19844-27-0

Basic information

• Product Name: 1-(3,4-DICHLORO-PHENYL)-PYRROLE-2,5-DIONE
• Synonyms: ASISCHEM C66326;ART-CHEM-BB B006715;AURORA 12633;1-(3,4-DICHLORPHENYL)-1H-PYRROLE-2,5-DIONE;1-(3,4-DICHLOROPHENYL)MALEIMIDE;1-(3,4-DICHLORO-PHENYL)-PYRROLE-2,5-DIONE;AKOS MSC-0036;AKOS B006715
• CAS NO: 19844-27-0
• Molecular Formula: C₁₀H₅Cl₂NO₂
• Molecular Weight: 242.06
• Mol File: 19844-27-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 396.2 °C at 760 mmHg
• Flash Point: 193.4 °C
• Appearance: /
• Density: 1.57 g/cm³
• Vapor Pressure: 1.74E-06mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: 1-(3,4-DICHLORO-PHENYL)-PYRROLE-2,5-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-DICHLORO-PHENYL)-PYRROLE-2,5-DIONE(19844-27-0)
• EPA Substance Registry System: 1-(3,4-DICHLORO-PHENYL)-PYRROLE-2,5-DIONE(19844-27-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 19844-27-0(Hazardous Substances Data)

Usage

Description

1-(3,4-Dichloro-phenyl)-pyrrole-2,5-dione, commonly referred to as DCPPD, is a chemical compound derived from pyrrole-2,5-dione with a dichlorophenyl group attached. 1-(3,4-DICHLORO-PHENYL)-PYRROLE-2,5-DIONE is notable for its potential applications in various fields, including organic synthesis, materials science, pharmaceuticals, and agrochemicals. DCPPD is particularly recognized for its unique structural features, which contribute to its diverse utility in the realms of chemistry and materials science.

Uses

Used in Pharmaceutical Industry:
DCPPD is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential applications in treating a range of medical conditions. 1-(3,4-DICHLORO-PHENYL)-PYRROLE-2,5-DIONE's versatility in chemical reactions makes it a valuable asset in the design and creation of novel therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, DCPPD is utilized as a building block for the development of new pesticides and other agricultural chemicals. Its chemical properties enable the production of innovative products that can enhance crop protection and contribute to more efficient and sustainable agricultural practices.
Used in Materials Science:
DCPPD is also being explored for its potential use in the design and synthesis of novel materials with a variety of optical, electronic, and biological properties. Its unique structural features make it a promising candidate for the development of advanced materials with applications in areas such as optoelectronics, sensors, and biocompatible materials.
Organic Synthesis:
DCPPD serves as a valuable compound in organic synthesis, where it can be used to create a range of other chemical products. Its reactivity and structural characteristics make it a useful component in the formation of complex organic molecules, which can be applied in various industries and research areas.

InChI:InChI=1/C10H5Cl2NO2/c11-7-2-1-6(5-8(7)12)13-9(14)3-4-10(13)15/h1-5H

Upstream product

• 108-31-6 maleic anhydride 
• 95-76-1 m,p-dichloroaniline 
• 54012-56-5 C₁₀H₇Cl₂NO₃ 
• 21395-61-9 N-(3,4-dichloro-phenyl)-maleamic acid 

Downstream Products

• 65833-22-9 3,4-dichloro-1-(3,4-dichlorophenyl)-1H-pyrrole-2,5-dione 
• 723742-86-7 N-(3,4-dichlorophenyl)-2-(2,3,4,5-tetrahydro-6-methyl-3-oxopyridazin-4-yl)acetamide 
• 455272-65-8 4-(3,4-dichlorophenyl)-4-azatricyclo[5.2.1.0^2,6-endo]dec-8-ene-3,5-dione 
• 15432-97-0 2-(2-methylphenyl)-1,3-dioxoindane 
• 7561-48-0 2-(4-methylphenyl)indan-1,3-dione 

Relevant articles and documents

GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with a defect in glyoxylate metabolism, for example a disease or disorder associated with the enzyme glycolate oxidase (GO) or alterations in oxalate metabolism. Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.

Potent Nematicidal Activity of Maleimide Derivatives on Meloidogyne incognita

Different maleimide derivatives were synthesized and assayed for their in vitro activity on the soil inhabiting, plant-parasitic nematode Meloidogyne incognita, also known as root-knot nematode. The compounds maleimide, N-ethylmaleimide, N-isopropylmaleimide, and N-isobutylmaleimide showed the strongest nematicidal activity on the second stage juveniles of the root-knot nematode with EC50/72h values of 2.6 ± 1.3, 5.1 ± 3.4, 16.2 ± 5.4, and 19.0 ± 9.0 mg/L, respectively. We also determined the nematicidal activity of copper sulfate, finding an EC50 value of 48.6 ± 29.8 mg/L. When maleimide at 1 mg/L was tested in combination with copper sulfate at 50 mg/L, we observed 100% mortality of the nematodes. We performed a GC-MS metabolomics analysis after treating nematodes with maleimide at 8 mg/L for 24 h. This analysis revealed altered fatty acids and diglyceride metabolites such as oleic acid, palmitic acid, and 1-monopalmitin. Our results suggest that maleimide may be used as a new interesting building block for developing new nematicides in combination with copper salts.

An optimized RAD51 inhibitor that disrupts homologous recombination without requiring michael acceptor reactivity

Homologous recombination (HR) is an essential process in cells that provides repair of DNA double-strand breaks and lesions that block DNA replication. RAD51 is an evolutionarily conserved protein that is central to HR. Overexpression of RAD51 protein is