1359103-48-2Relevant academic research and scientific papers
N-(imidazolidin-2-ylidene)-1-arylmethanamine oxides: Synthesis, structure and pharmacological evaluation
Saczewski, Jaroslaw,Hudson, Alan,Laird, Shayna,Rybczynska, Apolonia,Boblewski, Konrad,Lehmann, Artur,Ma, Daqing,Maze, Mervyn,Watts, Helena,Gdaniec, Maria
experimental part, p. 33 - 42 (2012/03/11)
A high yielding three-step procedure was applied for the synthesis of N-(imidazolidin-2-ylidene)-1-arylmethanamine oxides 3 (α-aminonitrones) starting from the easily accessible imidazolidin-2-one O-benzyl oxime 1. The α-aminonitrone-α-iminohydroxyloamine tautomerism of these products was studied theoretically and the structures of the synthesised compounds were confirmed by single crystal X-ray crystallographic analysis. The compounds were evaluated in vitro for their binding affinities to α1 and α2 adrenoceptors as well as imidazoline I1 and I2 receptors. The highest potencies at the α2 adrenergic receptors were observed for compounds bearing biphenyl (4h, K i = 9 nM) and naphthyl (4i, Ki = 92 nM) moieties. Compounds 4h and 4i were further tested in vivo for their cardiovascular and sedative-hypnotic effects in rats. A series of N-(imidazolidin-2-ylidene)-1- arylmethanamine oxides (α-aminonitrones) was prepared and evaluated in vitro for their binding affinities to α-adrenergic and imidazoline receptors. The most potent compounds were tested in vivo for their cardiovascular and sedative-hypnotic effects in rats. The α-aminonitrone- α-iminohydroxylamine tautomerism and the structures of the products were studied using theoretical methods and single crystal X-ray crystallographic analysis Copyright
