4,5-diphenyl-2-(2,3,4-trimethoxyphenyl)-1H-imidazole | 169155-38-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-diphenyl-2-(2,3,4-trimethoxyphenyl)-1H-imidazole
• 英文别名: 3-(4,5-diphenyl-1H-imidazol-2-yl)-2,6-dimethoxyphenyl methyl ether
• CAS: 169155-38-8
• 化学式: C₂₄H₂₂N₂O₃
• 分子量: 386.45
• InChiKey: WJKZHNBAEYLNFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  56.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯化苄 、 4,5-diphenyl-2-(2,3,4-trimethoxyphenyl)-1H-imidazole 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到1-Benzyl-4,5-diphenyl-2-(2,3,4-trimethoxy-phenyl)-1H-imidazole
  参考文献：
  名称：

  Synthesis and analgesic activity of some 1-benzyl-2-substituted-4,5-diphenyl-1H-imidazole derivatives

  摘要：

  In this study, derivatives of 1-benzyl-2-substituted-4,5-diphenyl-1H-imidazole were synthesized and their analgesic activity assayed in two tests. 1,2,4,5-Tetrasubstituted imidazole compounds were obtained by the treatment of purified imidazole compounds with benzyl chloride in the presence of sodium hydride. The structure elucidation of the compounds was performed by IR, H-1-NMR and mass spectroscopic data and elemental analysis results. Generally the prepared compound exhibited only moderate analgesic activity in mice at the dose of 100 mg/kg i.p.; however, a few of them exhibited good activity, almost equivalent to that of morphine at 1 mg/kg i.p. was observed. At the above dosage, no toxicity was observed for all compounds. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01076-x
• 作为产物：
  描述：

  联苯甲酰 、 2,3,4-三甲氧基苯甲醛 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以96%的产率得到4,5-diphenyl-2-(2,3,4-trimethoxyphenyl)-1H-imidazole
  参考文献：
  名称：

  Visible light-emitting diode light-driven one-pot four component synthesis of poly-functionalized imidazoles under catalyst- and solvent-free conditions

  摘要：

  已经展示了一种可见光发光二极管驱动的绿色可持续协议，用于在无催化剂和无溶剂条件下进行一锅式四组分合成多官能基咪唑。

  DOI：

  10.1039/d0nj02527e

文献信息

• Insecticidal compositions and methods
  申请人：Monsanto Technology LLC

  公开号：US10827755B2

  公开（公告）日：2020-11-10

  Substituted imidazole and substituted pyrazole compounds and compositions derived therefrom can be useful in controlling insect pests. Suitable imidazole compounds can be analogues of 2,4,5-triphenyl-1H-imidazole, wherein the C-2 phenyl group bears at least one substitution, the C-4 and C-5 phenyl groups are optionally substituted, and N-1 is unsubstituted. Suitable pyrazole compounds can bear a 1,3,4-substitution pattern, with an optionally substituted aryl or optionally substituted alkyl group being present at N-1, an optionally substituted aryl or optionally substituted heteroaryl group being present at C-3, and a secondary amide group being present at C-4. These compounds and compositions derived therefrom can be administered to a plant, seed, soil or insect to control a variety of insect pests.

  取代的咪唑和取代的吡唑化合物及其衍生组合物可用于防治害虫。合适的咪唑化合物可以是 2,4,5-三苯基-1H-咪唑的类似物，其中 C-2 苯基至少有一个取代基，C-4 和 C-5 苯基任选被取代，而 N-1 未被取代。合适的吡唑化合物可以具有 1，3，4-取代模式，其中 N-1 存在一个任选取代的芳基或任选取代的烷基，C-3 存在一个任选取代的芳基或任选取代的杂芳基，C-4 存在一个仲酰胺基团。这些化合物及其衍生组合物可用于植物、种子、土壤或昆虫，以控制各种害虫。
• Isikdag; Meric, Bollettino Chimico Farmaceutico, 1999, vol. 138, # 1, p. 24 - 29
  作者：Isikdag、Meric

  DOI：——

  日期：——
• INSECTICIDAL COMPOSITIONS AND METHODS
  申请人：Monsanto Technology LLC

  公开号：EP3377486A1

  公开（公告）日：2018-09-26
• Visible light-emitting diode light-driven one-pot four component synthesis of poly-functionalized imidazoles under catalyst- and solvent-free conditions
  作者：Geetika Patel、Ashok Raj Patel、Subhash Banerjee

  DOI：10.1039/d0nj02527e

  日期：——

  A visible light-emitting diode light-driven green and sustainable protocol has been demonstrated for the one-pot four component synthesis of poly-functionalized imidazoles under catalyst- and solvent-free conditions.

  已经展示了一种可见光发光二极管驱动的绿色可持续协议，用于在无催化剂和无溶剂条件下进行一锅式四组分合成多官能基咪唑。
• Synthesis and analgesic activity of some 1-benzyl-2-substituted-4,5-diphenyl-1H-imidazole derivatives
  作者：Ümit Uçucu、Nalan Gündoğdu Karaburun、İlhan Işikdağ

  DOI：10.1016/s0014-827x(01)01076-x

  日期：2001.4

  In this study, derivatives of 1-benzyl-2-substituted-4,5-diphenyl-1H-imidazole were synthesized and their analgesic activity assayed in two tests. 1,2,4,5-Tetrasubstituted imidazole compounds were obtained by the treatment of purified imidazole compounds with benzyl chloride in the presence of sodium hydride. The structure elucidation of the compounds was performed by IR, H-1-NMR and mass spectroscopic data and elemental analysis results. Generally the prepared compound exhibited only moderate analgesic activity in mice at the dose of 100 mg/kg i.p.; however, a few of them exhibited good activity, almost equivalent to that of morphine at 1 mg/kg i.p. was observed. At the above dosage, no toxicity was observed for all compounds. (C) 2001 Elsevier Science S.A. All rights reserved.