N-(4-bromo-2-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide | 84478-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: N-(4-bromo-2-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide
• 英文别名: 2-(4-Bromo-2-fluoro-5-hydroxyphenyl)-4,5,6,7-tetrahydroisoindole-1,3-dione
• CAS: 84478-74-0
• 化学式: C₁₄H₁₁BrFNO₃
• 分子量: 340.149
• InChiKey: GGKIIRJCYQUXLQ-UHFFFAOYSA-N

物化性质

• 熔点：
  167-168 °C
• 沸点：
  486.1±45.0 °C(Predicted)
• 密度：
  1.77±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-bromo-2-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide 生成 N-(4-bromo-2-fluoro-5-methoxyphenyl)-3,4,5,6-tetrahydrophthalimide
  参考文献：
  名称：

  NAGANO, SANEHESI;XASIMOTO, SYUNITI;JOSIDA, AKIRA;MATSUMOTO, KEHJDZI;KAMOS+

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4,5,6-四氢苯酐 生成 N-(4-bromo-2-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide
  参考文献：
  名称：

  NAGANO, EIKI;HASHIMOTO, SHUNICHI;YOSHIDA, RYO;MATSUMOTO, HIROSHI;KAMOSHIT+

  摘要：

  DOI：

文献信息

• Tetrahydrophthalimides, and their production and use
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0061741A2

  公开（公告）日：1982-10-06

  A compound of the formula: wherein X is a chlorine atom or a bromine atom and R is a C1-C8 alkyl group, a C3-C4 alkenyl group or a C3-C4 alkynyl group, which is useful as a herbicide.

  一种如下式的化合物 其中 X 是氯原子或溴原子，R 是 C1-C8 烷基、C3-C4 烯基或 C3-C4 烷炔基，可用作除草剂。
• Tetrahydrophthalimide compounds, and their production and use
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0083055A2

  公开（公告）日：1983-07-06

  A tetrahydrophthalimide compound of the formula: wherein R, is hydrogen, alkyl, lower cycloalkyl, lower alkyl(lower)cycloalkyl, lower cycloalkyl(lower)alkyl, lower alkoxy(lower)alkyl, lower alkenyl, lower cycloalkenyl, lower cycloalkenyl(lower)alkyl, phenyl, cyano(lower)alkyl, lower alkynyl, lower alkylideneamino, lower alkylthio(lower)alkyl, benzyl, halo(lower)alkyl or lower cycloalkylideneamino, R2 is hydrogen, lower alkyl or lower alkoxy, X is chlorine or bromine, Y is oxygen or imino and Z is oxygen or sulfur, which is useful as a herbicide.

  一种四氢邻苯二甲酰亚胺化合物，其式如下 其中 R 是氢、烷基、低级环烷基、低级(低级)环烷基、低级(低级)环烷基、低级(低级)烷氧基、低级烯基、低级环烯基、低级(低级)环烯基、苯基、氰基(低级)烷基、低级炔基、低级亚烷基氨基、低级烷硫基(低级)烷基、苄基、卤代(低级)烷基或低级环烷基、R2是氢、低级烷基或低级烷氧基，X是氯或溴，Y是氧或亚氨基，Z是氧或硫，可用作除草剂。
• N-Aryl-Stickstoffheterocyclen mit fluorhaltigen Substituenten
  申请人：BAYER AG

  公开号：EP0384192A2

  公开（公告）日：1990-08-29

  Die Erfindung betrifft neue N-Aryl-Stickstoffheterocyclen mit fluorhaltigen Substituenten der Formel (I) in welcher Het für eine der nachstehenden heterocyclischen Gruppierungen steht, wobei A für eine der nachstehenden Gruppierungen steht, R für jeweils gegebenenfalls verzweigtes, jeweils durch wenigstens ein Sauerstoffatom unterbrochenes und jeweils durch wenigstens ein Fluoratom substituiertes Alkyl, Alkenyl, Cycloalkyl, Cycloalkenyl, Cycloalkylalkyl oder Cycloalkenylalkyl steht, X für Wasserstoff oder Halogen steht und Y für Wasserstoff oder Halogen steht, und die übrigen Substituenten die in der Beschreibung angegebene Bedeutung haben, mehrere Verfahren sowie neue Zwischenprodukte zu ihrer Herstellung und ihre Verwendung als Herbizide und Pflanzenwuchsregulatoren.

  本发明涉及新的 N-芳基氮杂环，具有式 (I) 的含氟取代基 其中 Het 代表下列杂环基团之一 其中 其中 A 代表下列基团之一 R 代表烷基、烯基、环烷基、环烯基、环烷基烷基或环烯基烷基，其中每个烷基或环烯基烷基均可选择支化，每个烷基或环烯基烷基均被至少一个氧原子间断，每个烷基或环烯基烷基均被至少一个氟原子取代、 X 代表氢或卤素 Y 代表氢或卤素、 其他取代基的含义，以及制备它们和将它们用作除草剂和植物生长调节剂的多种工艺和新中间体。
• Design, syntheses and 3D-QSAR studies of novel N-phenyl pyrrolidin-2-ones and N-phenyl-1H-pyrrol-2-ones as protoporphyrinogen oxidase inhibitors
  作者：Li Zhang、Yin Tan、Neng-Xue Wang、Qiong-You Wu、Zhen Xi、Guang-Fu Yang

  DOI：10.1016/j.bmc.2010.09.036

  日期：2010.11.15

  The characteristics of low application rates, good crop selectivity, low residue and environmental safety exhibited by Protoporphyrinogen oxidase (PPO, EC 1.3.3.4)-inhibiting herbicides have attracted a world-wide research interests. As continuation of our research work on the development of new PPO inhibitors, a series of mono-carbonyl analogues of cyclic imides, N-phenyl pyrrolidin-2-ones and N-phenyl-1H-pyrrol- 2-ones, were designed and synthesized based on previously established DFT-QSAR results. The PPO inhibition activities of 29 newly synthesized compounds were tested and a predictive comparative molecular field analysis (CoMFA) model was established with the conventional correlation coefficient r(2) = 0.980 and the cross-validated coefficient q(2) = 0.518. According to the CoMFA model, the substituent effects on the PPO inhibition activity were explained reasonably. Further greenhouse assay showed that 2-(4-chloro-2-fluoro-5-propoxy-phenyl)-2,3,4,5,6,7-hexahydro-isoindol-1-one (C-6, k(i) = 0.095 mu M) and 2-(5-allyloxy-4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-isoindol-1-one (C-7, k(i) = 0.12 mu M) displayed excellent post-emergency herbicidal activity at the concentration of 150 g.ai/ha against seven tested weeds. Due to their high PPO inhibition effect and broad spectrum herbicidal activity, these two compounds have the potential for further study on crop selectivity and field trial. These results confirmed once again that only one of the carbonyl groups of cyclic imides is essential to the PPO inhibition activity. (C) 2010 Elsevier Ltd. All rights reserved.
• NAGANO, ELKI;HASHIMOTO, SHUNICHI;YOSHIDA, RYO;MATSUMOTO, HIROSHI;KAMOSHIT+
  作者：NAGANO, ELKI、HASHIMOTO, SHUNICHI、YOSHIDA, RYO、MATSUMOTO, HIROSHI、KAMOSHIT+

  DOI：——

  日期：——