2-溴-1-(2,4-二氯苯基)-1-丁酮 | 78967-81-4

• 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-丁酮
• 英文名称: 2-Bromo-1-(2,4-dichlorophenyl)butan-1-one
• CAS: 78967-81-4
• 化学式: C₁₀H₉BrCl₂O
• 分子量: 295.991
• InChiKey: YEPIPJCUGIAQRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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-丁酮 、 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：

  2,4-二氯苯丁酮 在 溴 、 溶剂黄146 作用下， 以94%的产率得到2-溴-1-(2,4-二氯苯基)-1-丁酮
  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

• Organic compounds
  申请人：Bruce Ian

  公开号：US20100035874A1

  公开（公告）日：2010-02-11

  There are described pyrazolo[5.1-b]oxazole derivatives useful as corticotropin releasing factor (CRF 1 ) receptor antagonists.

  描述了作为促肾上腺皮质激素释放因子（CRF1）受体拮抗剂有用的吡唑并[5.1-b]噁唑衍生物。
• 1-Azolyl-2-aryl-3-fluoralkan-2-ole als Mikrobizide
  申请人：CIBA-GEIGY AG

  公开号：EP0113640A2

  公开（公告）日：1984-07-18

  Es werden 1-Azolyl-2-aryl-3-fluor-alkan-2-ole der allgemeinen Formel I beschrieben, worin Az für 1H-1,2,4-Triazol, 4H-1,2,4-Triazot oder 1H-Imidazol steht; Ar einen unsubstituierten oder substituierten aromatischen Rest aus der Reihe Phenyl, Biphenyl, Phenoxyphenyl und Naphthyl bedeutet; R, für Wasserstoff, C,-C4-Alkyl, C3-C5-Alkenyl oder Benzyl steht; R2 Wasserstoff, Fluor oder C1-C6-Alkyl bedeutet; und R3 Wasserstoff, Fluor, C1-C6-Alkyl, C1-C6-Haloalkyl, C1-C6-Alkoxy, C,-C6-Alkylthio, Phenyl, Phenoxy, Phenylthio oder C3-C7-Cycloalkyl steht, wobei jeder aromatische Substituent oder aromatische Anteil eines Substituenten unsubstituiert oder ein- oder mehrfach durch Halogen, C1-C4-Alkyl, C1-C4-Alkoxy, C,-C4-Haloalkyl, Nitro und/oder Cyanosubstituiert ist; unter Einschluss der Säureadditionssalze, quaternären 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 mit Hilfe dieser Substanzen beschrieben.

  描述了通式 I 的 1-氮基-2-芳基-3-氟烷-2-醇 其中 Az 是 1H-1,2,4-三唑、4H-1,2,4-三氮唑或 1H-咪唑； Ar 是苯基、联苯基、苯氧基苯基和萘基系列中的未取代或取代的芳香基； R 是氢、C,-C4-烷基、C3-C5-烯基或苄基； R2 是氢、氟或 C1-C6 烷基；和 R3是氢、氟、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C,-C6烷硫基、苯基、苯氧基、苯硫基或 C3-C7环烷基，其中每个芳香取代基或取代基的芳香分子未被取代或被卤素、C1-C4烷基、C1-C4烷氧基、C,-C4卤代烷基、硝基和/或氰基单取代或多取代；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。还介绍了使用这些物质控制植物病原微生物的方法。
• PYRAZOLO [5,1-B]OXAZOLE DERIVATIVES AS CRF1 ANTAGONISTS
  申请人：Novartis AG

  公开号：EP2328902A1

  公开（公告）日：2011-06-08
• US7994203B2
  申请人：——

  公开号：US7994203B2

  公开（公告）日：2011-08-09
• [EN] PYRAZOLO [5,1-B] OXAZOLE DERIVATIVES AS CRF1 ANTAGONISTS<br/>[FR] DÉRIVÉS DE PYRAZOLO [5,1-B] OXAZOLE EN TANT QU'ANTAGONISTES DE CRF1
  申请人：NOVARTIS AG

  公开号：WO2010015628A1

  公开（公告）日：2010-02-11

  There are described pyrazolo [5.1 -b] oxazole derivatives of structure I useful as corticotropin releasing factor (CRF1) receptor antagonists.