66346-69-8

Usage

Uses

Used in Pharmaceutical Industry:
3,3-diMethoxyindolin-2-one is used as a pharmaceutical compound for its potential therapeutic applications. Its unique structure and properties make it a promising candidate for the development of new drugs and therapies.
Used in Medicinal Chemistry:
3,3-diMethoxyindolin-2-one is used as a building block in the synthesis of various organic compounds and pharmaceuticals. Its presence in the indolin-2-one structure allows for the creation of new molecules with potential medicinal properties, contributing to the advancement of medicinal chemistry.
Used in Organic Synthesis:
3,3-diMethoxyindolin-2-one is used as a key intermediate in the synthesis of a wide range of organic compounds. Its versatile structure and reactivity make it a valuable component in the development of new chemical entities and the improvement of existing ones.

Upstream product

• 91-56-5 indole-2,3-dione 
• 149-73-5 trimethyl orthoformate 
• 67-56-1 methanol 

Downstream Products

• 1175531-67-5 (2'R,3'R,6'R)-6'-benzyl-3'-methyl-6',7'-dihydro-3'H-spiro[indoline-3,2'-oxepin]-2-one 
• 1175531-69-7 (2'R,3'R,6'R)-6'-(2-bromobenzyl)-3'-methyl-6',7'-dihydro-3'H-spiro[indoline-3,2'-oxepin]-2-one 

Relevant academic research and scientific papers

Enantioselective N-alkylation of isatins and synthesis of chiral N-alkylated indoles

Asymmetric N-alkylations of isatins with enals were shown to be feasible via a prolinol-catalyzed iminium activation, and N-alkylated isatins were obtained in good yields and with excellent enantioselectivity. The biologically useful N-alkylated isatins also served as valuable synthetic precursors, and could be readily converted to chiral N-alkylated indole derivatives. The described method provides a novel entry to access optically enriched N-alkylated isatins and indole derivatives. the Partner Organisations 2014.

Survey of new, small-molecule isatin-based oxindole hybrids as multi-targeted drugs for the treatment of Alzheimer’s disease

In the last decade, our group has been very active at developing and assaying complex libraries of scaffolds with a focus on their potential to identify bioactive drug candidates for neurodegenerative diseases, particularly Alzheimer’s disease (AD). Attention has been focused on isatin-based oxindole scaffolds, for which promising results concerning butyrylcholinesterase (BuChE) inhibitory activity have previously been obtained. Considering some published reports and detailed analysis of the pharmacophores of commercially available drugs for AD (powerful cholinesterase (ChE) inhibitors), we performed a strategic structural modification of the isatin core and generated a new family of isatin-based oxindole hybrids (27 new compounds) possessing crucial key functional units in their framework. The syntheses were accomplished using multiple approaches, including simple N-alkylation reactions, copper-catalyzed amination reactions, and click chemistry. The resulting library was evaluated on ChE and MAO enzymes, both of which are involved in the pathophysiology of neurodegeneration. IC50 values of 1.6 and 2.6 μM (BuChE assays), were achieved for the best inhibitors.

α-Chymotrypsin-Induced Acetalization of Aldehydes and Ketones with Alcohols

This is the first report of a simple and general method for acetalization of aldehydes via an α-chymotrypsin-induced reaction under mild conditions. A broad range of aromatic and heteroaromatic aldehydes have been acetalized under neutral conditions in good yields using a catalytic amount of chymotrypsin.

Preparation method of acetal or ketal compound

The invention discloses a preparation method of an acetal or ketal compound. The preparation method comprises the following steps: oscillating aldehyde or ketone, alcohol and a catalyst at 60 DEG C, and carrying out post-treatment after the reaction is finished to obtain the acetal compound, wherein the catalyst comprises alpha-chymotrypsin, the aldehyde or ketone has a structure represented by acompound A, R1 and R2 are respectively and independently selected from aryl, H and alkyl, the alcohol has a structure represented by a compound B, and R3 is selected from saturated alkane. The preparation method provided by the invention is catalyzed by alpha-chymotrypsin, is mild in reaction condition, simple in operation process, low in cost and environment-friendly, and has popularization and application values.