2-(3,5-dichloropyridin-2-yloxy)propanoic acid | 79674-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(3,5-dichloropyridin-2-yloxy)propanoic acid
• 英文别名: 2-[(3,5-Dichloropyridin-2-yl)oxy]propanoic acid；2-(3,5-dichloropyridin-2-yl)oxypropanoic acid
• CAS: 79674-72-9
• 化学式: C₈H₇Cl₂NO₃
• 分子量: 236.054
• InChiKey: OPAUISTWGJQDEA-UHFFFAOYSA-N

物化性质

• 熔点：
  130.5 °C
• 沸点：
  329.4±37.0 °C(Predicted)
• 密度：
  1.488±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-亚甲二氧基苄胺 、 2-(3,5-dichloropyridin-2-yloxy)propanoic acid 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以77%的产率得到N-[3,4-(methylenedioxy)benzyl]-2-[(3,5-dichloropyridin-2-yl)oxy]propanamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel phenoxyacetamide inhibitors of the Pseudomonas aeruginosa type III secretion system (T3SS)

  摘要：

  The increasing prevalence of drug-resistant bacterial infections is driving the discovery and development not only of new antibiotics, but also of inhibitors of virulence factors that are crucial for in vivo pathogenicity. One such virulence factor is the type III secretion system (T3SS), which plays a critical role in the establishment and dissemination of Pseudomonas aeruginosa infections. We have recently described the discovery and characterization of a series of inhibitors of P. aeruginosa T3SS based on a phenoxyacetamide scaffold. To better characterize the factors involved in potent T3SS inhibition, we have conducted a systematic exploration of this structure, revealing several highly responsive structure-activity relationships indicative of interaction with a specific target. Most of the structural features contributing to potency were additive, and combination of those features produced optimized inhibitors with IC50 values <1 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.011
• 作为产物：
  描述：

  2,3,5-三氯吡啶 在 水 、 sodium 、 potassium hydroxide 作用下， 以 甲醇 、 二乙二醇二甲醚 为溶剂， 反应 20.0h， 生成 2-(3,5-dichloropyridin-2-yloxy)propanoic acid
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel phenoxyacetamide inhibitors of the Pseudomonas aeruginosa type III secretion system (T3SS)

  摘要：

  The increasing prevalence of drug-resistant bacterial infections is driving the discovery and development not only of new antibiotics, but also of inhibitors of virulence factors that are crucial for in vivo pathogenicity. One such virulence factor is the type III secretion system (T3SS), which plays a critical role in the establishment and dissemination of Pseudomonas aeruginosa infections. We have recently described the discovery and characterization of a series of inhibitors of P. aeruginosa T3SS based on a phenoxyacetamide scaffold. To better characterize the factors involved in potent T3SS inhibition, we have conducted a systematic exploration of this structure, revealing several highly responsive structure-activity relationships indicative of interaction with a specific target. Most of the structural features contributing to potency were additive, and combination of those features produced optimized inhibitors with IC50 values <1 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.011

文献信息

• Novel Herbicide Resistance Genes
  申请人：Wright Terry R.

  公开号：US20110203017A1

  公开（公告）日：2011-08-18

  The subject invention provides novel plants that are not only resistant to 2,4-D, but also to pyridyloxyacetate herbicides. Heretofore, there was no expectation or suggestion that a plant with both of these advantageous properties could be produced by the introduction of a single gene. The subject invention also includes plants that produce one or more enzymes of the subject invention “stacked” together with one or more other herbicide resistance genes. The subject invention enables novel combinations of herbicides to be used in new ways. Furthermore, the subject invention provides novel methods of preventing the development of, and controlling, strains of weeds that are resistant to one or more herbicides such as glyphosate. The preferred enzyme and gene for use according to the subject invention are referred to herein as AAD-12 (AryloxyAlkanoate Dioxygenase). This highly novel discovery is the basis of significant herbicide tolerant crop trait and selectable marker opportunities.

  本发明提供了新的植物，不仅对2,4-D具有抗性，而且对吡啶氧乙酸类除草剂也具有抗性。迄今为止，没有预期或建议通过引入单个基因可以产生同时具有这两个优点的植物。本发明还包括将本发明的一个或多个酶“堆叠”在一起与一个或多个其他除草剂抗性基因一起产生的植物。本发明使得可以使用新的除草剂组合以新的方式。此外，本发明提供了预防和控制对一种或多种除草剂，如草甘膦具有抗性的杂草品系的新方法。根据本发明使用的首选酶和基因被称为AAD-12（芳氧烷基酸脱氧酶）。这一高度新颖的发现是显著的除草剂耐受作物性状和可选择标记机会的基础。
• NOVEL HERBICIDE RESISTANCE GENES
  申请人：Dow AgroSciences LLC

  公开号：US20130035233A1

  公开（公告）日：2013-02-07

  The subject invention provides novel plants that are not only resistant to 2,4-D, but also to pyridyloxyacetate herbicides. Heretofore, there was no expectation or suggestion that a plant with both of these advantageous properties could be produced by the introduction of a single gene. The subject invention also includes plants that produce one or more enzymes of the subject invention “stacked” together with one or more other herbicide resistance genes. The subject invention enables novel combinations of herbicides to be used in new ways. Furthermore, the subject invention provides novel methods of preventing the development of, and controlling, strains of weeds that are resistant to one or more herbicides such as glyphosate. The preferred enzyme and gene for use according to the subject invention are referred to herein as AAD-12 (AryloxyAlkanoate Dioxygenase). This highly novel discovery is the basis of significant herbicide tolerant crop trait and selectable marker opportunities.

  本发明提供了一种新型植物，不仅对2,4-D具有抗性，而且对吡啶氧乙酸类除草剂也具有抗性。迄今为止，没有任何预期或建议表明引入单个基因可以产生同时具有这两种优势特性的植物。本发明还包括产生本发明中的一种或多种酶与一种或多种其他除草剂抗性基因“堆叠”在一起的植物。本发明使得新型除草剂的组合可以以新的方式使用。此外，本发明提供了一种防止和控制对一种或多种除草剂（如草甘膦）具有抗性的杂草品系的新方法。本发明中用于使用的首选酶和基因被称为AAD-12（芳氧烷基酸脱氧酶）。这一极其新颖的发现是显著的除草剂耐受作物特征和可选择标记机会的基础。
• USES AND DETECTION OF HERBICIDE RESISTANCE GENES FOR RESISTANCE TO ARYLOXYALKANOATE HERBICIDES
  申请人：Dow AgroSciences LLC

  公开号：US20130040815A1

  公开（公告）日：2013-02-14

  The subject invention provides novel plants that are not only resistant to 2,4-D, but also to a pyridyloxyacetate herbicide. The subject invention also includes plants that produce one or more enzymes of the subject invention “stacked” together with one or more other herbicide resistance genes. The subject invention enables novel combinations of herbicides to be used in new ways. Furthermore, the subject invention provides novel methods of preventing the development of, and controlling, strains of weeds that are resistant to one or more herbicides such as glyphosate. The preferred enzyme and gene for use according to the subject invention are referred to herein as AAD-13 (AryloxyAlkanoate Dioxygenase). This highly novel discovery is the basis of significant herbicide tolerant crop trait and selectable marker opportunities.

  本发明提供了新型植物，不仅对2,4-D具有抗性，还对吡啶氧乙酸类除草剂具有抗性。本发明还包括将本发明的一种或多种酶“叠加”在一起与一种或多种其他除草剂抗性基因一起产生的植物。本发明使得新型除草剂的组合可以以新的方式使用。此外，本发明提供了预防和控制对一种或多种除草剂如草甘膦具有抗性的杂草株的新方法。本发明中用于使用的首选酶和基因被称为AAD-13（芳氧基烷酸双加氧酶）。这一高度新颖的发现是显著的除草剂耐受农作物特征和可选择标记机会的基础。
• Novel herbicide resistance genes
  申请人：Dow AgroSciences LLC

  公开号：EP2484202A1

  公开（公告）日：2012-08-08

  The subject invention provides novel plants that are not only resistant to 2,4-D, but also to pyridyloxyacetate herbicides. Heretofore, there was no expectation or suggestion that a plant with both of these advantageous properties could be produced by the introduction of a single gene. The subject invention also includes plants that produce one or more enzymes of the subject invention "stacked" together with one or more other herbicide resistance genes. The subject invention enables novel combinations of herbicides to be used in new ways. Furthermore, the subject invention provides novel methods of preventing the development of, and controlling, strains of weeds that are resistant to one or more herbicides such as glyphosate. The preferred enzyme and gene for use according to the subject invention are referred to herein as AAD-12 (AryloxyAlkanoate Dioxygenase). This highly novel discovery is the basis of significant herbicide tolerant crop trait and selectable marker opportunities.

  本发明提供的新型植物不仅能抗 2,4-D，还能抗吡啶氧乙酸酯除草剂。在此之前，人们并不期望或认为通过引入单个基因就能培育出具有上述两种优势特性的植物。本发明还包括产生一种或多种本发明酶与一种或多种其他抗除草剂基因 "叠加 "在一起的植物。本发明可使除草剂以新的方式组合使用。此外，本发明还提供了预防和控制对一种或多种除草剂（如草甘膦）具有抗性的杂草品系的新方法。根据本发明，优选使用的酶和基因被称为 AAD-12（芳氧基烷酸二加氧酶）。这一高度新颖的发现是重要的耐除草剂作物性状和可选择标记机会的基础。
• Novel Herbicide resistance genes
  申请人：Dow AgroSciences LLC

  公开号：EP2484767A1

  公开（公告）日：2012-08-08

  The subject invention provides novel plants that are not only resistant to 2,4-D, but also to pyridyloxyacetate herbicides. Heretofore, there was no expectation or suggestion that a plant with both of these advantageous properties could be produced by the introduction of a single gene. The subject invention also includes plants that produce one or more enzymes of the subject invention "stacked" together with one or more other herbicide resistance genes. The subject invention enables novel combinations of herbicides to be used in new ways. Furthermore, the subject invention provides novel methods of preventing the development of, and controlling, strains of weeds that are resistant to one or more herbicides such as glyphosate. The preferred enzyme and gene for use according to the subject invention are referred to herein as AAD-12 (AryloxyAlkanoate Dioxygenase); This highly novel discovery is the basis of significant herbicide tolerant crop trait and selectable marker opportunities.

  本发明提供的新型植物不仅能抗 2,4-D，还能抗吡啶氧乙酸酯除草剂。在此之前，人们并不期望或认为通过引入单个基因就能培育出具有上述两种优势特性的植物。本发明还包括产生一种或多种本发明酶与一种或多种其他抗除草剂基因 "叠加 "在一起的植物。本发明可使除草剂以新的方式组合使用。此外，本发明还提供了预防和控制对一种或多种除草剂（如草甘膦）具有抗性的杂草品系的新方法。根据本发明优选使用的酶和基因在此称为 AAD-12（芳氧基烷酸二加氧酶）；这一高度新颖的发现是重要的耐除草剂作物性状和可选择标记机会的基础。