71294-07-0

Usage

Uses

Used in Pharmaceutical Synthesis:
5,6-Difluoro-2-oxoindole is used as a key intermediate in the synthesis of pharmaceuticals and other fine chemicals. Its unique chemical structure allows it to be incorporated into various drug molecules, potentially enhancing their therapeutic properties and effectiveness.
Used in Cancer Treatment Research:
In the field of cancer treatment, 5,6-Difluoro-2-oxoindole is used as a potential therapeutic agent. Its ability to bind to specific biological targets makes it a promising candidate for the development of new cancer treatments. Researchers are exploring its potential to target and inhibit the growth of cancer cells, offering a new avenue for cancer therapy.
Used in Antimicrobial Therapy:
5,6-Difluoro-2-oxoindole is also used in the development of antimicrobial agents. Its potential to bind to biological targets and disrupt the function of harmful microorganisms makes it a valuable compound in the search for new antibiotics and antifungal agents. This could contribute to the fight against drug-resistant infections and the development of novel antimicrobial therapies.
Used in Organic Synthesis Research:
As a building block in the synthesis of other organic compounds, 5,6-Difluoro-2-oxoindole is used in research aimed at developing new chemical reactions and methodologies. Its unique properties and reactivity make it a valuable tool for chemists working to create new compounds and improve existing synthetic processes.
Used in Chemical Reaction Development:
5,6-Difluoro-2-oxoindole is employed as a reactant in the development of new chemical reactions. Its participation in various reaction types allows researchers to explore its reactivity and potential applications in the synthesis of complex organic molecules. This contributes to the advancement of organic chemistry and the discovery of new synthetic routes for the production of pharmaceuticals and other valuable compounds.

InChI:InChI=1/C12H20F10OSi2/c1-24(2,7-5-9(13,14)11(17,18)19)23-25(3,4)8-6-10(15,16)12(20,21)22/h5-8H2,1-4H3

Upstream product

• 76778-13-7 2-chloro-N-(3,4-difluorophenyl)acetamide 
• 774-47-0 5,6-difluoro-1H-indole-2,3-dione 
• 3863-11-4 3,4-difluoroaniline 

Downstream Products

• 954255-04-0 5,6-difluoroindoline 
• 1374637-30-5 5',6'-difluoro-2,6-diphenylspiro[cyclohexane-1,3'-indoline]-2',4-dione 
• 1421507-47-2 (E)-5,6-difluoro-3-(3-methanesulfonylbenzylidene)-1,3-dihydro-indol-2-one 
• 1421507-45-0 (E)-5,6-difluoro-3-(4-(trifluoromethyl)benzylidene)-1,3-dihydro-indol-2-one 
• 1421507-44-9 (E)-5,6-difluoro-3-(3-trifluoromethyl-benzylidene)-1,3-dihydro-indol-2-one 
• 1421507-39-2 (E)-5,6-difluoro-3-(2-trifluoromethyl-benzylidene)-1,3-dihydro-indol-2-one 
• 1421507-38-1 (E)-5,6-difluoro-3-(4-fluoro-benzylidene)-1,3-dihydro-indol-2-one 
• 1421507-37-0 (E)-5,6-difluoro-3-(3-fluorobenzylidene)-1,3-dihydro-indol-2-one 
• 1421507-34-7 (E)-5,6-difluoro-3-(2-fluoro-benzylidene)-1,3-dihydro-indol-2-one 
• 1421507-31-4 (E)-3-benzylidene-5,6-difluoro-1,3-dihydro-indol-2-one 
• 76778-14-8 (4,5-difluoro-2-iodophenyl)acetic acid 

Relevant academic research and scientific papers

Synthesis of novel 3-(benzothiazol-2-ylmethylene)indolin-2-ones

A mild method for the synthesis of 3-(benzothiazol-2-ylmethylene)indolin-2-ones via the aldol condensation of substituted indolin-2-ones and benzothiazole-2-carbaldehyde is described. This new procedure has significant advantages, such as mild conditions, high yields and simple work-up.

A Benzisoelenazolone modified pyrrole methyl ester substituted indole ketone compound and use thereof

The invention discloses a benzisoselenazolone-modified pyrrolyl formate-substituted indolone compound and a use thereof. The invention depends on and claims the priority of a Chinese patent application 201110105248.0 submitted on April 26, 2011. Through reference, all contents of the Chinese patent application 201110105248.0 are incorporated into the invention. The benzisoselenazolone-modified pyrrolyl formate-substituted indolone compound is shown in the general formula I. The 2-indolone compound provided by the invention has excellent antitumor activity and can be widely used for preparation of antitumor drugs.

N'-Alkylaminosulfonyl Analogues of 6-Fluorobenzylideneindolinones with Desirable Physicochemical Profiles and Potent Growth Inhibitory Activities on Hepatocellular Carcinoma

The benzylideneindolinone 6-chloro-3-(3′-trifluoromethylbenzylidene)-1,3-dihydroindol-2-one (4) was reported to exhibit potent and selective growth inhibitory effects on hepatocellular carcinoma (HCC). Corroborative evidence supported multi-receptor tyrosine kinase (RTK) inhibition as a possible mode of action. However, the poor physicochemical properties of 4 limited its furtherance as a lead compound. In this study, the modification of 4 was investigated with the aim of improving its potency and physicochemical profile. The 6-fluorobenzylideneindolinone 3-12 bearing a 3′-N-propylaminosulfonyl substituent was found to be a promising substitute. Compound 3-12 [6-fluoro-3-(3′-N-propylaminosulfonylbenzylidene)-1,3-dihydroindol-2-one] was found to be tenfold more soluble than 4 and to have sub-micromolar growth inhibitory activities on HCC cells. It is apoptogenic and inhibits the phosphorylation of several RTKs in HuH7, of which the inhibition of FGFR4 and HER3 are prominent. Compound 3-12 decreased the tumor load in a physiologically relevant orthotopic HCC xenograft murine model. Structure-activity relationships support pivotal roles for the fluoro and N′-propylaminosulfonyl moieties in enhancing cell-based activity and moderating the physicochemical profile (solubility, permeability) of 3-12.

Selective reduction of carbonyl groups in the presence of low-valent titanium reagents

The chemoselective reduction of several structurally diverse compounds containing carbonyl groups was achieved in the presence of low-valent titanium reagents. This novel synthetic method provides easy access to highly selective reduction of carbonyl groups, and possesses several advantages including one-step procedure, convenient manipulation, good to excellent yields, and short reaction times.

BENZYLIDENE-INDOLINONE COMPOUNDS AND THEIR MEDICAL USE

Compounds of general formula I: wherein R1a, R1b, R2, R3a, R3b and X are as defined herein are tyrosine kinase inhibitors and are useful for the treatment of various diseases and conditions, for examp