124070-88-8

Basic information

• Product Name: (E)-1-(3-furyl)-2-nitro-1-propene
• Synonyms: (E)-1-(3-furyl)-2-nitro-1-propene
• CAS NO: 124070-88-8
• Molecular Weight: 153.137
• Mol File: 124070-88-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-1-(3-furyl)-2-nitro-1-propene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(3-furyl)-2-nitro-1-propene(124070-88-8)
• EPA Substance Registry System: (E)-1-(3-furyl)-2-nitro-1-propene(124070-88-8)

Safety Data

• Hazardous Substances Data: 124070-88-8(Hazardous Substances Data)

Upstream product

• 498-60-2 furan-3-carboxaldehyde 
• 79-24-3 Nitroethane 
• 108-03-2 1-Nitropropane 

Downstream Products

• 124070-89-9 4-(3-furyl)-3-methyl-8a-(trimethylsiloxy)-4a,5,6,7,8,8a-hexahydro-4H-benzoxazine N-oxide 
• 124151-18-4 4-(3-furyl)-3-methyl-8a-(trimethylsiloxy)-4a,5,6,7,8,8a-hexahydro-4H-benzoxazine N-oxide 
• 124151-17-3 4-(3-furyl)-3-methyl-8a-(trimethylsiloxy)-4a,5,6,7,8,8a-hexahydro-4H-benzoxazine N-oxide 
• 124070-90-2 (1'RS,2SR)-2-<1'-(3-furyl)-2'-nitropropyl>cyclohexanone 
• 124070-90-2 (1'RS,2SR)-2-<1'-(3-furyl)-2'-nitropropyl>cyclohexanone 
• 124070-95-7 (1RS,7aSR)-1-(3-furyl)-4,4,7a-trimethyl-1,4,5,6,7,7a-hexahydro-2H-inden-2-one 
• 124070-95-7 (1RS,7aRS)-1-(3-furyl)-4,4,7a-trimethyl-1,4,5,6,7,7a-hexahydro-2H-inden-2-one 
• 124070-91-3 (R)-2-((S)-1-Furan-3-yl-2-oxo-propyl)-cyclohexanone 
• 124070-92-4 (S)-2-((S)-1-Furan-3-yl-2-oxo-propyl)-cyclohexanone 
• 124098-15-3 (1RS,2RS,7aSR)-2-acetoxy-1-(3-furyl)-4,4,7a-trimethyl-1,4,5,6,7,7a-hexahydro-2H-indene 
• 124070-98-0 (1RS,2RS,3RS,3aSR,7aSR)-2-acetoxy-1-(3-furyl)-4,4,7a-trimethyl-3,3a-epoxyhexahydroindan 
• 124070-94-6 (1'RS,2SR)-2,6,6-trimethyl-2-<1'-(3-furyl)-2-oxopropyl>cyclohexanone 
• 124098-16-4 (1RS,2RS,7aSR)-1-(3-furyl)-4,4,7a-trimethyl-1,4,5,6,7,7a-hexahydro-2H-inden-2-ol 
• 124070-97-9 (1RS,2RS,3RS,3aSR,7aSR)-1-(3-furyl)-4,4,7a-trimethyl-3,3a-epoxyhexahydroindan-2-ol 

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.

Stereoselective Addition of Enol Silanes to Nitro Olefins. A Simple Synthesis of Compounds Related to the Insect Antifeedants Azadiradion and Gedunin.

The Lewis acid mediated aldol reactions of 1-cyclohexene (2) and 2,6,6-trimethyl-1-cyclohexene (6) with (E)-1-(3-furyl)-2-nitro-1-propene (1) was investigated (Schemes I and II and Chart II).The addition of enol s