4-bromo-2-(α-ethoxy-4-chlorobenzyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile | 1614231-68-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-bromo-2-(α-ethoxy-4-chlorobenzyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile
• 英文别名: 4-bromo-2-[(4-chlorophenyl)-ethoxymethyl]-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile
• CAS: 1614231-68-3
• 化学式: C₁₅H₁₁BrClF₃N₂O
• 分子量: 407.617
• InChiKey: NVVZILUFJQNDCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  48.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-bromo-2-(α-ethoxy-4-chlorobenzyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile 、 氯甲基乙醚 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.67h， 以85%的产率得到4-bromo-2-(α-ethoxy-4-chlorobenzyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Various α-Substituted Benzylpyrroles Based on the Structures of Insecticidal Chlorfenapyr and Natural Pyrrolomycins

  摘要：

  On the basis of the structures of chlorfenapyr and dioxapyrrolomycin, a series of 2-benzylpyrroles with a hydroxyl, an alkyloxy, an acyloxy, an alkylsulfanyl, or an oxime moiety at the α-position of benzyl were designed and synthesized. Their insecticidal, acaricidal, and fungicidal activities were extensively investigated. The structure-activity relationship showed that benzylpyrroles bearing shorter α-alkyloxy groups gave better activities against most of the insect species; the alkylation of pyrrole usually gave increased activity. Among all compounds, (4-bromo-2-(α-(2,2,2-trifluoroethoxy)-4-chlorobenzyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile) (5'j) exhibited the most outstanding insecticidal activities against oriental armyworm (IC₅₀=10 mg L⁻¹), diamondback moth (0.07 mg L⁻¹), corn borer (50 mg L⁻¹), and mosquito (0.04 mg L⁻¹), which are very close to those of chlorfenapyr (5, 0.08, <25, and <0.025 mg L⁻¹, respectively). In addition, some compounds also exhibited a broad or selective fungicidal spectrum.

  DOI：

  10.1021/jf501377t
• 作为产物：
  描述：

  4-bromo-2-(4-chlorobenzoyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile 在 sodium tetrahydroborate 、 磺酰氯 、 sodium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 4-bromo-2-(α-ethoxy-4-chlorobenzyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Various α-Substituted Benzylpyrroles Based on the Structures of Insecticidal Chlorfenapyr and Natural Pyrrolomycins

  摘要：

  On the basis of the structures of chlorfenapyr and dioxapyrrolomycin, a series of 2-benzylpyrroles with a hydroxyl, an alkyloxy, an acyloxy, an alkylsulfanyl, or an oxime moiety at the α-position of benzyl were designed and synthesized. Their insecticidal, acaricidal, and fungicidal activities were extensively investigated. The structure-activity relationship showed that benzylpyrroles bearing shorter α-alkyloxy groups gave better activities against most of the insect species; the alkylation of pyrrole usually gave increased activity. Among all compounds, (4-bromo-2-(α-(2,2,2-trifluoroethoxy)-4-chlorobenzyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile) (5'j) exhibited the most outstanding insecticidal activities against oriental armyworm (IC₅₀=10 mg L⁻¹), diamondback moth (0.07 mg L⁻¹), corn borer (50 mg L⁻¹), and mosquito (0.04 mg L⁻¹), which are very close to those of chlorfenapyr (5, 0.08, <25, and <0.025 mg L⁻¹, respectively). In addition, some compounds also exhibited a broad or selective fungicidal spectrum.

  DOI：

  10.1021/jf501377t

文献信息

• Synergistic ectoparasiticidal methods and compositions
  申请人：American Home Products Corporation

  公开号：US20020091149A1

  公开（公告）日：2002-07-11

  The present invention provides methods for synergistic control of ectoparasitic arthropods with a synergistically effective amount of a combination of the macrocyclic lactone moxidectin and an arylpyrrole compound. Also provided are methods of protecting animals from infestation and attack by ectoparasites with said combination. The present invention also provides synergistic insecticidal compositions comprising as essential active ingredients the macrocyclic lactone moxidectin and an arylpyrrole compound.

  本发明提供了使用增效有效量的大环内酯莫西菌素和芳基吡咯化合物组合协同控制体外寄生节肢动物的方法。本发明还提供了用上述组合物保护动物免受外寄生虫侵扰和攻击的方法。本发明还提供了由大环内酯莫西菌素和芳基吡咯化合物作为基本活性成分组成的增效杀虫组合物。
• AGROCHEMICAL OIL DISPERSIONS
  申请人：Lamberti SPA

  公开号：EP3764788A1

  公开（公告）日：2021-01-20
• [EN] INSECT BACULOVIRUS COMPOSITIONS<br/>[FR] COMPOSITIONS INSECTICIDES DE BACULOVIRUS
  申请人：——

  公开号：WO1995005741A1

  公开（公告）日：1995-03-02

  [EN] Insecticidal compositions and their use to control insects and reduce crop damage comprising one or more baculoviruses and agents that induce insecticidal, growth-regulatory, and/or anti-feedant effects, wherein the agent acts to reduce overall insect feeding until the insects are overcome by the virus.
  [FR] Compositions insecticides et leur utilisation afin de lutter contre les insectes et de limiter les dégâts occasionnés aux récoltes, comprenant un ou plusieurs baculovirus et des agents exerçant des effets insecticides, régulateurs de croissance et/ou anti-alimentation, ledit agent étant efficace pour limiter l'alimentation des insectes jusqu'à ce qu'ils soient détruits par le virus.
• [EN] AGROCHEMICAL OIL DISPERSION<br/>[FR] DISPERSION HUILEUSE AGROCHIMIQUE
  申请人：LAMBERTI SPA

  公开号：WO2012080208A1

  公开（公告）日：2012-06-21

  The present invention relates to a method for the preparation of an agrochemical oil dispersion comprising a thickener which is an amide obtained by reacting a polyhydroxystearic acid with diethylene triamine and/or triethylene tetramine.
• [EN] AGROCHEMICAL OIL DISPERSIONS<br/>[FR] DISPERSIONS D'HUILE AGROCHIMIQUE
  申请人：LAMBERTI SPA

  公开号：WO2019175118A1

  公开（公告）日：2019-09-19

  The present invention relates to agrochemical oil dispersions and methods of preparation thereof, wherein said agrochemical oil dispersions contain thickeners selected among N-acyl amino acid alkylamides.