4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)phenol | 167856-20-4

• 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-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)phenol
• 英文别名: 4-[(2,6-Difluorophenyl)-4,5-dihydro-4-oxazolyl]phenol；4-[2-(2,6-Difluorophenyl)-4,5-dihydro-1,3-oxazol-4-yl]phenol
• CAS: 167856-20-4
• 化学式: C₁₅H₁₁F₂NO₂
• 分子量: 275.255
• InChiKey: URJSODFKEVCIAM-UHFFFAOYSA-N

物化性质

• 沸点：
  428.4±45.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)phenol 、 丙基磺酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 [4-[2-(2,6-Difluorophenyl)-4,5-dihydro-1,3-oxazol-4-yl]phenyl] propane-1-sulfonate
  参考文献：
  名称：

  Design, Synthesis, Acaricidal Activities, and Structure–Activity Relationship Studies of Novel Oxazolines Containing Sulfonate Moieties

  摘要：

  With the ultimate goal of addressing pest-related constraints on global agricultural production, we used combination principles to design and synthesize 2,4-diphenyl-1,3-oxazolines containing a sulfonate moiety at the para-position of the 4-phenyl group. The target compounds, which have strong affinity for lipids and can be expected to traverse cell membranes, were characterized by H-1 and C-13 NMR spectroscopy and high-resolution mass spectrometry. Their activities against the larvae and eggs of carmine spider mites (Tetranychus cinnabarinus) were determined by a leaf-dipping method and compared with the activity of the commercial acaricide etoxazole. Most of the test compounds displayed good ovicidal and larvicidal activities. In particular, a tert-butylphenyl-substituent compound possessed better larvicidal activity (LC50 = 0.022 +/- 0.009 mg/L) and ovicidal activity (0.044 +/- 0.020 mg/L) than etoxazole (0.091 +/- 0.051 and 0.095 +/- 0.059 mg/L, respectively). Given its outstanding bioactivities, this compound deserves further attention as a pesticide candidate.

  DOI：

  10.1021/acs.jafc.9b05547
• 作为产物：
  描述：

  2,6-二氟苯甲酰胺 在 aluminum (III) chloride 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)phenol
  参考文献：
  名称：

  OXAZOLINE COMPOUND, SYNTHESIS METHOD THEREFOR AND APPLICATION THEREOF

  摘要：

  本发明涉及一种噁唑啉化合物及其合成方法和应用。该噁唑啉化合物具有式（I）所表示的结构，在式（I）中，R从式（I-1）、式（I-2）和式（I-3）所表示的基团中选择，通过引入氮杂环、醚键或磺酸结构进入噁唑啉化合物中，得到一种具有新型分子结构的噁唑啉衍生物。该噁唑啉衍生物在农业保护领域中有用，具有比依托唑更高的杀螨活性，可以抑制螨虫的几丁质合成，并可以有效控制红蜘蛛的卵的胚胎发育和发育过程，从幼虫到成虫的蜕皮过程，因此在杀死螨卵和幼虫方面具有显着效果。

  公开号：

  US20220240509A1

文献信息

• Arthropodicidal oxazolines and thiazolines
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05686393A1

  公开（公告）日：1997-11-11

  Described herein are arthropodicidal compounds, compositions and use of compounds of Formula (I) wherein the substituents are defined in the disclosure ##STR1##

  本文描述了杀节肢动物的化合物、组合物以及化合物的应用，其中化合物的结构式（I）中的取代基在披露中定义。
• OXAZOLINE COMPOUND, SYNTHESIS METHOD THEREFOR AND APPLICATION THEREOF
  申请人：NANKAI UNIVERSITY

  公开号：US20220240509A1

  公开（公告）日：2022-08-04

  Disclosed are an oxazoline compound, a synthesis method therefor and an application thereof. The oxazoline compound has a structure represented by formula (I), wherein in the formula (I), R is selected from groups represented by formula (I-1), formula (I-2), and formula (I-3), where an oxazoline derivative having a novel molecular structure is obtained by introducing a nitrogen heterocycle, an ether bond or a sulfonate structure into the oxazoline compound. The oxazoline derivative is useful in the field of agricultural protection, and has higher acaricidal activity than etoxazole, can inhibit the synthesis of chitin from mites, and can effectively control the embryogenesis and development of eggs of Tetranychus cinnabarinus , as well as the ecdysis process from larvae to adults, and therefore has a significant effect in killing mite eggs and larvae.

  本发明涉及一种噁唑啉化合物及其合成方法和应用。该噁唑啉化合物具有式（I）所表示的结构，在式（I）中，R从式（I-1）、式（I-2）和式（I-3）所表示的基团中选择，通过引入氮杂环、醚键或磺酸结构进入噁唑啉化合物中，得到一种具有新型分子结构的噁唑啉衍生物。该噁唑啉衍生物在农业保护领域中有用，具有比依托唑更高的杀螨活性，可以抑制螨虫的几丁质合成，并可以有效控制红蜘蛛的卵的胚胎发育和发育过程，从幼虫到成虫的蜕皮过程，因此在杀死螨卵和幼虫方面具有显着效果。
• [EN] OXAZOLINE COMPOUND, SYNTHESIS METHOD THEREFOR AND APPLICATION THEREOF<br/>[FR] COMPOSÉ OXAZOLINE, SON PROCÉDÉ DE SYNTHÈSE ET APPLICATION ASSOCIÉE<br/>[ZH] 噁唑啉类化合物及其合成方法和应用
  申请人：UNIV NANKAI

  公开号：WO2021057852A1

  公开（公告）日：2021-04-01

  本发明涉及农业防护领域，公开了一种噁唑啉类化合物及其合成方法和应用。所述噁唑啉类化合物具有式(I)所示的结构，其中，在式(I)中，R选自式(I-1)、式(I-2)、式(I-3)所示的基团。本发明通过在噁唑啉类化合物中引入氮杂环、醚键或磺酸酯结构，获得了一种具有新型分子结构的噁唑啉类衍生物，上述噁唑啉类衍生物的杀螨活性均高于乙螨唑，能抑制螨虫几丁质的合成，可有效防治朱砂叶螨螨卵的胚胎形成和发育，以及从幼螨到成螨的蜕皮过程，对螨卵和幼螨的杀螨效果显著。
• Design, Synthesis, Acaricidal Activities, and Structure–Activity Relationship Studies of Novel Oxazolines Containing Sulfonate Moieties
  作者：Shilin Chen、Yu Zhang、Yuxiu Liu、Qingmin Wang

  DOI：10.1021/acs.jafc.9b05547

  日期：2019.12.11

  With the ultimate goal of addressing pest-related constraints on global agricultural production, we used combination principles to design and synthesize 2,4-diphenyl-1,3-oxazolines containing a sulfonate moiety at the para-position of the 4-phenyl group. The target compounds, which have strong affinity for lipids and can be expected to traverse cell membranes, were characterized by H-1 and C-13 NMR spectroscopy and high-resolution mass spectrometry. Their activities against the larvae and eggs of carmine spider mites (Tetranychus cinnabarinus) were determined by a leaf-dipping method and compared with the activity of the commercial acaricide etoxazole. Most of the test compounds displayed good ovicidal and larvicidal activities. In particular, a tert-butylphenyl-substituent compound possessed better larvicidal activity (LC50 = 0.022 +/- 0.009 mg/L) and ovicidal activity (0.044 +/- 0.020 mg/L) than etoxazole (0.091 +/- 0.051 and 0.095 +/- 0.059 mg/L, respectively). Given its outstanding bioactivities, this compound deserves further attention as a pesticide candidate.