Synthesis of E- and Z-pyrazolylacrylonitriles and their evaluation as novel antioxidants
UNSPECIFIED. (1999) Synthesis of E- and Z-pyrazolylacrylonitriles and their evaluation as novel antioxidants. BIOORGANIC & MEDICINAL CHEMISTRY, 7 (7). pp. 1425-1436. ISSN 0968-0896Full text not available from this repository.
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)acrylonitrile did not undergo isomerisation under the similar conditions. New compounds were identified on the basis of their spectral data (H-1-, C-13-, H-1-H-1 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. (C) 1999 Elsevier Science Ltd. All rights reserved.
|Item Type:||Journal Article|
|Subjects:||Q Science > QD Chemistry|
|Journal or Publication Title:||BIOORGANIC & MEDICINAL CHEMISTRY|
|Publisher:||PERGAMON-ELSEVIER SCIENCE LTD|
|Number of Pages:||12|
|Page Range:||pp. 1425-1436|
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