49678-57-1

Basic information

• Product Name: Benzene, 1-chloro-4-[(1E)-2-nitro-1-butenyl]-
• CAS NO: 49678-57-1
• Molecular Formula: C10H10ClNO2
• Molecular Weight: 211.648
• Mol File: 49678-57-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzene, 1-chloro-4-[(1E)-2-nitro-1-butenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-chloro-4-[(1E)-2-nitro-1-butenyl]-(49678-57-1)
• EPA Substance Registry System: Benzene, 1-chloro-4-[(1E)-2-nitro-1-butenyl]-(49678-57-1)

Safety Data

• Hazardous Substances Data: 49678-57-1(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 108-03-2 1-Nitropropane 

Downstream Products

• 36263-13-5 4-p-chlorophenyl-5-ethyl-3-phenyl-2-pyrrolidinone 
• 78303-42-1 4-(4-Chloro-phenyl)-hept-6-en-3-one 
• 145028-36-0 [1-(4-Chloro-phenyl)-2-oxo-butyl]-phosphonic acid diethyl ester 

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.

Supported organic catalysts: Synthesis of (E)-nitrostyrenes from nitroalkanes and aromatic aldehydes over propylamine supported on MCM-41 silica as a reusable catalyst

MCM-41-supported propylamine showed high catalytic efficiency in the nitroaldol condensation between nitroalkanes and aromatic aldehydes.