306935-73-9

Basic information

• Product Name: 4-(2,3-DICHLOROANILINO)-4-OXOBUT-2-ENOIC ACID
• Synonyms: 4-(2,3-DICHLOROANILINO)-4-OXOBUT-2-ENOIC ACID;(E)-4-((2,3-dichlorophenyl)amino)-4-oxobut-2-enoic acid
• CAS NO: 306935-73-9
• Molecular Formula: C₁₀H₇Cl₂NO₃
• Molecular Weight: 260.07
• Mol File: 306935-73-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 125 °C
• Boiling Point: 482°Cat760mmHg
• Flash Point: 245.3°C
• Appearance: /
• Density: 1.551g/cm³
• Vapor Pressure: 4.22E-10mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 4-(2,3-DICHLOROANILINO)-4-OXOBUT-2-ENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,3-DICHLOROANILINO)-4-OXOBUT-2-ENOIC ACID(306935-73-9)
• EPA Substance Registry System: 4-(2,3-DICHLOROANILINO)-4-OXOBUT-2-ENOIC ACID(306935-73-9)

Safety Data

• Hazardous Substances Data: 306935-73-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H7Cl2NO3/c11-6-2-1-3-7(10(6)12)13-8(14)4-5-9(15)16/h1-5H,(H,13,14)(H,15,16)/b5-4+

Upstream product

• 108-31-6 maleic anhydride 
• 608-27-5 2,3-dichloroaniline 

Downstream Products

• 37010-53-0 1-(2,3-dichlorophenyl)-1H-pyrrole-2,5-dione 

Relevant articles and documents

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.

Identification of iminooxothiazolidines as secreted frizzled related protein-1 inhibitors

Secreted frizzled related protein-1 (sFRP-1) inhibitors have the potential to be used for the treatment of osteoporosis or other bone related disorders, since the level of sFRP-1 affects osteoblast apoptosis and proliferation. From high throughput screening, we have identified a class of iminooxothiazolidines as sFRP-1 inhibitors. Structure-activity relationships were established for various regions of the scaffold along with the biochemical characterization of this class to probe selectivity, binding and ex vivo activity.