13672-28-1

Upstream product

• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 91-56-5 indole-2,3-dione 
• 1217-89-6 1-benzylisatin 
• 67-64-1 acetone 

Downstream Products

• 882750-68-7 1-benzyl-3-(2-oxopropylidene)indolin-2-one 
• 1217-89-6 1-benzylisatin 

Relevant academic research and scientific papers

Oxidative ring expansion of 3-hydroxy-3-phenacyloxindoles using phenyliodine diacetate and molecular iodine: Synthesis of 2-hydroxy-2-aryl/alkyl-2,3-dihydroquinolin-4(1H)-ones

Oxidation of tertiary alcohol of the type 3-hydroxy-3-phenacyloxindoles using the combination of phenyliodine diacetate and molecular iodine in methanol results in oxidative cleavage of C2-C3 bond to form isocyanate as an intermediate with its subsequent

L-proline-catalyzed asymmetric aldol condensation of N-substituted isatins with acetone

L-proline-catalyzed asymmetric aldol condensation of several isatin derivatives with acetone is reported. The desired products were obtained in highly yield with the ee among 30-79%. The substitutes of N can deeply effect the ee value of products, and a n

Discovery of 3-Hydroxy-3-phenacyloxindole Analogues of Isatin as Potential Monoamine Oxidase Inhibitors

A series of 3-hydroxy-3-phenacyloxindole analogues of isatin were designed, synthesized, and evaluated in vitro for their inhibitory activity toward monoamine oxidase (MAO) A and B. Most of the synthesized compounds proved to be potent and selective inhibitors of MAO-A rather than MAO-B. 1-Benzyl-3-hydroxy-3-(4′-hydroxyphenacyl)oxindole (compound 18) showed the highest MAO-A inhibitory activity (IC50: 0.009±0.001 μm, Ki: 3.69±0.003 nm) and good selectivity (selectivity index: 60.44). Kinetic studies revealed that compounds 18 and 16 (1-benzyl-3-hydroxy-3-(4′-bromophenacyl)oxindole) exhibit competitive inhibition against MAO-A and MAO-B, respectively. Structure-activity relationship studies suggested that the 3-hydroxy group is an essential feature for these analogues to exhibit potent MAO-A inhibitory activity. Computational studies revealed the possible molecular interactions between the inhibitors and MAO isozymes. The computational data obtained are congruent with experimental results. Further studies on the lead inhibitors, including co-crystallization of inhibitor-MAO complexes and in vivo evaluations, are essential for their development as potential therapeutic agents for the treatment of MAO-associated neurological disorders.

3-(2-oxoethylidene)indolin-2-one derivatives activate Nrf2 and inhibit NF-κB: Potential candidates for chemoprevention

Induction of cytoprotective phase 2 enzymes through inhibition of Keap1, a repressor of transcription factor Nrf2, is a cancer-prevention strategy. Compounds that elicit antiinflammatory and cytoprotective effects are promising candidates for chemoprevent

Organocatalyzed direct asymmetric aldol reaction of isatins in water: Low catalyst loading in command

Simple primary-tertiary diamines easily derived from natural primary amino acids have been used to catalyze the aldol reactions in water. The 1 mol % of diamine catalyst is sufficient to catalyze the aldol reaction of cyclohexanone/acetone to isatins prov

1-Alkylisatins via Aldol-Retro-aldol Condensation

Simultaneous aldolisation of isatin with acetone and alkylation with different alkyl, allyl and propynyl halides in the presence of anhydrous potassium carbonate and subsequent dealdolisation by heating in o-dichlorobenzene at 160-165 deg C furnishes 1-alkyl (allyl and propynyl) isatins in 73-93percent overall isolable yields.

Potential anticonvulsants IV: Condensation of isatin with benzoylacetone and isopropyl methyl ketone

A series of new 3-hydroxy-3-substituted oxindoles were prepared and screened for anticonvulsant activity. A number of these 3-hydroxyoxindoles had activity in the maximal electroshock seizure test.