3-(3-aminopropyl)benzo[d][1,2,3]triazin-4(3H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并-1,2,3-三嗪类化合物
• 英文名称: 3-(3-aminopropyl)benzo[d][1,2,3]triazin-4(3H)-one
• 英文别名: 3-(3-Aminopropyl)-1,2,3-benzotriazin-4-one
• 化学式: C₁₀H₁₂N₄O
• 分子量: 204.231
• InChiKey: JYUJJKLPUXQEGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-aminopropyl)benzo[d][1,2,3]triazin-4(3H)-one 、 异氰酸2-甲氧苯酯 以 乙腈 为溶剂， 以82%的产率得到1-(2-methoxyphenyl)-3-(3-(4-oxobenzo[d][1,2,3]triazin-3(4H)-yl)propyl)thiourea
  参考文献：
  名称：

  Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea against Meloidogyne incognita

  摘要：

  Two series of novel 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea were designed and synthesized. The bioassay results showed that most of the test compounds showed good nematicidal activity against M. incognita at the concentration of 10.0 mg L-1 in vivo. The compounds A13, A17 and B3 showed excellent nematicidal activity on the second stage juveniles of the root-knot nematode with the inhibition rate of 51.3%, 58.3% and 51.3% at the concentration of 1.0 mg L-1 respectively. It suggested that the structure of 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea could be optimized further. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.12.065
• 作为产物：
  描述：

  1,2,3-苯并三嗪-4-酮 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 48.0h， 生成 3-(3-aminopropyl)benzo[d][1,2,3]triazin-4(3H)-one
  参考文献：
  名称：

  Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea against Meloidogyne incognita

  摘要：

  Two series of novel 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea were designed and synthesized. The bioassay results showed that most of the test compounds showed good nematicidal activity against M. incognita at the concentration of 10.0 mg L-1 in vivo. The compounds A13, A17 and B3 showed excellent nematicidal activity on the second stage juveniles of the root-knot nematode with the inhibition rate of 51.3%, 58.3% and 51.3% at the concentration of 1.0 mg L-1 respectively. It suggested that the structure of 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea could be optimized further. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.12.065

文献信息

• [EN] TRIAZINE HETEROCYCLIC COMPOUND WITH NEMATICIDAL ACTIVITY AND PREPARATION METHOD THEREFOR AND USAGE THEREOF<br/>[FR] COMPOSÉ HÉTÉROCYCLIQUE DE TRIAZINE AYANT UNE ACTIVITÉ NÉMATICIDE, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 一种具有杀线虫活性的三嗪杂环化合物及其制法和用途
  申请人：UNIV EAST CHINA SCIENCE & TECH

  公开号：WO2016116058A1

  公开（公告）日：2016-07-28

  本发明涉及一种具有杀线虫活性的三嗪杂环化合物及其制法和用途。具体地，本发明公开了具有式(I)化合物或其光学异构体、顺反异构体或农药学上可接受的盐，及其制备方法。本发明还公开了包含上述化合物的农用组合物及其用途。上述化合物具有优异的杀线虫活性。
• Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea against Meloidogyne incognita
  作者：Yaning Chang、Jingwei Zhang、Xiulei Chen、Zhong Li、Xiaoyong Xu

  DOI：10.1016/j.bmcl.2016.12.065

  日期：2017.6

  Two series of novel 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea were designed and synthesized. The bioassay results showed that most of the test compounds showed good nematicidal activity against M. incognita at the concentration of 10.0 mg L-1 in vivo. The compounds A13, A17 and B3 showed excellent nematicidal activity on the second stage juveniles of the root-knot nematode with the inhibition rate of 51.3%, 58.3% and 51.3% at the concentration of 1.0 mg L-1 respectively. It suggested that the structure of 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea could be optimized further. (C) 2016 Elsevier Ltd. All rights reserved.
• Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole against Meloidogyne incognita
  作者：Ruifeng Zhang、Wei Guo、Gaolei Wang、Xiulei Chen、Zhong Li、Xiaoyong Xu

  DOI：10.1016/j.bmcl.2020.127369

  日期：2020.9

  Based on the characteristic of benzo[d][1,2,3]thiadiazole to induce the systemic acquired resistance and improve the immunity of plants, benzo[d][1,2,3]thiadiazole was introduced into 1,2,3-benzotriazin-4-one, thirty-one novel 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole were designed and synthesized. Nematicidal activity showed that most of the synthesized compounds exhibited great inhibitory activity in vivo against Meloidogyne incognita at 20 mg/L. Among 31 tested compounds, A2 and A3 showed an excellent nematicidal activity with the inhibition rate of 50.4% and 53.1% at the concentration of 1.0 mg/L, respectively. The influence of substituent type and position was investigated. The relationship between structure and activity was also preliminary analyzed.