3-芳氧基-6-氯哒嗪化合物除草活性与结构关系的研究

Study on the relationships between the structure and the herbicidal activity of 3-aryloxy-6-chloro pyridazines

应用半经验量子化学AM1法获得18种3-芳氧基-6-氯哒嗪化合物的优势构象,再用AM1法和分子图形学技术获得其电子结构参数和几何结构参数,然后采用多元线性回归分析(MLR)和人工神经网络误差反传算法(BP)将这些参数和化合物对油菜的抑制活性相关联。MLR和BP建模的复相关系数(R2)、去一法(LOO)交互检验复相关系数(R2cv)分别为0.840,0.743和0.889,0.733,表明所建立的QSAR模型的稳定性和预测能力良好。结果表明,苯环上应尽量避免大体积取代基的引入,在2号位引入的取代基可稍大些;在苯环2、4、6位引入供电子基团、3位引入吸电子基团可提高化合物的除草活性,所建模型可为哒嗪类除草剂的设计合成提供理论指导。

To analyze the QSAR of 18 3-aryloxy-6-chloro pyridazines,MM＋molecular mechanics method and semi-empirical AM1 method had been performed.Using multivariate linear regression analysis（MLR）and standard back-propagation algorithm of artificial neural network（BP）,we obtained significant QSARs.The correlation coefficient（R^2）of established MLR and BP models,leave-one-out（LOO）cross validation R2cv are 0.840,0.743 and 0.889,0.733,respectively.These show that the QSAR models have both favorable estimation stability and good prediction capability.Results showed that the herbicidal activity decreased with the increase of the volume and the net charge of C5.But introduction of substituents with big volume in the ortho of benzene ring may increase the activity.Successful QSARs were developed to direct the synthesis of pyridazine hebicides.