2-氨基-3-甲基-N-(1-甲基乙基)苯甲酰胺 | 68289-10-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基-3-甲基-N-(1-甲基乙基)苯甲酰胺
• 英文名称: 2-amino-3-methyl-N-(1-methylethyl)benzamide
• 英文别名: 2-amino-3-methyl-N-propan-2-ylbenzamide
• CAS: 68289-10-1
• 化学式: C₁₁H₁₆N₂O
• mdl: MFCD07357416
• 分子量: 192.261
• InChiKey: JHGAGJCUHXJCPF-UHFFFAOYSA-N

物化性质

• 熔点：
  137-139 °C
• 沸点：
  329.6±35.0 °C(Predicted)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-甲基-3-(三氟甲基)-1H-吡唑-5-甲酰氯 、 2-氨基-3-甲基-N-(1-甲基乙基)苯甲酰胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-methyl-N-[2-methyl-6-(propan-2-ylcarbamoyl)phenyl]-5-(trifluoromethyl)pyrazole-3-carboxamide
  参考文献：
  名称：

  Insecticidal anthranilic diamides: A new class of potent ryanodine receptor activators

  摘要：

  A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery, synthesis, structure-activity, and biological results are presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.034
• 作为产物：
  描述：

  2-氨基-3-甲基苯甲酸 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 2-氨基-3-甲基-N-(1-甲基乙基)苯甲酰胺
  参考文献：
  名称：

  新型含改性N-吡啶基吡唑类邻氨基苯甲酰胺的合成及杀虫活性

  摘要：

  为了寻找针对ryanodine受体的新型杀虫剂，设计并合成了四个新系列的含有修饰的N-吡啶基吡唑类的邻氨基苯甲酰胺。通过1 H NMR，13 C NMR和HRMS对所有化合物进行表征和确认。通过X射线衍射确定10c的单晶结构。它们对东方粘虫（Mythimna separata）和小菜蛾（Plutella xylostella）的杀虫活性表明，大多数化合物在测试浓度下均表现出中等至高活性，而化合物19在0.125 mg / L的浓度下显示出相当高的活性。初步的构效关系（SAR）进行了讨论。

  DOI：

  10.1021/jf102842r

文献信息

• Design, Synthesis and Biological Activities of Novel Anthranilic Diamide Insecticide Containing Trifluoroethyl Ether
  作者：Yu Zhao、Yongqiang Li、Lixia Xiong、Hongxue Wang、Zhengming Li

  DOI：10.1002/cjoc.201200362

  日期：2012.8

  anthranilic diamide insecticide containing trifluoroethyl ether were designed and synthesized, and their structures were characterized by 1H NMR spectroscopy, elemental analysis and single crystal X‐ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities. The

  设计并合成了两类新型的含有三氟乙基醚的邻氨基苯甲酰胺类杀虫剂，并通过1 H NMR，元素分析和X射线单晶衍射分析对其结构进行了表征。评价了新化合物的杀虫活性。生物测定的结果表明，这些标题化合物中的一些表现出优异的杀虫活性。化合物19a，19b，19d，19g，19k和19m在2.5 mg·kg -1时对东方粘虫的杀虫活性为100％。19a，19b的幼虫活动反对小菜蛾的，，19c，19d，19e，19g和19n在0.1 mg·kg -1时为100％。令人惊讶的是，当浓度降低到0.05 mg·kg -1时，它们中的大多数仍然对小菜蛾表现出完美的杀虫活性，高于商业化的氯吡虫啉。
• Synthesis, crystal structure and biological activity of a novel anthranilic diamide insecticide containing allyl ether
  作者：Yu Zhao、Li-xia Xiong、Li-ping Xu、Hongxue Wang、Han Xu、Hua-bin Li、Jun Tong、Zheng-ming Li

  DOI：10.1007/s11164-012-0820-6

  日期：2013.9

  search of environmentally benign insecticides with high activity, low toxicity and low residue, a series of novel anthranilic diamides containing allyl ether were designed and synthesized. All the compounds were characterized by 1H NMR spectroscopy, HRMS or elemental analysis. The single crystal structure of 18e was determined by X-ray diffraction. The insecticidal activities of the new compounds were evaluated

  为了寻找高活性，低毒性和低残留的环境友好的杀虫剂，设计并合成了一系列新型的含烯丙基醚的邻氨基苯甲酰胺。所有化合物均通过1 H NMR光谱，HRMS或元素分析进行表征。通过X射线衍射确定18e的单晶结构。评价了新化合物的杀虫活性。结果表明，某些化合物对鳞翅目害虫表现出优异的杀虫活性。在该系列化合物中，18l在测试浓度下对Mythimna独立的Walker和Plutella xylostella Linnaeus表现出100％的杀幼虫活性。
• Synthesis, Crystal Structure, and Biological Activity of Novel Anthranilic Diamide Insecticide Containing Propargyl Ether Group
  作者：Zhiqiang Huang、Jun Tong、Sha Zhou、Lixia Xiong、Hongxue Wang、Yu Zhao

  DOI：10.1002/jhet.2434

  日期：2016.7

  benign insecticides with high activity, low toxicity, and low residue, a series of novel anthranilic diamide containing propargyl ether were designed and synthesized. All compounds were characterized by 1H NMR spectroscopy, high‐resolution mass spectrometry, or elemental analysis. The single crystal structure of 18g was determined by X‐ray diffraction. The insecticidal activities against Lepidoptera pests

  为了寻找高活性，低毒，低残留的环境友好的杀虫剂，设计并合成了一系列新型的含炔丙基醚的邻氨基苯甲酰胺。所有化合物均通过1 H NMR光谱，高分辨率质谱或元素分析进行表征。通过X射线衍射确定18g的单晶结构。评价了新化合物对鳞翅目害虫的杀虫活性。它们对东方粘虫（Mythimna separata）和小菜蛾（Plutella xylostella）的杀虫活性表明，大多数化合物在测试浓度下均表现出中等至高活性。
• Synthesis of Novel 3-Chloropyridin-2-yl-Pyrazole Derivatives and their Insecticidal, Fungicidal Activities and QSAR Study
  作者：Ji-Feng Zhang、Chen Liu、Yi Ma、Bao-Lei Wang、Li-Xia Xiong、Shu-Jing Yu、Zheng-Ming Li

  DOI：10.2174/1570180811310060005

  日期：2013.5.1

  In our early study, a series of anthranilic diamides containing acylthiourea linker (C) was reported to display favorable activities. Based on that research, four series of novel pyridylpyrazole derivatives (D-G) derived from C were designed and synthesized. Totally 24 compounds were synthesized and all the compounds were characterized by melting points, 1H NMR, 13C NMR and HRMS. Bioassay results indicated that compounds 5b, 5c and 6b showed 100 % insecticidal activities against oriental armyworm (Mythimna separata) at 200mg/L. Their fungicidal activities against A. solani, F. graminearum, P. capsici, S. sclerotiorum, B. cinerea and R. solani were evaluated and the results indicated that compounds 7a-g which contained acylguanidine linker showed favourable antibacterial activity against B. cinerea, among which 7d and 7f showed 97.5 % inhibitory activities against B. cinerea at 50mg/L. To further explore the comprehensive structure-activity relationship on the basis of insecticidal activity data, comparative molecular field analysis (CoMFA) was performed, and a statistically reliable model with good predictive power (r2 = 0.972, q2 = 0.604) was achieved.

  在我们早期的研究中，报道了一系列含有酰基硫脲连接基（C）的邻氨基苯甲酰胺显示了良好的活性。基于这一研究，设计并合成了从C衍生出的四个系列新型吡啶基吡唑衍生物（D-G）。共合成24个化合物，所有化合物均通过熔点、1H NMR、13C NMR和HRMS进行了表征。生物测定结果表明，化合物5b、5c和6b对东方粘虫（Mythimna separata）在200mg/L下显示出100%的杀虫活性。评估了它们对A. solani、F. graminearum、P. capsici、S. sclerotiorum、B. cinerea和R. solani的杀菌活性，结果显示含有酰基胍连接基的化合物7a-g对B. cinerea显示出良好的抗菌活性，其中7d和7f在50mg/L下对B. cinerea显示出97.5%的抑制活性。为进一步探究基于杀虫活性数据的全面构效关系，进行了比较分子场分析（CoMFA），并获得了统计上可靠且预测能力良好的模型（r2 = 0.972，q2 = 0.604）。
• Insecticidal anthranilamides
  申请人：——

  公开号：US20030229050A1

  公开（公告）日：2003-12-11

  This invention provides compounds of Formula (1), their N-oxides and agriculturally suitable salts wherein A, B, J, R 1 , R 2 , R 3 and R 4 and n are as defined in the disclosure. Also disclosed are methods for controlling arthropods comprising contacting the arthropods or their environment with an arthropodicidally effective amount of a compound of Formula (1) and compositions containing the compounds of Formula (1).

  这项发明提供了公式（1）的化合物，它们的N-氧化物和农业适用的盐，其中A、B、J、R1、R2、R3和R4以及n如披露中定义。还披露了控制节肢动物的方法，包括将节肢动物或其环境与公式（1）的化合物的有效量接触，并含有公式（1）的化合物的组合物。