrides.The reactions with 1,4-dihydropyridines do not involve cleavage of the three-membered ring in the reduction step.The observed acyclic product from 2-pyridyl 2,2-dimethylcyclopropyl ketone (5b) is a consequence of ring cleavage prior to reduction of the carbonyl function.In contrast, reduction of 1a-c and 5a-c by tin hydrides leads to products in which the cyclopropane moiety has undergone ring-opening.These findings support a hydride transfer mechanism for reductions with NADH models.