2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)acetic acid | 1423020-38-5

• 英文名称: 2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)acetic acid
• CAS: 1423020-38-5
• 化学式: C₁₁H₈BrClN₄O₃
• 分子量: 359.567
• InChiKey: IRBLZLCBNVLITM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  97.11
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)acetic acid 、 2-氨基苯甲腈 在 三乙胺 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以63.5%的产率得到3-bromo-1-(3-chloropyridin-2-yl)-N-(2-((2-cyanophenyl)amino)-2-oxoethyl)-1H-pyrazole-5-carboxamide
  参考文献：
  名称：

  Design, synthesis and insecticidal activities of novel acetamido derivatives containing N-pyridylpyrazole carboxamides

  摘要：

  A series of novel acetamido derivatives containing N-pyridylpyrazole carboxamides was designed and synthesized by increasing the amide bridge of chlorantraniliprole using acetamido moieties and introducing different aryl substitutions. The target compounds were characterized by H-1 NMR, C-13 NMR, IR, and elemental analysis. Bioassays indicated that some of the synthesized compounds exhibited strong insecticidal activity against Plutella xylostella. Compounds 5e, 5g and 5v were the most potent, with LC50 values of 23.72, 2.04, and 20.01 mg/L, respectively. The insecticidal activity of compound 5g was higher than that of chlorpyrifos (LC50 = 7.25 mg/L), a commonly used insecticide. These results indicate that novel acetamido derivatives containing N-pyridylpyrazole carboxamides can effectively control P. xylostella. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.023
• 作为产物：
  描述：

  3-溴-1-(3-氯-2-吡啶)-1H-吡唑-5-羧酸 在 草酰氯 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 3.58h， 生成 2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)acetic acid
  参考文献：
  名称：

  Design, synthesis and insecticidal activities of novel acetamido derivatives containing N-pyridylpyrazole carboxamides

  摘要：

  A series of novel acetamido derivatives containing N-pyridylpyrazole carboxamides was designed and synthesized by increasing the amide bridge of chlorantraniliprole using acetamido moieties and introducing different aryl substitutions. The target compounds were characterized by H-1 NMR, C-13 NMR, IR, and elemental analysis. Bioassays indicated that some of the synthesized compounds exhibited strong insecticidal activity against Plutella xylostella. Compounds 5e, 5g and 5v were the most potent, with LC50 values of 23.72, 2.04, and 20.01 mg/L, respectively. The insecticidal activity of compound 5g was higher than that of chlorpyrifos (LC50 = 7.25 mg/L), a commonly used insecticide. These results indicate that novel acetamido derivatives containing N-pyridylpyrazole carboxamides can effectively control P. xylostella. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.023