42867-34-5

Usage

Uses

Used in Pharmaceutical Industry:
1-((4-METHYLPHENYL)METHYL)-1H-PYRROLE-2,5-DIONE is used as a chemical intermediate for the synthesis of various pharmaceuticals due to its versatile reactivity and functional groups. It serves as a building block in the development of novel pharmaceutical agents, contributing to the advancement of medicinal chemistry and drug discovery.
Used in Agrochemical Industry:
In the agrochemical industry, 1-((4-METHYLPHENYL)METHYL)-1H-PYRROLE-2,5-DIONE is utilized as an intermediate in the synthesis of agrochemicals, playing a crucial role in the development of new compounds for agricultural applications.
Used in Organic Synthesis:
1-((4-METHYLPHENYL)METHYL)-1H-PYRROLE-2,5-DIONE is employed as a reagent in organic synthesis, where it introduces its specific functionalities into target molecules. This contributes to the creation of new organic compounds with potential applications in various fields.
Used in Chemical Reactions:
As a reagent in chemical reactions, 1-((4-METHYLPHENYL)METHYL)-1H-PYRROLE-2,5-DIONE is used to introduce its unique structural features and functional groups into other molecules, facilitating the synthesis of complex organic compounds for various applications.

InChI:InChI=1/C12H11NO2/c1-9-2-4-10(5-3-9)8-13-11(14)6-7-12(13)15/h2-7H,8H2,1H3

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 108-31-6 maleic anhydride 
• 104-84-7 para-methylbenzylamine 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 64-17-5 ethanol 
• 94054-40-7 1-(4-methylbenzyl)-1H-pyrrole 
• 64198-96-5 (Z)-3-(4-methylbenzylcarbamoyl)acrylic acid 

Downstream Products

• 1416803-69-4 4-(N-(4-methylbenzyl)pyrrolidin-3-yl-2,5-dione)-7-oxa-2-azabicyclo[2.2.1]hept-5-ene 

Relevant academic research and scientific papers

Visible light dye-photosensitised oxidation of pyrroles using a simple LED photoreactor

The photooxidation of pyrrole is typically low yielding due to the absorbance of ultraviolet light, which leads to uncontrolled polymerisation and decomposition. Presented herein is the development of a simple and cost-effective photoreactor utilising Light Emitting Diodes (LEDs) as the light source, and its application to the dye-sensitised oxidation of a range of pyrroles to give corresponding 3-pyrrolin-2-ones. The broader applicability of this approach to the generation of 1O2 is also explored.

Irreversible endo-Selective Diels-Alder Reactions of Substituted Alkoxyfurans: A General Synthesis of endo-Cantharimides

The [4+2] cycloaddition of 3-alkoxyfurans with N-substituted maleimides provides the first general route for preparing endo-cantharimides. Unlike the corresponding reaction with 3H furans, the reaction can tolerate a broad range of 2-substitued furans including alkyl, aromatic, and heteroaromatic groups. The cycloaddition products were converted into a range of cantharimide products with promising lead-like properties for medicinal chemistry programs. Furthermore, the electron-rich furans are shown to react with a variety of alternative dienophiles to generate 7-oxabicyclo[2.2.1]heptane derivatives under mild conditions. DFT calculations have been performed to rationalize the activation effect of the 3-alkoxy group on a furan Diels-Alder reaction.

An unexpected formation of the novel 7-oxa-2-azabicyclo[2.2.1]hept-5-ene skeleton during the reaction of furfurylamine with maleimides and their bioprospection using a zebrafish embryo model

An unexpected intramolecular cyclization during the reaction of furfurylamine with maleimides is reported as a novel strategy for the efficient green synthesis of the 7-oxa-2-azabicyclo[2.2.1]hept-5-ene skeleton. Under the same reaction conditions, 7-oxabicyclo[2.2.1]hept-5-enes were synthesized when furfurylamine was N-protected by the acetyl group. Both types of bicycloheptenes were screened using the zebrafish model system for genetics and developmental biology. The Royal Society of Chemistry 2013.

Antibacterial activity of N-phenylmaleimides, N-phenylsuccinimides and related compounds. Structure-activity relationships

The antibacterial activity of several phyllanthimide analogs were investigated by the Minimum Inhibitory Concentration Method (MIC) against E. coli and S. aureus. It was found that maleimides were approximately 30 times more active than succinimides indicating that the cyclic imido double bond is an important factor related to the activity. Electron-donor and electron-withdrawing substituents in the aromatic ring of N-phenylmaleimides decrease the activity of these compounds indicating the possibility of steric effects. The distance between the aromatic and the imido rings when separated by methylene groups does not affect the antibacterial activity.