4,5-dibromo-2-(4-chlorophenyl)pyridazin-3(2H)-one | 14132-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4,5-dibromo-2-(4-chlorophenyl)pyridazin-3(2H)-one
• 英文别名: 4,5-dibromo-2-(4-chloro-phenyl)-2H-pyridazin-3-one；4,5-Dibrom-1-(4-chlorphenyl)-1H-6-pyridazon；4,5-dibromo-2-(4-chlorophenyl)pyridazin-3-one
• CAS: 14132-96-8
• 化学式: C₁₀H₅Br₂ClN₂O
• 分子量: 364.423
• InChiKey: RYGXLGNHNWUQLC-UHFFFAOYSA-N

物化性质

• 熔点：
  183-184 °C
• 沸点：
  384.7±52.0 °C(Predicted)
• 密度：
  1.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dibromo-2-(4-chlorophenyl)pyridazin-3(2H)-one 在 sodium azide 、 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 5-(4-acetyl-5-methyl-1H-1,2,3-triazol-1-yl)-4-bromo-2-(4-chlorophenyl)pyridazin-3(2H)-one
  参考文献：
  名称：

  Targeting the Warburg Effect in cancer; relationships for 2-arylpyridazinones as inhibitors of the key glycolytic enzyme 6-phosphofructo-2-kinase/2,6-bisphosphatase 3 (PFKFB3)

  摘要：

  High-throughput screening of a small-molecule library identified a 5-triazolo-2-arylpyridazinone as a novel inhibitor of the important glycolytic enzyme 6-phosphofructo-2-kinase/2,6-bisphosphatase 3 (PFKFB3). Such inhibitors are of interest due to PFKFB3's control of the important glycolytic pathway used by cancer cells to generate ATP. A series of analogues was synthesized to study structure-activity relationships key to enzyme inhibition. Changes to the triazolo or pyridazinone rings were not favoured, but limited-size substitutions on the aryl ring provided modest increases in potency against the enzyme. Selected analogues and literature-described inhibitors were evaluated for their ability to suppress the glycolytic pathway, as detected by a decrease in lactate production, but none of these compounds demonstrated such suppression at non-cytotoxic concentrations. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.041
• 作为产物：
  描述：

  4-氯苯肼 生成 4,5-dibromo-2-(4-chlorophenyl)pyridazin-3(2H)-one
  参考文献：
  名称：

  CANADA, E. J.

  摘要：

  DOI：

文献信息

• 3(2H)-pyridazinone derivatives, and their uses in insecticidal
  申请人：Nissan Chemical Industries, Ltd.

  公开号：US04910201A1

  公开（公告）日：1990-03-20

  Novel 3(2H)-pyridazinone derivatives of the formula (I): ##STR1## wherein, X represents a halogen, an alkyl, a haloalkyl, a haloalkoxy atoms, NO.sub.2, an alkoxy or ##STR2## (wherein, R represents an alkyl); n is 1 to 4; A represents hydrogen, a halogen, an alkyl or an alkoxy; B represents CX.sub.1 (wherein, X.sub.1 represents H or a halogen) or N; R.sup.1 and R.sup.2 represent each independently H or an alkyl; E represents H, a halogen, an alkoxy or --OH; and Q represents: ##STR3## (wherein, Y represents a halogen, an alkyl, an alkoxy, a haloalkyl, a haloalkoxy, CN, ##STR4## (wherein, Z represents a halogen, an alkyl, an alkoxy or a haloalkyl atoms, and l is 0, 1 to 5, said Z being the same or different when l is 2 to 5); and m is 1 to 5, said Y being the same or different when n is 2 to 4. A process for preparation of said derivatives is also provided. These derivatives are useful as an active ingredient of insecticidal composition.

  式(I)的新型3(2H)-吡啶嗪衍生物：##STR1## 其中，X代表卤素、烷基、卤代烷基、卤代烷氧基、NO.sub.2、烷氧基或##STR2##（其中，R代表烷基）；n为1至4；A代表氢、卤素、烷基或烷氧基；B代表CX.sub.1（其中，X.sub.1代表H或卤素）或N；R.sup.1和R.sup.2各自独立地代表H或烷基；E代表H、卤素、烷氧基或--OH；Q代表：##STR3##（其中，Y代表卤素、烷基、烷氧基、卤代烷基、卤代烷氧基、CN、##STR4##（其中，Z代表卤素、烷基、烷氧基或卤代烷基，l为0、1至5，当l为2至5时，所述Z相同时或不同时）；m为1至5，当n为2至4时，所述Y相同时或不同时。还提供了制备所述衍生物的方法。这些衍生物可用作杀虫剂组合物的活性成分。
• Substituted 2-phenyl-3(2h)-pyridazinones
  申请人：Schohe-Loop Rudolf

  公开号：US20060004015A1

  公开（公告）日：2006-01-05

  The invention relates to substituted 2-phenyl-3(2h)-pyridazinones, to a method for the production thereof, and to their use as medicaments used in the prophylaxis and/or treatment of diseases in humans and/or animals.

  本发明涉及替代的2-苯基-3（2H）-吡啶嗪酮，其制备方法，以及其作为用于预防和/或治疗人类和/或动物疾病的药物的用途。
• Pyridazinone derivatives, process for preparation thereof and insecticidal compositions
  申请人：NISSAN CHEMICAL INDUSTRIES LTD.

  公开号：EP0210647A2

  公开（公告）日：1987-02-04

  Novel 3(2H)-pyridazinone derivatives of the formula (I): wherein, X represents a halogen, an alkyl, a haloalkyl, a haloalkoxy atoms, N02, an alkoxy or (wherein, R represents an alkyl); n is 1 to 4; A represents hydrogen, a halogen, an alkyl or an alkoxy; B represents CX, (wherein, X1 represents H or a halogen) or N; R1 and R2 represent each independently H or an alkyl; E represents H, a halogen, an alkoxy or -OH; and Q represents: (wherein, Y represents a halogen, an alkyl, an alkoxy, a haloalkyl, haloalkoxy, CN, (wherein, Z represents a halogen, an alkyl, an alkoxy or a haloalkyl atoms, and is 0, 1 to 5, said Z being the same or different when is 2 to 5); and m is 1 to 5, said Y being the same or different when m is 2 to 5), said X being the same or different when n is 2 to 4. A process for preparation of said derivatives is also provided. These derivatives are useful as an active ingredient of insecticidal composition.

  式(I)的新型 3(2H)-哒嗪酮衍生物： 其中，X 代表卤素、烷基、卤代烷基、卤代烷氧基原子、N02、烷氧基或 (其中，R 代表烷基）； n 为 1 至 4； A 代表氢、卤素、烷基或烷氧基； B 代表 CX、（其中，X1 代表 H 或卤素）或 N； R1 和 R2 各自独立地代表 H 或烷基； E 代表 H、卤素、烷氧基或-OH；以及 Q 代表 (其中，Y 代表卤素、烷基、烷氧基、卤代烷基、卤代烷氧基、CN、 (其中，Z 代表卤素、烷基、烷氧基或卤代烷基原子，且为 0、1 至 5，当为 2 至 5 时，所述 Z 相同或不同）；且 m 为 1 至 5，当 m 为 2 至 5 时，所述 Y 相同或不同），当 n 为 2 至 4 时，所述 X 相同或不同。 还提供了制备所述衍生物的工艺。这些衍生物可用作杀虫组合物的活性成分。
• CANADA, E. J.
  作者：CANADA, E. J.

  DOI：——

  日期：——
• SUBSTITUIERTE 2-PHENYL-3(2H)-PYRIDAZINONE
  申请人：Bayer HealthCare AG

  公开号：EP1497269A1

  公开（公告）日：2005-01-19