107775-55-3

Basic information

• Product Name: N-[1-(4-chloro-phenyl)-2-nitro-ethyl]-aniline
• Synonyms: N-[1-(4-chloro-phenyl)-2-nitro-ethyl]-aniline
• CAS NO: 107775-55-3
• Molecular Weight: 276.722
• Mol File: 107775-55-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-[1-(4-chloro-phenyl)-2-nitro-ethyl]-aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-[1-(4-chloro-phenyl)-2-nitro-ethyl]-aniline(107775-55-3)
• EPA Substance Registry System: N-[1-(4-chloro-phenyl)-2-nitro-ethyl]-aniline(107775-55-3)

Safety Data

• Hazardous Substances Data: 107775-55-3(Hazardous Substances Data)

Upstream product

• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 
• 62-53-3 aniline 
• 101671-01-6 1-nitro-2-(4-chlorophenyl)ethylene 
• 104-88-1 4-chlorobenzaldehyde 
• 105202-54-8 3-(p-Chlorophenyl)-1-phenyl-2-nitropropenone 

Relevant articles and documents

Synthesis, antiproliferative and pro-apoptotic effects of nitrostyrenes and related compounds in Burkitt’s lymphoma

Background: Cancers of the lymphatic cells (lymphomas) account for approximately 12% of malignant diseases worldwide. The nitrostyrene scaffold is identified as a lead target structure for the development of particularly effective compounds targeting Burkitt’s lymphoma (BL). Objectives: The aims of the curent study were to synthesise a panel of nitrostyrene compounds and to evaluate their activity in Burkitt’s lymphoma (BL). Methods: A panel of structurally varied compounds were designed and synthesised using Henry Knoevenagel condensation reactions. Single crystal X-Ray analysis confirmed the E configuration for six examples of these novel structures. A number of nitrostyrene-related compounds were also investigated including 1,3-bis(aryl)-2-nitropropenes together with heterocyclic scaffolds containing the nitrovinyl pharmacophore such as 3-nitro-2-phenyl-2H-chromenes. The antiproliferative activities of the compounds were evaluated using the BL cell lines EBV- MUTU-1 and EBV+ DG-75 (chemoresistant) to establish preliminary structure-activity relationships. Results: Lead compounds with optimized nitrostyrene scaffolds and 3-nitro-2-phenyl-2Hchromene structures were successfully established with typical IC50 values of 0.45 μM and 0.47 μM in MUTU-1 cells and 1.41 μM and 1.92 μM, respectively, in DG-75 cells. The mechanism of cell death was identified as apoptotic and the lead compound was found to elicit comparable apoptotic effects to Taxol in Burkitt’s lymphoma cell lines MUTU-1 and DG-75. Conclusion: This class of pharmaceutically active compounds with potential for the treatment of Burkitt’s lymphoma suggest a potential role for nitrostyrene based agents in chemotherapy.