244216-75-9Relevant academic research and scientific papers
Synthesis of E- and Z-Pyrazolylacrylonitriles and their evaluation as novel antioxidants
Parmar, Virinder S.,Kumar, Ajay,Prasad, Ashok K.,Singh, Sanjay K.,Kumar, Naresh,Mukherjee, Shubhasish,Raj, Hanumantharao G.,Goel, Sanjay,Errington, William,Puar, Mohindar S.
, p. 1425 - 1436 (2007/10/03)
A facile synthesis of (Z)- and (E)-2-(5-arylpyrazol-3-yl)-3-(pyrrol-2-yl)acrylonitriles and (Z)-2-(1,3-diarylpyrazol-5-yl)-3-(pyrrol-2-yl)acrylonitriles, and isomerisation of (Z)-2-(5-arylpyrazolyl)acrylonitriles to (E)-2-(5-arylpyrazolyl)acrylonitriles under basic conditions have been reported. (Z)-2-(1,3-Diarylpyrazolyl)acrylonitriles did not undergo isomerisation under the similar conditions. New compounds were identified on the basis of their spectral data (1H-, 13C-, 1H-1H COSY, NOESY, NOE, HMQC NMR, IR, UV and EI mass). The structures of one acrylonitrile and five of their precursor 6-arylpyran-2-ones and cyanomethylpyrazoles were confirmed by X-ray crystallographic studies. Effects of pyrazolylacrylonitriles and their precursors on rat liver-microsomal lipid peroxidation were evaluated in vitro with a view to establish structure-activity relationship and to identify a lead compound. Copyright (C) 1999 Elsevier Science Ltd.
