5-(4-bromophenyl)-2-(2,6-difluorophenyl)-pyrimidine | 304867-46-7

• 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: 5-(4-bromophenyl)-2-(2,6-difluorophenyl)-pyrimidine
• 英文别名: 5-(4-bromophenyl)-2-(2,6-difluorophenyl)pyrimidine
• CAS: 304867-46-7
• 化学式: C₁₆H₉BrF₂N₂
• 分子量: 347.162
• InChiKey: QTOAEIXFNIDVMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-bromophenyl)-2-(2,6-difluorophenyl)-pyrimidine 在 palladium on activated charcoal palladium diacetate 、 氢气 、 sodium carbonate 作用下， 以 二乙二醇二甲醚 为溶剂， 生成 2-(2,6-Difluoro-phenyl)-5-(4'-trifluoromethyl-biphenyl-4-yl)-1,4,5,6-tetrahydro-pyrimidine
  参考文献：
  名称：

  Azine Derivatives as a New Generation of Insect Growth Regulators

  摘要：

  一种新一代昆虫生长调节剂杀虫剂，即噁啉类，已被介绍。它们抑制了几丁质合成过程，对鳞翅目害虫具有活性。它们的合成和结构-活性关系将被讨论。

  DOI：

  10.2533/000942903777678560
• 作为产物：
  描述：

  N-(2-(4-bromophenyl)-3-(dimethylamino)allylidene)-N-methylmethanaminium perchlorate 、 2,6-二氟苯甲酰胺盐酸盐 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 5-(4-bromophenyl)-2-(2,6-difluorophenyl)-pyrimidine
  参考文献：
  名称：

  Azine Derivatives as a New Generation of Insect Growth Regulators

  摘要：

  一种新一代昆虫生长调节剂杀虫剂，即噁啉类，已被介绍。它们抑制了几丁质合成过程，对鳞翅目害虫具有活性。它们的合成和结构-活性关系将被讨论。

  DOI：

  10.2533/000942903777678560

文献信息

• Pesticidal pyrimidine-derivatives
  申请人：——

  公开号：US20030004347A1

  公开（公告）日：2003-01-02

  The invention relates to compounds of the general formula 1 wherein R 1 is unsubstituted or mono- to penta-substituted aryl, whereby the substituents are selected from the group consisting for instance of OH, Halogen, CN, C 1 -C 6 -alkyl, optionally substituted C 3 -C 8 -cycloalkyl and optionally substituted C 3 -C 8 -cycloalkenyl; A is for instance a single bond, C 1 -C 12 -alkylene or O; X 1 and X 2 , independently of one another, are R 10 ; X 3 is H or R 10 ; R 10 is for instance halogen, CN, NO 2 , C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl or C 1 -C 6 -haloalkyl; R 21 and R 22 , independently of one another are for instance H, halogen, CN, NO 2 , OH, SH, C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl, C 1 -C 6 -alkyl-C 3 -C 8 -cycloalkyl or C 3 -C 8 -cycloalkyl-C 1 -C 6 -alkyl; R 23 and R 24 , independently of one another, are for instance H, C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkyl-C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl or C 3 -C 8 -halocycloalkyl; m is 1, 2, 3 or 4; and n is 0, 1 or 2; as well as the physiologically acceptable addition compounds, a method of producing these compounds and the usage of these compounds, pesticide compositions whose active ingredient is chosen from these compounds, each in free form or in agrochemically employable salt form, and a method of producing and using these compositions. The active ingredients, in free form or in agrochemically employable salt form, have advantageous pesticidal properties. The are especially suitable for the control of pests in agriculture and in storage, as well as in the care of domestic animals.

  该发明涉及一般式1的化合物，其中R1未被取代或者是单取代到五取代的芳基，其中取代基被选自羟基、卤素、氰基、C1-C6烷基、可选取代的C3-C8环烷基和可选取代的C3-C8环烯基等组成；A例如是单键，C1-C12烷基或O；X1和X2分别是R10；X3是H或R10；R10例如是卤素、氰基、NO2、C1-C6烷基、C3-C8环烷基或C1-C6卤代烷基；R21和R22独立地例如是H、卤素、氰基、NO2、羟基、硫氢基、C1-C6烷基、C3-C8环烷基、C1-C6烷基-C3-C8环烷基或C3-C8环烷基-C1-C6烷基；R23和R24独立地例如是H、C1-C6烷基、C3-C8环烷基、C3-C8环烷基-C1-C6烷基、C1-C6卤代烷基或C3-C8卤代环烷基；m为1、2、3或4；n为0、1或2；以及生理上可接受的加合物、制备这些化合物的方法和使用这些化合物的用途，杀虫剂组合物的活性成分选择自这些化合物，每种在自由形式或农药可用盐形式中，以及制备和使用这些组合物的方法。这些活性成分，以自由形式或农药可用盐形式，具有优良的杀虫性能。它们特别适用于农业和储存中的害虫控制，以及在家畜护理中的使用。
• PESTICIDAL PYRIMIDINE-DERIVATIVES
  申请人：Novartis AG

  公开号：EP1175407B1

  公开（公告）日：2009-12-09
• US6686469B2
  申请人：——

  公开号：US6686469B2

  公开（公告）日：2004-02-03
• [EN] PESTICIDAL PYRIMIDINE-DERIVATIVES<br/>[FR] DERIVES PYRIMIDINE PESTICIDES
  申请人：NOVARTIS AG

  公开号：WO2000066565A1

  公开（公告）日：2000-11-09

  The invention relates to compounds of general formula (I), wherein R1 is unsubstituted or mono- to penta-substituted aryl, whereby the substituents are selected from the group consisting for instance of OH, halogen, CN, C1-C6-alkyl, optionally substituted C3-C8-cycloalkyl and optionally substituted C3-C8-cycloalkenyl; A is for instance a single bond, C1-C12-alkylene or O; X1 and X2, independently of one another, are R10; X3 is H or R10; R10 is for instance halogen, CN, NO2, C1-C6-alkyl, C3-C8-cycloalkyl or C1-C6-haloalkyl; R21 and R22, independently of one another are for instance H, halogen, CN, NO2, OH, SH, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-alkyl-C3-C8-cycloalkyl or C3-C8-cycloalkyl-C1-C6-alkyl; R23 and R24, independently of one another, are for instance H, C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C6-alkyl, C1-C6-haloalkyl or C3-C8-halocycloalkyl; m is 1, 2, 3 or 4; and n is 0, 1 or 2; as well as the physiologically acceptable addition compounds, a method of producing these compounds and the usage of these compounds, pesticide compositions whose active ingredient is chosen from these compounds, each in free form or in agrochemically employable salt form, and a method of producing and using these compositions. The active ingredients, in free form or in agrochemically employable salt form, have advantageous pesticidal properties. They are especially suitable for the control of pests in agriculture and in storage, as well as in the care of domestic animals.
• Azine Derivatives as a New Generation of Insect Growth Regulators
  作者：Martin Eberle、Saleem Farooq、André Jeanguenat、Deborah Mousset、Arthur Steiger、Stephan Trah、Werner Zambach、Alfred Rindlisbacher

  DOI：10.2533/000942903777678560

  日期：——

  A new generation of insect-growth-regulator insecticides, the azines, are presented. They inhibit the chitin biosynthesis process and are active against lepidopteran pests. Their synthesis and a structure–activity relationship will be discussed.

  一种新一代昆虫生长调节剂杀虫剂，即噁啉类，已被介绍。它们抑制了几丁质合成过程，对鳞翅目害虫具有活性。它们的合成和结构-活性关系将被讨论。