3116-49-2

Basic information

• Product Name: 3,4-dichloro-1-(2-phenylethyl)-1H-pyrrole-2,5-dione
• Synonyms: 1H-Pyrrole-2,5-dione, 3,4-dichloro-1-(2-phenylethyl)-; 2,3-Dichloro-N-phenethyl-maleimide; 3,4-Dichloro-1-(2-phenylethyl)-1H-pyrrole-2,5-dione; Maleimide, 2,3-dichloro-N-phenethyl-
• CAS NO: 3116-49-2
• Molecular Formula: C₁₂H₉Cl₂NO₂
• Molecular Weight: 270.1114
• Mol File: 3116-49-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 362.6°C at 760 mmHg
• Flash Point: 173.1°C
• Density: 1.44g/cm³
• Vapor Pressure: 1.92E-05mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: 3,4-dichloro-1-(2-phenylethyl)-1H-pyrrole-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dichloro-1-(2-phenylethyl)-1H-pyrrole-2,5-dione(3116-49-2)
• EPA Substance Registry System: 3,4-dichloro-1-(2-phenylethyl)-1H-pyrrole-2,5-dione(3116-49-2)

Safety Data

• Hazardous Substances Data: 3116-49-2(Hazardous Substances Data)

Upstream product

• 1122-17-4 dichloromaleic acid anhydride 
• 618-36-0 rac-methylbenzylamine 
• 64-04-0 phenethylamine 

Relevant articles and documents

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.

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).