Synthesis and anti-TMV activity of novel N-(3-alkyl-1H-pyrazol-4-yl)-3-alkyl-4-substituted-1H-pyrazole-5-carboxamides |
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Authors: | Da Qiang Zhanga Gao Fei Xua Zhi Jin Fanb Dao Quan Wanga Xin Ling Yanga De Kai Yuana a |
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Affiliation: | Department of Applied Chemistry,Science College,China Agricultural University.Beijing 100193.China b The State Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China |
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Abstract: | 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-1H-pyrazole-5-carboxamides were designed and synthesized with ethyl 3-alkyl-1H-pyrazole -5-carboxylate 1 as starting materials.N-Methyl-3-alkyl-4-amino-1H-pyrazole-5-carboxamides 6 were obtained from 1 via 5 steps.3-Alkyl-4-substitued-1H-pyrazole-5-carboxyl chlorides 4a,4b,11a,11b,11c or 12 were also obtained from 1 via several steps.Target compounds 7a-7g 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/mL and equal activity at 1.0×10-4 g/mL;7b and 7c showed equal activity to virazole both at concentrations of 5.0×10-4 g/mL and 1.0×10-4 g/mL. |
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Keywords: | Bis-pyrazole compounds 3-Alkyl-4-amino-1H-pyrazole-5-carboxamides 3-Alkyl-1 //-pyrazole-5-carboxyl chlorides Inactivation effect TMV |
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