Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate | 136192-67-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate
• 英文别名: methyl 2-acetyl-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoate
• CAS: 136192-67-1
• 化学式: C₁₆H₁₆N₂O₆
• 分子量: 332.313
• InChiKey: IGDZZGMVCUACIL-UHFFFAOYSA-N

物化性质

• 沸点：
  531.1±60.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  96.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate 在 盐酸羟胺 、 potassium acetate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 pyriminobac-methyl
  参考文献：
  名称：

  Studies of the New Herbicide KIH-6127. Part III. Synthesis and Structure-Activity Studies of Analogues of KIH-6127 against Barnyard Grass (Echinochloa oryzicola)*

  摘要：

  DOI：

  10.1002/(sici)1096-9063(199701)49:1<76::aid-ps491>3.0.co;2-e
• 作为产物：
  描述：

  3-苄氧基苯乙酮 在 palladium on activated charcoal 盐酸 、 正丁基锂 、 氢气 、 potassium carbonate 、 对甲苯磺酸 、 原甲酸三乙酯 作用下， 以 正己烷 、 乙酸乙酯 、 丙酮 、 甲苯 为溶剂， 反应 13.0h， 生成 Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate
  参考文献：
  名称：

  Design and Syntheses of Novel Phthalazin-1(2H)-one Derivatives as Acetohydroxyacid Synthase Inhibitors

  摘要：

  A series of 2-substituted-8-(4,6-dimethoxypyrimidin-2-yloxy)-4-methylphthalazin-1-one derivatives, 7a-7w, were designed via an ortho-substituent cyclization strategy to discover a new herbicidal lead structure. These compounds were synthesized by a seven-step route using 3-hydroxy-acetophenone as a starting material. Determination of the K-i values against wild-type A. thaliana acetohydroxyacid synthase (AHAS) (EC 4.1.3.18) indicated that some of the compounds displayed good enzyme inhibition activity comparable to that of KIH-6127. The further preliminary bioassay data on weeds showed that the synthesized compounds exhibited typical injury symptoms of AHAS-inhibiting herbicides, and some of them showed broad-spectrum and high herbicidal activities in postemergence treatments against Echinochloa crusgalli, Digitaria sanguinalis, Setaria viridis, Brassica juncea, Amaranthus retroflexus, and Chenopodium album at an application rate of 150 g ai/ha. To our knowledge, this is the first report of methylphthalazin-1-one derivatives as AHAS inhibitors.

  DOI：

  10.1021/jf061976j

文献信息

• Pyrimidine derivatives and herbicidal composition containing the same
  申请人：Kumiai Chemical Co.

  公开号：US05118339A1

  公开（公告）日：1992-06-02

  A pyrimidine or triazine derivative and its salt, said pyrimidine or triazine derivative having the formula: ##STR1## wherein R represents a group of the formula OR.sub.3 wherein R.sup.3 represents a hydrogen atom, an alkyl gorup, etc.}, a group of the formula SR.sup.6 wherein R.sup.6 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula ##STR2## wherein R.sup.7 and R.sup.8 represent a hydrogen atom, an alkyl group, etc.}, or an imidazolyl group: R.sup.1 represents a hydrogen atom, an alkyl group, etc.; R.sup.2 represents a hydroxyl group, an alkyl group, etc.; A and B represent an alkyl group, etc.; Y represents an oxygen atom, etc.; and Z represents a methine group or a nitrogen atom.

  一种嘧啶或三嗪衍生物及其盐，所述嘧啶或三嗪衍生物具有以下结构式：##STR1## 其中R代表以下结构的一种：OR.sub.3 其中R.sup.3代表氢原子、烷基等}、SR.sup.6 其中R.sup.6代表氢原子、烷基等}、##STR2## 其中R.sup.7和R.sup.8代表氢原子、烷基等}或咪唑基团；R.sup.1代表氢原子、烷基等；R.sup.2代表羟基、烷基等；A和B代表烷基等；Y代表氧原子等；Z代表甲基基团或氮原子。
• Triazine derivatives and herbicidal composition containing the same
  申请人：Kumiai Chemical Co.

  公开号：US05242895A1

  公开（公告）日：1993-09-07

  A pyrimidine or triazine derivative and its salt, said pyrimidine or triazine derivative having the formula: ##STR1## wherein R represents a group of the formula OR.sup.3 wherein R.sup.3 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula SR.sup.6 wherein R.sup.6 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula ##STR2## wherein R.sup.7 and R.sup.8 represent a hydrogen atom, an alkyl group, etc.}, or an imidazolyl group: R.sup.1 represents a hydrogen atom, an alkyl group, etc.; R.sup.2 represents a hydroxyl group, an alkyl group, etc.; A and B represent an alkyl group, etc.; Y represents an oxygen atom, etc.; and Z represents a methine group or a nitrogen atom.

  一种嘧啶或三嗪衍生物及其盐，所述嘧啶或三嗪衍生物的化学式为：##STR1## 其中R代表以下式的一种：OR.sup.3 其中R.sup.3代表氢原子、烷基等}、SR.sup.6 其中R.sup.6代表氢原子、烷基等}、##STR2## 其中R.sup.7和R.sup.8代表氢原子、烷基等}或咪唑基团；R.sup.1代表氢原子、烷基等；R.sup.2代表羟基、烷基等；A和B代表烷基等；Y代表氧原子等；Z代表甲基基团或氮原子。
• Pyrimidine or triazine derivatives
  申请人：Kumiai Chemical Industry Co.

  公开号：US05302739A1

  公开（公告）日：1994-04-12

  Compounds of the formula ##STR1## as intermediates for the preparation of pyrimidine or triazine herbicides.

  化合物的公式为##STR1##，用于制备嘧啶或三嗪类除草剂的中间体。
• Pyrimidine or triazine derivatives and herbicidal composition containing the same
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0435170A2

  公开（公告）日：1991-07-03

  A pyrimidine or triazine derivative and its salt, said pyrimidine or triazine derivative having the formula: wherein R represents a group of the formula OR3 wherein R3 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula SR6 wherein R6 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula (wherein R7 and R8 represent a hydrogen atom, an alkyl group, etc.}, or an imidazolyl group: R1 represents a hydrogen atom, an alkyl group, etc.; R2 represents a hydroxyl group, an alkyl group, etc.; A and B represent an alkyl group, etc.; Y represents an oxygen atom, etc.; and Z represents a methine group or a nitrogen atom.

  一种嘧啶或三嗪衍生物及其盐，所述嘧啶或三嗪衍生物具有以下式子： 其中 R 代表式 OR3 的基团式中 R3 代表氢原子、烷基等}，式 SR6 的基团式中 R6 代表氢原子、烷基等}，式 (其中 R7 和 R8 代表氢原子、烷基等}，或咪唑基团：R1 代表氢原子、烷基等； R2 代表羟基、烷基等； A 和 B 代表烷基等； Y 代表氧原子等；以及 Z 代表甲基或氮原子。
• Studies of the New Herbicide KIH-6127. Part III. Synthesis and Structure-Activity Studies of Analogues of KIH-6127 against Barnyard Grass (<i>Echinochloa oryzicola</i>)*
  作者：Masatoshi Tamaru、Naoshi Masuyama、Masahiro Sato、Fumiaki Takabe、Jun Inoue、Ryo Hanai

  DOI：10.1002/(sici)1096-9063(199701)49:1<76::aid-ps491>3.0.co;2-e

  日期：1997.1