Synthesis and anti-TMV activity of novel N-(3-alkyl-1H-pyrazol-4-yl)-3-alkyl-4-substituted-1H-pyrazole-5-carboxamides

作     者：Da Qiang Zhang Gao Fei Xu Zhi Jin Fan Dao Quan Wang Xin Ling Yang De Kai Yuan 

作者机构：Department of Applied Chemistry Science College China Agricultural University t~eijing 100193 China The State Key Laboratory of Elemento-Organic Chemistry Nankai University Tianjin 300071 China 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2012年第23卷第6期

页      面：669-672页

核心收录：

学科分类：090403[农学-农药学(可授农学、理学学位）] 081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 09[农学] 070303[理学-有机化学] 0904[农学-植物保护] 0703[理学-化学] 

基　　金：the National Natural Science Fund of China(No.20902107) the Fundamental Research Fund for the Central Universities(No.2011JS033) 

主　　题：Bis-pyrazole compounds 3-Alkyl-4-amino-lH-pyrazole-5-carboxamides 3-Alkyl-lH-pyrazole-5-carboxyl chlorides Inactivationeffect TMV 

摘      要：In order to investigate the biological activity of novel bis-pyrazole compounds, a series of N-（3-alkyl-5-（N-methylcarbamyl）- 1H-pyrazol-4-yl）-3-alkyl-4-substituted-lH-pyrazole-5-carboxamides were designed and synthesized with ethyl 3-alkyl-lH-pyr- azole-5-carboxylate 1 as starting materials. N-Methyl-3-alkyl-4-amino-lH-pyrazole-5-carboxamides 6 were obtained from 1 via 5 steps. 3-Alkyl-4-substitued-lH-pyrazole-5-carboxyl chlorides 4a, 4b, lla, llb, llc or 12 were also obtained from 1 via several steps. Target compounds 7a-Tg were obtained after the reaction of 6 with the above 1H-pyrazole-5-carboxyl chlorides. Preliminary bioassay showed some compounds possessing good inactivation effect against TMV （tobacco mosaic virus）. Compound 7a showed higher activity superior to ningnanmycin at a concentration of 5.0 × 10^-4 g/mE and equal activity at 1.0 × 10^-4 g/mE; 7b and 7c showed equal activity to virazole both at concentrations of 5.0 × 10^-4 g/mE and 1.0 × 10^-4 g/mL.