2-溴-1-(2,4-二氯苯基)-1-戊酮 | 86115-64-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-溴-1-(2,4-二氯苯基)-1-戊酮
• 英文名称: 2-Bromo-1-(2,4-dichlorophenyl)pentan-1-one
• CAS: 86115-64-2
• 化学式: C₁₁H₁₁BrCl₂O
• 分子量: 310.018
• InChiKey: JBSBNKITSSDICA-UHFFFAOYSA-N

物化性质

• 沸点：
  335.3±27.0 °C(Predicted)
• 密度：
  1.490±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-溴-1-(2,4-二氯苯基)-1-戊酮 、 硫脲 以 乙醇 为溶剂， 反应 5.0h， 以95%的产率得到
  参考文献：
  名称：

  Synthesis and Biological Activity Evaluation of 1,2,3-Thiadiazole Derivatives as Potential Elicitors with Highly Systemic Acquired Resistance

  摘要：

  Elicitors provide a broad spectrum of systemic acquired resistance by altering the physical and physiological status of the host plants and, therefore, are among the most successful directions in modern pesticide development for plant protection. To develop a novel elicitor with highly systemic acquired resistance, two series of thiazole- and oxadiazole-containing thiadiazole derivatives were rationally designed and synthesized according to the principle of combination of bioactive substructures in this work. Their structures were characterized by (1)H nuclear magnetic resonance (NMR), infrared (IR), high-resolution mass spectrometry (HRMS), or elemental analysis. Their potential systemic acquired resistance as an elicitor was also evaluated; bioassay results indicated that, among the 23 compounds synthesized, three compounds, 10a, 10d, and 12b, displayed better systemic acquired resistance than the positive control, tiadinil, a commercialized 1,2,3-thiadiazole-based elicitor. In addition, three other compounds, 10f, 12c, and 12j, exhibited a certain degree of fungus growth inhibition in vitro or in vivo. Our results demonstrated that, in combination of bioactive substructures is an interesting exploration for novel pesticide development, thiazole- and oxadiazole-containing thiadiazole derivatives are potential elicitors with good systemic acquired resistance.

  DOI：

  10.1021/jf8031364
• 作为产物：
  描述：

  2',4'-二氯苯戊酮 在 溴 、 溶剂黄146 作用下， 以95%的产率得到2-溴-1-(2,4-二氯苯基)-1-戊酮
  参考文献：
  名称：

  Synthesis and Biological Activity Evaluation of 1,2,3-Thiadiazole Derivatives as Potential Elicitors with Highly Systemic Acquired Resistance

  摘要：

  Elicitors provide a broad spectrum of systemic acquired resistance by altering the physical and physiological status of the host plants and, therefore, are among the most successful directions in modern pesticide development for plant protection. To develop a novel elicitor with highly systemic acquired resistance, two series of thiazole- and oxadiazole-containing thiadiazole derivatives were rationally designed and synthesized according to the principle of combination of bioactive substructures in this work. Their structures were characterized by (1)H nuclear magnetic resonance (NMR), infrared (IR), high-resolution mass spectrometry (HRMS), or elemental analysis. Their potential systemic acquired resistance as an elicitor was also evaluated; bioassay results indicated that, among the 23 compounds synthesized, three compounds, 10a, 10d, and 12b, displayed better systemic acquired resistance than the positive control, tiadinil, a commercialized 1,2,3-thiadiazole-based elicitor. In addition, three other compounds, 10f, 12c, and 12j, exhibited a certain degree of fungus growth inhibition in vitro or in vivo. Our results demonstrated that, in combination of bioactive substructures is an interesting exploration for novel pesticide development, thiazole- and oxadiazole-containing thiadiazole derivatives are potential elicitors with good systemic acquired resistance.

  DOI：

  10.1021/jf8031364

文献信息

• Mikrobizide und wuchsregulierende Mittel
  申请人：CIBA-GEIGY AG

  公开号：EP0070798A2

  公开（公告）日：1983-01-26

  Es werden neue 1-Azolyl-2-hydroxy-alkan-derivate der allgemeinen Formel 1 beschrieben, worin R, für eine Azolylgruppe steht; R2 Cl-C4-Alkyl, ein unsubstituiertes oder durch Halogen, Cyano, C1-C3-Alkyl, C1-C3-Alkoxy, Nitro, Rhodano, C1-C3-Alkylthio und/oder C1-C3-Haloalkyl substituiertes Aryl bedeutet: R3 und R4 unabhängig voneinander für C1-C4-Alkyl stehen oder einer von beiden für Wasserstoff und der andere für C1-C4-Alkyl steht: Rs für einen unsubstituierten oder ein- oder mehrfach substituierten Rest steht, ausgewählt aus der Reihe Phenyl, Biphenyl, Benzylphenyl, Benzyloxyphenyl und Phenoxyphenyl, wobei die Substituenten aus der Reihe Halogen, Cyano, C1-C3-Alkyl, C1-C5-alkoxy, C1-C5-Haloalkyl, C1-C3-Alkylthio, C1-C3-Haloalkyl, C1-C3-Haloalkylthio, Nitro und/oder Rhodano ausgewählt sind; und X Sauerstoff oder Schwefel bedeutet; unter Einschluss der Säureadditionssalze, quatemären Azoliumsalze und Metallkomplexe. Es werden ferner Methoden zur Herstellung dieser Produkte offenbart sowie agrochemische Mittel, die als Wirkstoff eine dieser Verbindungen enthalten. Ferner wird ein Verfahren zur Bekämpfung phytopathogener Mikroorganismen und/oder zur Regulierung des Pflanzenwuchses mit Hilfe dieser Substanzen beschrieben.

  描述了通式 1 的新 1-氮唑基-2-羟基烷烃衍生物 描述，其中 R 代表唑基； R2是Cl-C4-烷基、未被取代或被卤素、氰基、C1-C3-烷基、C1-C3-烷氧基、硝基、铑基、C1-C3-烷硫基和/或C1-C3-卤代烷基取代的芳基： R3 和 R4 各自代表 C1-C4 烷基，或其中一个代表氢，另一个代表 C1-C4 烷基： Rs 是未取代基或单取代基或多取代基，选自由苯基、联苯基、苄基苯基、 苄氧基苯基和苯氧基苯基组成的组，取代基选自由卤素、氰基、C1-C3-烷基、 C1-C5-烷氧基、C1-C5-卤代烷基、C1-C3-烷硫基、C1-C3-卤代烷基、C1-C3-卤代烷硫基、硝基和/或铑组成的组；以及 X 为氧或硫；包括酸加成盐、季铵盐和金属络合物。 还公开了这些产品的制备方法，以及含有这些化合物之一作为活性成分的农用化学品组合物。此外，还介绍了借助这些物质防治植物病原微生物和/或调节植物生长的方法。
• Synthesis and Biological Activity Evaluation of 1,2,3-Thiadiazole Derivatives as Potential Elicitors with Highly Systemic Acquired Resistance
  作者：Zhijin Fan、Zugui Shi、Haike Zhang、Xiufeng Liu、Lili Bao、Lin Ma、Xiang Zuo、Qinxiang Zheng、Na Mi

  DOI：10.1021/jf8031364

  日期：2009.5.27

  Elicitors provide a broad spectrum of systemic acquired resistance by altering the physical and physiological status of the host plants and, therefore, are among the most successful directions in modern pesticide development for plant protection. To develop a novel elicitor with highly systemic acquired resistance, two series of thiazole- and oxadiazole-containing thiadiazole derivatives were rationally designed and synthesized according to the principle of combination of bioactive substructures in this work. Their structures were characterized by (1)H nuclear magnetic resonance (NMR), infrared (IR), high-resolution mass spectrometry (HRMS), or elemental analysis. Their potential systemic acquired resistance as an elicitor was also evaluated; bioassay results indicated that, among the 23 compounds synthesized, three compounds, 10a, 10d, and 12b, displayed better systemic acquired resistance than the positive control, tiadinil, a commercialized 1,2,3-thiadiazole-based elicitor. In addition, three other compounds, 10f, 12c, and 12j, exhibited a certain degree of fungus growth inhibition in vitro or in vivo. Our results demonstrated that, in combination of bioactive substructures is an interesting exploration for novel pesticide development, thiazole- and oxadiazole-containing thiadiazole derivatives are potential elicitors with good systemic acquired resistance.