Azulene関連化合物の研究(第1報)Guaiazulenylglyoxylamide, Guaiazulenylglyoxylic Acid Ester類およびAcylaminoguaiazulene類の合成と抗アレルギー作用

抄録

A new series of guaiazulenylglyoxylamides, guaiazulenylglyoxylic acid esters, guaiazulenylglyoxylpiperazines, and acylaminoguaiazulenes was prepared, and their antiallergic activity was evaluated by passive cutaneous anaphylaxis (PCA) test in the rat. Guaiazulenylglyoxalyl chloride derived from guaiazulene using oxalyl chloride was converted into glyoxylamides (1), glyoxylic acid esters (2), and glyoxylpiperazines (3) with appropriate amine, alcohol, or piperazine, respectively. Acylaminoguaiazulenes (5) were prepared from 3-aminoguaiazulene with the corresponding acid anhydride or acid chloride. Many of guaiazulenylglyoxylpiperazines (3), particularly some of them (3a, 3b, 3c, 3f and 3g) showed a high antiallergic activity by oral administration, but none of the other types of compound showed a significant activity.