2-chloro-5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzpic acid [ring-14C(U)] | 174514-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-chloro-5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzpic acid [ring-14C(U)]
• 英文别名: 4-bromo-3-(5'-carboxy-4'-chloro-2'-fluorophenyl)-1-methyl-5-trifluoromethylpyrazol；5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazole-3-yl]-2-chloro-4-fluorobenzoic acid；5-[4-bromo-1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-2-chloro-4-fluorobenzoic acid；5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-2-chloro-4-fluorobenzoic acid；4-Bromo-3-(5'-carboxy-4'-chloro-2'-fluorophenyl)-1-methyl-5-trifluoromethyl-pyrazol
• CAS: 174514-08-0
• 化学式: C₁₂H₆BrClF₄N₂O₂
• 分子量: 401.542
• InChiKey: YNMHKERYELPEEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-chloro-5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzpic acid [ring-14C(U)] 在 ammonium hydroxide 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 JV 485 (14C-Ph) amide
  参考文献：
  名称：

  The radiolabeled syntheses of JV 485, a herbicide candidate for winter wheat

  摘要：

  JV 485 [C-14-Ph] and JV 485 [C-14-Py] were synthesized in seven steps in 35% and 44% overall yields, respectively, utilizing the same reaction schemes. The key step in each of the syntheses is a one pot Mid-Century Oxidation (I) of an aromatic methyl group to a carboxylic acid. The C-14 radiolabeled syntheses of two isolated metabolites of JV 485 were also completed. Preparation of the JV 485 [phenyl-C-14(U)] amide was completed in 62% yield from 2-chloro-5-14-bromo-1-methyl-5-trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid [ring-C-14(U)], (9) over bar. Preparation of the JV 485 [phenyl-C-14(U)] desmethyl acid <(13)over bar> was accomplished in 18% overall yield in four steps from 3-(4-chloro-2-fluoro-5-methylphenyl [ring-14C(U)])-5-(trifluoromethyl)1H-pyrazole, (4) over bar.

  DOI：

  10.1002/1099-1344(200006)43:7<645::aid-jlcr349>3.0.co;2-6
• 作为产物：
  描述：

  4-氯-2-氟-5-甲基苯乙酮 在 溴 、 sodium methylate 、 cobalt(II) acetate 、 manganese(II) acetate 、 溶剂黄146 、 肼 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 73.5h， 生成 2-chloro-5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzpic acid [ring-14C(U)]
  参考文献：
  名称：

  The radiolabeled syntheses of JV 485, a herbicide candidate for winter wheat

  摘要：

  JV 485 [C-14-Ph] and JV 485 [C-14-Py] were synthesized in seven steps in 35% and 44% overall yields, respectively, utilizing the same reaction schemes. The key step in each of the syntheses is a one pot Mid-Century Oxidation (I) of an aromatic methyl group to a carboxylic acid. The C-14 radiolabeled syntheses of two isolated metabolites of JV 485 were also completed. Preparation of the JV 485 [phenyl-C-14(U)] amide was completed in 62% yield from 2-chloro-5-14-bromo-1-methyl-5-trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid [ring-C-14(U)], (9) over bar. Preparation of the JV 485 [phenyl-C-14(U)] desmethyl acid <(13)over bar> was accomplished in 18% overall yield in four steps from 3-(4-chloro-2-fluoro-5-methylphenyl [ring-14C(U)])-5-(trifluoromethyl)1H-pyrazole, (4) over bar.

  DOI：

  10.1002/1099-1344(200006)43:7<645::aid-jlcr349>3.0.co;2-6

文献信息

• Novel esters as useful herbicidal compounds
  申请人：Coret Marcel Joel

  公开号：US20050282708A1

  公开（公告）日：2005-12-22

  The instant invention relates to the discovery of certain novel herbicidal esters of agriculturally active acids. These esters present agronomical advantages over traditional herbicidal products by presenting multiple herbicidal mechanisms that ensure activity over a broad weed spectrum while limiting the appearance of plant resistance.

  该瞬时发明涉及发现某些新颖的具有农业活性酸的除草酯类化合物。这些酯类化合物相对于传统的除草产品具有农学优势，通过呈现多种除草机制来确保对广泛杂草谱的活性，同时限制植物抗性的出现。
• Herbicidal substituted 3-aryl-pyrazoles
  申请人：Monsanto Company

  公开号：US05668088A1

  公开（公告）日：1997-09-16

  The invention herein relates to certain substituted-arylpyrazole compounds, herbicidal compositions containing same, herbicidal methods of use and processes for preparing said compounds.

  本发明涉及某些取代芳基吡唑化合物，包含其的除草剂组合物，使用该组合物的除草方法以及制备该化合物的过程。
• Heterocyclic- and carbocyclic- substituted benzoic acids and synthesis
  申请人：Monsanto Company

  公开号：US05587485A1

  公开（公告）日：1996-12-24

  The disclosure herein relates to the title compounds and synthesis thereof by catalytic oxidation of the corresponding alkyl-substituted phenylheterocyclic or carboxylic compound.

  本文揭示了标题化合物及其的合成方法，是通过对应的烷基取代苯基杂环或羧基化合物的催化氧化实现的。
• HERBICIDAL COMPOSITION COMPRISING URACIL COMPOUND AS ACTIVE INGREDIENT
  申请人：Dongbu Farm Hannong Co., Ltd.

  公开号：US20150024940A1

  公开（公告）日：2015-01-22

  The present invention relates to a herbicidal composition comprising, as active ingredients, a herbicidally active compound and an uracil compound or an agrochemically acceptable salt thereof. The herbicidal composition has excellent effects not only on selective control of monocotyledonous or dicotyledonous weeds in useful crop plants, but also on control of monocotyledonous or dicotyledonous weeds in semi-selective or non-selective areas.

  本发明涉及一种除草剂组合物，其包含除草活性化合物和尿嘧啶化合物或其农药可接受的盐作为活性成分。该除草剂组合物不仅对有用作物中的单子叶或双子叶杂草具有选择性控制的优异效果，而且对半选择性或非选择性区域中的单子叶或双子叶杂草也有控制作用。
• Kristallstruktur der mitochondrialen Protoporphyrinogen-IX-Oxidase
  申请人：Bayer CropScience AG

  公开号：EP1584676A1

  公开（公告）日：2005-10-12

  Die vorliegende Erfindung betrifft Kristalle einer Protoporphyrinogen-IX-Oxidase, Verfahren zur Herstellung von Kristallen einer Protoporphyrinogen-IX-Oxidase, Verfahren zur Bestimmung der Struktur von Protoporphyrinogen-IX-Oxidasen alleine oder im Komplex mit einem Liganden, sowie Verfahren zum Identifizieren von Liganden der mitochondrialen Protoporphyrinogen-IX-Oxidase, die als Herbizide Verwendung finden können. Die vorliegende Erfindung betrifft auch die Verwendung der hier beschriebenen Kristallstruktur der mitochondrialen Protoporphyrinogen-IX-Oxidase aus Nicotiana tabacum zur Erzeugung von Proteinmodellen verwandter Enzyme und die Identifizierung von Inhibitoren verwandter Proteine.

  本发明涉及原卟啉原 IX 氧化酶的晶体、制备原卟啉原 IX 氧化酶晶体的方法、确定原卟啉原 IX 氧化酶单独或与配体复合物的结构的方法，以及确定可用作除草剂的线粒体原卟啉原 IX 氧化酶配体的方法。本发明还涉及利用本文所述的烟草线粒体原卟啉原 IX 氧化酶晶体结构生成相关酶的蛋白质模型和鉴定相关蛋白质的抑制剂。