708982-79-0

Basic information

• Product Name: (4-nitrobenzylidene)(furan-2-yl)methylamine
• Synonyms: (4-nitrobenzylidene)(furan-2-yl)methylamine
• CAS NO: 708982-79-0
• Molecular Weight: 230.223
• Mol File: 708982-79-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (4-nitrobenzylidene)(furan-2-yl)methylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (4-nitrobenzylidene)(furan-2-yl)methylamine(708982-79-0)
• EPA Substance Registry System: (4-nitrobenzylidene)(furan-2-yl)methylamine(708982-79-0)

Safety Data

• Hazardous Substances Data: 708982-79-0(Hazardous Substances Data)

Upstream product

• 617-89-0 furan-2-ylmethanamine 
• 555-16-8 4-nitrobenzaldehdye 
• 98-01-1 furfural 
• 1121-47-7 2-furaldehyde oxime 

Downstream Products

• 81404-57-1 N-(2-furylmethyl)-N-(4-nitrobenzyl)amine 

Relevant articles and documents

Monocyclic β-lactam and unexpected oxazinone formation: synthesis, crystal structure, docking studies and antibacterial evaluation

Novel monocyclic β-lactam derivatives bearing aryl, phenyl and heterocyclic rings were synthesized as possible antibacterial agents. Cyclization of imines (3h, 3t) with phenylacetic acid in the presence of phosphoryl chloride and triethyl amine did not afford the expected β-lactams. Instead, highly substituted 1,3-oxazin-4-ones (4h, 4t) were isolated as the only product and confirmed by single crystal X-ray analysis of 4t. The results of antibacterial activity showed that compound 4l exhibited considerable antibacterial activity with MIC and MBC values of 62.5 μg/mL against Klebsiella pneumoniae. Cytotoxicity assay on Chinese Hamster Ovary (CHO) cell line revealed non-cytotoxic behavior of compounds 4d, 4h, 4k and 4l up to 200 μg/mL conc. Molecular docking was performed for compound 4l with penicillin binding protein-5 to identify the nature of interactions. The results of both in silico and in vitro evaluation provide the basis for compound 4l to be carried as a potential lead molecule in the drug discovery pipeline against bacterial infections.

Intra-molecular Diels-Alder reactions of citraconamic acids from furfurylamines and citraconic anhydride: Effects of substitution in the furan ring on regioselectivity

Regioselectivity in the intra-molecular Diels-Alder (IMDA) reaction of furfurylcitraconamic acids derived from N-benzylfurfurylamines and citraconic anhydride can be controlled by substituents located in the furan ring and by reaction conditions. Reactions conducted under kinetic conditions resulted in cycloaddition products having methyl and aminomethylene substituent in 1,3-relationship whereas under thermodynamic conditions, excepting in the case of the 3-methylsulfanyl group, the products rearranged to more stable cycloadducts in which the substituents are in 1,2-relationship. Product formation can be explained on the basis of frontier orbital interactions and steric considerations.