13672-28-1

Basic information

• Product Name: 1-benzyl-3-hydroxy-3-(2'-oxopropyl)indolin-2-one
• Synonyms: 1-benzyl-3-hydroxy-3-(2'-oxopropyl)indolin-2-one
• CAS NO: 13672-28-1
• Molecular Weight: 295.338
• Mol File: 13672-28-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-benzyl-3-hydroxy-3-(2'-oxopropyl)indolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-3-hydroxy-3-(2'-oxopropyl)indolin-2-one(13672-28-1)
• EPA Substance Registry System: 1-benzyl-3-hydroxy-3-(2'-oxopropyl)indolin-2-one(13672-28-1)

Safety Data

• Hazardous Substances Data: 13672-28-1(Hazardous Substances Data)

Upstream product

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

Downstream Products

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

Relevant articles and documents

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

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.

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