25989-85-9

Basic information

• Product Name: 1H-Pyrrole-2,5-dione,1-(4-methylphenyl)-, homopolymer (9CI)
• Synonyms: Maleimide, N-p-tolyl-, polymers(8CI); N-(4-Methylphenyl)maleimide homopolymer; N-(4-Methylphenyl)maleimidepolymer; N-(p-Methylphenyl)maleimidehomopolymer; N-p-Tolylmaleimidepolymer; Poly(N-p-tolylmaleimide); Poly[N-(4-methylphenyl)maleimide]; Poly[N-(p-methylphenyl)maleimide]; p-Tolylmaleimide polymers
• CAS NO: 25989-85-9
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.1947
• Mol File: 25989-85-9.mol
• Article Data: 55

Chemical Properties

• Boiling Point: 333.2°Cat760mmHg
• Flash Point: 154.2°C
• Density: 1.277g/cm³
• CAS DataBase Reference: 1H-Pyrrole-2,5-dione,1-(4-methylphenyl)-, homopolymer (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-2,5-dione,1-(4-methylphenyl)-, homopolymer (9CI)(25989-85-9)
• EPA Substance Registry System: 1H-Pyrrole-2,5-dione,1-(4-methylphenyl)-, homopolymer (9CI)(25989-85-9)

Safety Data

• Hazardous Substances Data: 25989-85-9(Hazardous Substances Data)

Usage

General Description

1H-Pyrrole-2,5-dione,1-(4-methylphenyl)-, homopolymer (9CI) is a chemical compound that is a homopolymer of 1-(4-methylphenyl)-1H-pyrrole-2,5-dione. It is essentially a polymer made up of repeating units of the monomer 1-(4-methylphenyl)-1H-pyrrole-2,5-dione. This chemical is commonly used in the production of various products such as plastics, adhesives, and coatings due to its high thermal stability and electrical conductivity. It is also known for its excellent resistance to harsh environmental conditions, making it suitable for a wide range of industrial applications.

Upstream product

• 106-49-0 p-toluidine 
• 541-59-3 maleiimide 
• 3052-50-4 monomethyl maleate 
• 108-31-6 maleic anhydride 
• 15485-32-2 N-(4-chlorobenzylidene)-4-toluidine 
• 2272-45-9 benzal-p-toluidine 
• 24870-11-9 4-methylmaleanilic acid 
• 557-24-4 maleamic acid 
• 55818-45-6 methyltriphenylphosphonium 4-methylbenzenesulfonate 
• 38046-98-9 3-chloro-1-(4-methylphenyl)pyrrolidine-2,5-dione 
• 67-56-1 methanol 
• 37904-03-3 3-p-tolylcarbamoyl-acrylic acid 
• 65344-80-1 methyl p-methylmaleanilate 

Downstream Products

• 41379-04-8 4,7-bis-benzo[1,3]dioxol-5-yl-1,3,9-trioxo-2-p-tolyl-2,3,3a,4,5,6,7,8,9,9b-decahydro-1H-benzo[e]isoindole-8-carboxylic acid ethyl ester 
• 57703-48-7 4,9-diphenyl-2-p-tolyl-3a,4,9,9a-tetrahydro-4,9-epioxido-benzo[f]isoindole-1,3-dione 
• 57703-54-5 6,7-dimethyl-2,4,9-tri-p-tolyl-3a,4,9,9a-tetrahydro-4,9-epioxido-benzo[f]isoindole-1,3-dione 
• 54819-65-7 2-Iminothiazolid-4-on-5-acet-(4-methylanilid) 
• 70464-66-3 5-p-tolyl-3-(2,4,6-trimethyl-phenyl)-(3ar,6ac)-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 54819-59-9 2-(4-Methoxyphenyl)-iminothiazolid-4-on-5-acet-(4-methylanilid) 
• 89143-26-0 3-piperidin-1-yl-1-p-tolyl-pyrrolidine-2,5-dione 
• 118617-08-6 5-((3aS,3cS,6aR,8aR)-1,3,4,6-Tetraoxo-2,5-di-p-tolyl-octahydro-7,8-dioxa-2,5,7a-triaza-dicyclopenta[a,f]pentalen-3b-yl)-pentanenitrile 
• 78817-63-7 5-Acetyl-4-phenyl-2-p-tolyl-3a,11c-dihydro-4H-6-oxa-2,11b-diaza-cyclopenta[c]phenanthrene-1,3,7-trione 
• 97406-83-2 1-(4-nitro-phenyl)-5-p-tolyl-3a,6a-dihydro-1H-pyrrolo[3,4-d][1,2,3]triazole-4,6-dione 
• 91199-17-6 exo-1,2,3,4-Tetrahydro-N-(4-methylphenyl)-1,4-imino-2,3-naphthalindicarboximid 
• 91129-13-4 endo-1,2,3,4-Tetrahydro-N-(4-methylphenyl)-1,4-imino-2,3-naphthalindicarboximid 
• 79326-70-8 4-[5-Oxo-1-p-tolyl-1,5-dihydro-pyrrol-(2Z)-ylidene]-1-phenyl-pyrazolidine-3,5-dione 
• 93518-61-7 1-p-Tolyl-pyrrole-2,5-dione; compound with 1,2,3,4,5,6-hexamethyl-benzene 

Relevant articles and documents

1,3-dipolar cycloaddition: Free catalytic synthesis and esophageal cancer activity of new 1,2,3-triazole-oxydianiline-maleimide hybrids

A new series of 1,2,3-triazole-oxydianiline-maleimide hybrids 12-15 was synthesized by using 1,3-dipolar cycloaddition reaction of N-Arylmaleimides 6-9 with 4,4'-oxybis(azidobenzene) 11 under an efficient and free catalytic reaction. All the newly synthesized hybrids were characterized by their 1H NMR, F-TIR, Mass spectral data and melting points. The cytotoxic activities (in vitro) of selected hybrids against esophageal cancer of human cell line (SKG) were evaluated by MTT assay. Among them, hybrid 13 exhibited a potent inhibition activity with the IC50 value of 1.61±0.01 μM against esophageal cancer cell (SKG). Cellular mechanism investigations in esophageal carcinoma cells (SKG) elucidated that hybrid 13 inhibited cell growths in vitro and arrested cell cycle at an environmental phase. These results revealed that hybrid 13 holds a promising anticancer agent with the enhancement of further clinical applications in drug discovery field.

Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target burkitt’s lymphoma

Lymphomas (cancers of the lymphatic system) account for 12% of malignant diseases worldwide. Burkitt’s lymphoma (BL) is a rare form of non-Hodgkin’s lymphoma in which the cancer starts in the immune B-cells. We report the synthesis and preliminary studies on the antiproliferative activity of a library of 9,10-dihydro-9,10-ethanoanthracene based compounds structurally related to the antidepressant drug maprotiline against BL cell lines MUTU-1 and DG- 75. Structural modifications were achieved by Diels-Alder reaction of the core 9-(2- nitrovinyl)anthracene with number of dienophiles including maleic anhydride, maleimides, acrylonitrile and benzyne. The antiproliferative activity of these compounds was evaluated in BL cell lines EBV? MUTU-1 and EBV+ DG-75 (chemoresistant). The most potent compounds 13j, 15, 16a, 16b, 16c, 16d and 19a displayed IC50 values in the range 0.17–0.38 μM against the BL cell line EBV? MUTU-1 and IC50 values in the range 0.45–0.78 μM against the chemoresistant BL cell line EBV+ DG- 75. Compounds 15, 16b and 16c demonstrated potent ROS dependent apoptotic effects on the BL cell lines which were superior to the control drug taxol and showed minimal cytotoxicity to peripheral blood mononuclear cells (PBMCs). The results suggest that this class of compounds merits further investigation as antiproliferative agents for BL.

Room-Temperature Synthesis of Isoindolone Spirosuccinimides: Merger of Visible-Light Photocatalysis and Cobalt-Catalyzed C-H Activation

A room-temperature C-H bond functionalization of benzamides has been developed by merging a photocatalyst with a cobalt catalyst for the synthesis of isoindolone spirosuccinimides. The reaction proceeds in aerobic conditions and does not require any sacrificial external oxidants such as Ag(I) or Mn(III) salts. Visible light activates the photocatalyst, and it acts as an electron-transfer reagent and helps in the fundamental organometallic steps by modulating the oxidation state of the cobalt complex. This C-H bond functionalization and spirocyclization showed wide substrate scope and good functional group tolerance. A possible reaction mechanism was proposed from the experimental outcome, showing that C-H bond activation is irreversible and not the rate-determining step.