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

来源 :Chinese Chemical Letters | 被引量 : 0次 | 上传用户:yayiye
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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. 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) -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- 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. 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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