63289-96-3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 116849-79-7 (Z)-3-Dimethylamino-3-methylsulfanyl-1-phenyl-propenone 
• 141-78-6 ethyl acetate 
• 98-86-2 acetophenone 
• 93-91-4 1-phenylbutan-1,3-dione 
• 70008-80-9 3-morpholin-4-yl-1-phenyl-but-2-en-1-one 
• 185245-65-2 3-methylthio-3-N-piperidino-1-phenyl-2-propen-1-one 
• 62961-61-9 (Z)-4-hydroxy-4-phenyl-3-buten-2-one 

Downstream Products

• 50783-26-1 1-(2-methyl-2,3-dihydrobenzothiazol-2-yl)-methyl phenyl ketone 
• 62961-61-9 (Z)-4-hydroxy-4-phenyl-3-buten-2-one 
• 60290-49-5 (3-methyl-4H-benzo[b][1,4]thiazin-2-yl)(phenyl)methanone 
• 500169-87-9 2-ethylsulfanyl-6-phenyl-4H-thiopyran-4-one 
• 500169-95-9 2-mercapto-6-phenyl-4H-thiopyran-4-one 

Relevant academic research and scientific papers

Reaction of unsymmetrical trifluoromethyl-containing 1,3-dicarbonyl compounds with 'push-pull' enamines

The reaction of 'push-pull' enamines with trifluoromethyl-containing 1,3-dicarbonyl compounds was investigated. It was found that the reaction is sensitive both to the structure of the enamines and to reaction conditions. As a result, a set of various tri

Iodomethane oxidative addition and CO migratory insertion in monocarbonylphosphine complexes of the type [Rh((C6H5)COCHCO((CH2)n CH3))(CO)(PPh3)]: Steric and electronic effects

The chemical kinetics, studied by UV/Vis, IR and NMR, of the oxidative addition of iodomethane to [Rh((C6H5)COCHCOR)(CO)(PPh3)], with R = (CH2)nCH3, n = 1-3, consists of three consecutive reaction steps that involves isomers of two distinctly different classes of RhIII-alkyl and two distinctly different classes of RhIII-acyl species. Kinetic studies on the first oxidative addition step of [Rh((C6H5)COCHCOR)(CO)(PPh3)] + CH3I to form [Rh((C6H5)COCHCOR)(CH3)(CO)(PPh 3)(I)] revealed a second order oxidative addition rate constant approximately 500-600 times faster than that observed for the Monsanto catalyst [Rh(CO)2I2]-. The reaction rate of the first oxidative addition step in chloroform was not influenced by the increasing alkyl chain length of the R group on the β-diketonato ligand: k1 = 0.0333 ([Rh((C6H5)COCHCO(CH2CH3))(C O)(PPh3)]), 0.0437 ([Rh((C6H5)COCHCO(CH2CH2CH 3))(CO)(PPh3)]) and 0.0354 dm3 mol-1 s-1 ([Rh((C6H5)COCHCO(CH2CH2 CH2CH3))(CO)(PPh3)]). The pKa′ and keto-enol equilibrium constant, Kc, of the β-diketones (C6H5)COCH2COR, along with apparent group electronegativities, χR of the R group of the β-diketones (C6H5)COCH2COR, give a measurement of the electron donating character of the coordinating β-diketonato ligand: (R, pKa′, Kc, χR) = (CH3, 8.70, 12.1, 2.34), (CH2CH3, 9.33, 8.2, 2.31), (CH2CH2CH3, 9.23, 11.5, 2.41) and (CH2CH2CH2CH3, 9.33, 11.6, 2.22).

Pyranone, thiopyranone, and pyridone inhibitors of phosphatidylinositol 3-kinase related kinases. Structure-activity relationships for DNA-dependent protein kinase inhibition, and identification of the first potent and selective inhibitor of the ataxia telangiectasia mutated kinase

Structure-activity relationships have been investigated for inhibition of DNA-dependent protein kinase (DNA-PK) and ATM kinase by a series of pyran-2-ones, pyran-4-ones, thiopyran-4-ones, and pyridin-4-ones. A wide range of IC50 values were observed for pyranones and thiopyranones substituted at the 6-position, with the 3- and 5-positions proving intolerant to substitution. Related pyran-2-ones, pyran-4-ones, and thiopyran-4-ones showed similar IC50 values against DNA-PK, whereas the pyridin-4-one system proved, in general, ineffective at inhibiting DNA-PK. Extended libraries exploring the 6-position of 2-morpholinopyran-4-ones and 2-morpholino- thiopyrano-4-ones identified the first highly potent and selective ATM inhibitor 2-morpholin-4-yl-6-thianthren-1-yl-pyran-4-one (151C; ATM; IC50 = 13 nM) and revealed constrained SARs for ATM inhibition compared with DNA-PK. One of the most potent DNA-PK inhibitors identified, 2-(4-methoxyphenyl)-6- (morpholin-4-yl)pyran-4-one (16; DNA-PK; IC50 = 220 nM) effectively sensitized HeLa cells to the topoisomerase II inhibitor etoposide in vitro.

Variable-temperature NMR study of the enol forms of benzoylacetones

The enol forms of the β-diketones, benzoylacetones, have been studied using long-range carbon-hydrogen couplings involving the chelate OH proton, O1H chemical shifts, 13C chemical shifts and deuterium isotope effects on 13C chemical shifts. Studies were done in the temperature range from 268 to 181 K. The compounds are shown to be tautomeric, in opposition to a more symmetrical, delocalised, close to one-potential well structure as found in the solid at very low temperature. The same is true for dibenzoylmethane. The isotope effects on chemical shifts are very sensitive gauges of structure in these almost symmetrical systems. Equilibrium constants are determined and related to other similar compounds. Copyright

2,6-Disubstituted pyran-4-one and thiopyran-4-one inhibitors of DNA-dependent protein kinase (DNA-PK)

6-Aryl-2-morpholin-4-yl-4H-pyran-4-ones and 6-aryl-2-morpholin-4-yl-4H-thiopyran-4-ones were synthesised and evaluated as potential inhibitors of the DNA repair enzyme DNA-dependent protein kinase (DNA-PK). Several compounds in each series exhibited super