34379-53-8

Usage

Type of compound

Derivative of isatoic anhydride

Usage

Important building block in organic synthesis, used as a reagent in the preparation of various pharmaceuticals and agrochemicals

Biological activities

Potential antifungal and antibacterial properties

Other applications

Can be used as a ligand in coordination chemistry and in the synthesis of metal-organic frameworks.

Upstream product

• 1122-17-4 dichloromaleic acid anhydride 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 256945-45-6 3-chloro-1-(4-methoxy-phenyl)-4-(3-methoxy-phenylamino)-pyrrole-2,5-dione 
• 256945-44-5 3-chloro-1-(4-methoxy-phenyl)-4-(2-methoxy-phenylamino)-pyrrole-2,5-dione 
• 256945-49-0 3-chloro-1-(4-methoxy-phenyl)-4-p-tolylamino-pyrrole-2,5-dione 
• 256945-52-5 3-chloro-4-(4-chloro-phenylamino)-1-(4-methoxy-phenyl)-pyrrole-2,5-dione 
• 256945-46-7 3-chloro-1-(4-methoxy-phenyl)-4-(4-methoxy-phenylamino)-pyrrole-2,5-dione 
• 256945-43-4 3-chloro-1-(4-methoxy-phenyl)-4-phenylamino-pyrrole-2,5-dione 
• 256945-48-9 3-chloro-1-(4-methoxy-phenyl)-4-m-tolylamino-pyrrole-2,5-dione 
• 256945-53-6 3-(4-bromo-phenylamino)-4-chloro-1-(4-methoxy-phenyl)-pyrrole-2,5-dione 
• 307508-23-2 2-(4-methoxy-phenyl)-8-thia-2,3b,7-triaza-cyclopenta[a]indene-1,3,4-trione 
• 907605-83-8 3,4-bis(4-ethoxycarbonyl-3-hydroxy-5-methyl-2-thienyl)-1-(4-methoxyphenyl)-1H-pyrrol-2,5-dione 
• 37458-57-4 2-(p-methoxyphenyl)pyrrolo[3,4-b]quinoxaline-1,3-dione 
• 37648-48-9 6-methoxy-2-(4-methoxy-phenyl)-pyrrolo[3,4-b]quinoxaline-1,3-dione 

Relevant academic research and scientific papers

Color Tuning of the Aggregation-Induced Emission of Maleimide Dyes by Molecular Design and Morphology Control

Aggregation-induced emission (AIE)-active maleimide dyes, namely, 2-p-toluidino-N-p-tolylmaleimide, 3-phenyl-2-toluidino-N-p-tolylmaleimide, 2-p-thiocresyl-3-p-toluidino-N-p-tolylmaleimide, and 2,3-dithiocresyl-N-arylmaleimides, were synthesized by facile

Synthesis, redox properties, and X-ray diffraction structure of 2,3-bis(ethylthio)-N-(p-MeOC6H4)maleimide

Refluxing 2,3-dichloromaleic anhydride with p-anisidine in benzene with water removal gives the condensation product 2,3-dichloro-N-(p-MeOC 6H4)maleimide (1) 75% yield. This new maleimide compound reacts with added ethanethiol in the

Application of maleimide compound as chitin synthase inhibitor

The invention discloses an application of a maleimide compound as shown in a formula I. In the formula I, R0 is phenyl, benzyl, phenethyl, phenylpropyl, p-fluorophenyl, p-chlorophenyl, p-bromophenyl,p-methoxyphenyl, p-methylphenyl or p-hydroxyphenyl, R1 is hydrogen, methyl, phenyl or chlorine; and R2 is hydrogen, methyl, phenyl or chlorine. The provided maleimide compound has a good inhibition effect on chitin synthase.

Synthesis and biological evaluation of 3-chloro-4-(indol-3-yl)-2,5- pyrroledione derivatives as antitumor agents

A series of 3-chloro-4-(indol-3-yl)-2,5-pyrroledione derivatives were synthesized and evaluated for their cytotoxic activities in vitro against five human cancer cell lines (K562, A549, ECA-109, KB and SMMC-7721). Most compounds displayed potent cytotoxicity with IC50 values in low micromolar range. The results showed that the existence of the chlorine atom at 3-position on the pyrroledione ring was crucial for the activity. Compound 6a, the most potent one (IC50: 0.67～3.93 μM), would be a promising template for further development of novel antitumor agents.

In vitro antifungal properties, structure-activity relationships and studies on the mode of action of N-phenyl, N-aryl, N-phenylalkyl maleimides and related compounds

The synthesis, in vitro antifungal evaluation and structure-activity relationship studies of 14 compounds of the N-phenyl-, N-aryl-, N-phenylalkyl- maleimide and 3,4-dichloromaleimide series are reported. The compounds were evaluated against a panel of standardized yeasts and filamentous fungi as well as clinical isolates of Candida albicans. The activities of N-phenylalkyl-3,4- dichloromaleimide derivatives but not those of N-phenylalkyl-maleimide derivatives showed to be dependent on the length of the alkyl chain. N-Phenylpropyl-3,4-dichloromaleimide showed the broadest spectrum of action and lower minimal inhibitory concentrations (MIC) in all of the fungi tested. The nitrogen-carbon distance between the two rings seems to play an important role in the antifungal behavior of these compounds. The most active structure showed inhibited (1,3)β-D-glucan and chitin synthases, enzymes that catalyze the synthesis of the major fungal cell-wall polymers. ECV · Editio Cantor Verlag, Aulendorf (Germany).

Generality and scope of the synthesis of 2-arylpyrrolo[3,4-b] quinoxaline-1,3-diones from 2,3-dichloro-N-arylmaleimides. II

Nucleophilic substitution of 2,3-dichloro-N-arylmaleimides (1) and (2) with a series of arylamines gives 2-arylamino-3-chloro-N-arylmaleimides (3) and (4), respectively. When 4 is treated with sodium azide at room temperature, it cyclizes to the 2-(p-methoxyphenyl)pyrrolo[3,4-b]quinoxaline- 1,3-diones (5). Under the same conditions, the 2-(p-nitrophenyl) analogue (3) fails to cyclize. Ring closure is also subject to the steric and electronic effects of substituents in the nucleophile.