1333247-72-5

Basic information

• Product Name: N-(3,5-dimethylphenyl)-N-ethyl-5-(hydroxy(phenyl)methyl)furan-2-carboxamide
• Synonyms: N-(3,5-dimethylphenyl)-N-ethyl-5-(hydroxy(phenyl)methyl)furan-2-carboxamide
• CAS NO: 1333247-72-5
• Molecular Weight: 349.43
• Mol File: 1333247-72-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(3,5-dimethylphenyl)-N-ethyl-5-(hydroxy(phenyl)methyl)furan-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,5-dimethylphenyl)-N-ethyl-5-(hydroxy(phenyl)methyl)furan-2-carboxamide(1333247-72-5)
• EPA Substance Registry System: N-(3,5-dimethylphenyl)-N-ethyl-5-(hydroxy(phenyl)methyl)furan-2-carboxamide(1333247-72-5)

Safety Data

• Hazardous Substances Data: 1333247-72-5(Hazardous Substances Data)

Upstream product

• 13342-22-8 3,5-dimethyl-N-ethylaniline 
• 58972-21-7 5-Methoxycarbonyl-furan-2-yl phenyl ketone 
• 35897-51-9 5-benzoyl-furan-2-carboxylic acid 

Relevant articles and documents

Synthesis, skeletal rearrangement, and biological activities of spirooxindoles: Exploration of a stepwise C-piancatelli rearrangement

Based on our previous studies, the scope of the transformation of 2-furylcarbinols into spirofurooxindoles, and also the skeletal rearrangements of spiro[furo-oxindoles] and spiro[thieno-oxindoles] were studied. The spiro[furo-oxindoles] thermally rearranged into spiro[pentenone-oxindoles] by a mechanism involving the conrotatory electrocyclization of the 4π-electron system. The free energy of the electrocyclization step was calculated to interpret the stereochemical outcomes. In contrast, the spiro[thieno-oxindoles] were rearranged under acidic conditions into thieno[2,3-c]quinolin-4-ones, involving an interesting dienone-phenol-like mechanism. The transformation of 2-furylcarbinols into spiro[pentenone-oxindoles] seems to be the first stepwise C-Piancatelli rearrangement. The spirooxindole products were biologically evaluated, and some of them showed promising cytotoxic activities against DU145 and LNCaP tumor cell lines. We describe the scope of the transformation of 2-furylcarbinols into spiro[furo-oxindoles], and the skeletal rearrangements of spiro[furo-oxindoles] and spiro[thieno-oxindoles]. The transformation of 2-furylcarbinols into spiro[pentenone-oxindoles] represents the first stepwise C-Piancatelli rearrangement. Some of the spirooxindole products showed promising cytotoxic activities against tumor cell lines. Copyright