79183-40-7

Usage

Structural features

It is a derivative of indole-2,3-dione, an important scaffold in medicinal chemistry.
Contains a trifluoromethyl group attached to a benzyl moiety.

Physicochemical properties

The trifluoromethyl group and benzyl moiety can impart unique properties to the molecule.

Pharmacological properties

The compound has potential biological activities, which can be explored for drug discovery and development.

Applications

Potential applications in drug discovery and development due to its structural features and potential biological activities.

Research interest

The synthesis and characterization of 1-[3-(TRIFLUOROMETHYL)BENZYL]-1H-INDOLE-2,3-DIONE are of interest to researchers in the fields of organic and medicinal chemistry.

Molecular weight

313.25 g/mol
The molecular weight is calculated based on the molecular formula and the atomic weights of the constituent elements.

Chemical structure

The compound consists of an indole-2,3-dione core with a benzyl group attached to the 1-position and a trifluoromethyl group attached to the 3-position of the benzyl moiety.

Solubility

The solubility of the compound in various solvents can be determined experimentally, which is important for its synthesis, purification, and formulation.

Stability

The stability of the compound under different conditions (e.g., temperature, pH, light exposure) can be assessed to ensure its suitability for pharmaceutical applications.

Upstream product

• 91-56-5 indole-2,3-dione 

Downstream Products

• 388089-90-5 6-(3-(trifluoromethyl)benzyl)-6H-indolo[2,3-b]quinoxaline 
• 950385-18-9 C₂₅H₁₉F₃N₂O₄S 
• 894547-86-5 C₂₅H₁₉F₃N₂O₂S 
• 1621419-55-3 C₄₀H₄₀F₃N₃O₄ 

Relevant academic research and scientific papers

Novel N-substituted isatin-ampyrone Schiff bases as a new class of antiproliferative agents: Design, synthesis, molecular modeling and in vitro cytotoxic activity

Thirteen novel isatin-ampyrone Schiff bases derivatives were synthesized in only two steps of 70%–90% overall yields. In vitro cytotoxic activity of these new Schiff bases against three human tumor cell lines (MCF-7, A549, and SCOV3) as well as normal breast cell line (MCF-10A) were evaluated by MTT assay. Structure–activity relationship of the tested compounds revealed that chlorine group at C-5 position of the isatin ring significantly increased the cytotoxic activity. This study generally led to introduce a highly active molecule (M12) with IC50 values of 5.12, 25.5, and 12.9 μΜ, on MCF-7, A549, and SCOV3, respectively. Furthermore, molecular docking studies of the synthesized compounds were also done to investigate their binding modes towards VEGFR-2 and JNK3-MAP kinase as the main targets for isatin-containing anticancer agents. Binding free energy values of the compounds showed positive correlation with their cytotoxic activities. To confirm the docking results, molecular docking simulations of potent compound (M12) against VEGFR-2 and JNK3 MAP kinase were also performed. According to the cytotoxic results and in silico ADMET predictions together, M12 can be considered as a potent candidate for the future anticancer studies.

Electrocatalytic C-H/N-H Coupling of 2′-Aminoacetophenones for the Synthesis of Isatins

2′-Aminoacetophenones undergo a C(sp3)-H oxidation followed by intramolecular C-N bond formation by virtue of a simple electrochemical oxidation in the presence of n-Bu4NI, providing various isatins with moderate to good yields. The reaction intermediates were detected, and a radical-based pathway was proposed.

OXINDOLE COMPOUNDS AND THEIR USES AS THERAPEUTIC AGENTS

This invention is directed to oxindole compounds that are useful for the treatment and/or prevention of sodium channel-mediated diseases or conditions, such as pain. Pharmaceutical compositions comprising the compounds and methods of using the compounds are also disclosed.