5-溴-2-羟基-4-三氟甲基吡啶 | 109919-32-6

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 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
• 中文名称: 5-溴-2-羟基-4-三氟甲基吡啶
• 中文别名: 2-羟基-5-溴-4-三氟甲基吡啶
• 英文名称: 5-bromo-4-(trifluoromethyl)-1H-pyridin-2-one
• 英文别名: 5-bromo-4-trifluoromethyl-2-pyridone；5-Bromo-4-(trifluoromethyl)pyridin-2-ol
• CAS: 109919-32-6
• 化学式: C₆H₃BrF₃NO
• 分子量: 241.995
• InChiKey: YTZVETQYEBOYJY-UHFFFAOYSA-N

物化性质

• 沸点：
  226.7±40.0 °C(Predicted)
• 密度：
  1.876±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090
• 危险性防范说明：
  P260,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  5-溴-2-羟基-4-三氟甲基吡啶 在 苯膦酰二氯 作用下， 生成 5-溴-2-氯-4-三氟甲基吡啶
  参考文献：
  名称：

  2-Amino-5-aryl-pyridines as selective CB2 agonists: Synthesis and investigation of structure–activity relationships

  摘要：

  2-Amino-5-aryl-pyridines, exemplified by compound 1, had been identified as a synthetically tractable series of CB2 agonists from a high-throughput screen of the GlaxoSmithKline compound collection. Described herein are the results of an investigation of the structure-activity relationships (SAR) which led to the identification a number of potent and selective agonists. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.041
• 作为产物：
  描述：

  2-羟基-4-(三氟甲基)吡啶 在 溴 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以61%的产率得到5-溴-2-羟基-4-三氟甲基吡啶
  参考文献：
  名称：

  [EN] HETEROCYCLIC WDR5 INHIBITORS AS ANTI-CANCER COMPOUNDS
  [FR] INHIBITEURS HÉTÉROCYCLIQUES DE WDR5 UTILISÉS EN TANT QUE COMPOSÉS ANTICANCÉREUX

  摘要：

  本发明提供了式（I）的化合物或其药学上可接受的盐；（I）这些化合物是WDR5的抑制剂。本发明还提供了包含这些化合物的药物组合物，包含这些化合物与额外治疗剂的组合物以及这些化合物的治疗用途。

  公开号：

  WO2021028806A1

文献信息

• [EN] HETEROCYCLIC WDR5 INHIBITORS AS ANTI-CANCER COMPOUNDS<br/>[FR] INHIBITEURS HÉTÉROCYCLIQUES DE WDR5 UTILISÉS EN TANT QUE COMPOSÉS ANTICANCÉREUX
  申请人：NOVARTIS AG

  公开号：WO2021028806A1

  公开（公告）日：2021-02-18

  The present invention provides compounds of Formula (I) or a pharmaceutically acceptable salt thereof; (I) which are inhibitors of WDR5. The present invention also provides pharmaceutical compositions comprising such compounds, compositions comprising such compounds with an additional therapeutic agent and the therapeutic uses of such compounds.

  本发明提供了式（I）的化合物或其药学上可接受的盐；（I）这些化合物是WDR5的抑制剂。本发明还提供了包含这些化合物的药物组合物，包含这些化合物与额外治疗剂的组合物以及这些化合物的治疗用途。
• Chemical compounds
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0272824A3

  公开（公告）日：1989-09-27

  Pesticidal compounds of formula (I) wherein R¹, R², R³ and R⁴ are independently selected from hydrogen, cyano, halogen, lower alkyl optionally substituted by halogen, lower alkoxy optionally substituted by halogen, lower alkenyl optionally substituted by halogen; amino and mono- or di-(lower alkyl) amino; R⁶ is oxygen or sulphur; R⁷, R⁸ and R¹⁰ are independently selected from hydrogen, halogen, cyano, lower alkyl optionally substituted by halogen, lower alkoxy optionally substituted by halogen, lower thioalkoxy optionally substituted by halo; and R⁹ is lower alkyl substituted by halogen or lower alkenyl optionally substituted by halogen.The preparation of these compounds together with their use in combatting insect, acarine and nemotode pests is also described.

  化学式（I）中的杀虫化合物，其中R¹、R²、R³和R⁴可独立选择氢、氰基、卤素、可能被卤素取代的较低烷基、可能被卤素取代的较低烷氧基、可能被卤素取代的较低烯基、氨基和单取代或双取代的（较低烷基）氨基；R⁶为氧或硫；R⁷、R⁸和R¹⁰可独立选择氢、卤素、氰基、可能被卤素取代的较低烷基、可能被卤素取代的较低烷氧基、可能被卤素取代的较低硫代烷氧基；R⁹为可能被卤素取代的较低烷基或可能被卤素取代的较低烯基。这些化合物的制备以及它们在对抗昆虫、螨虫和线虫害中的应用也有描述。
• Pyrimidine
  申请人：Imperial Chemical Industries PLC

  公开号：US05109004A1

  公开（公告）日：1992-04-28

  A phenyl substituted heterocyclic compound of formula (I): ##STR1## wherein R.sup.1 is optionally substituted pyridone, thiopyridone, pyrimidinthione, pyrimidinone, pyrazole, imidazole or triazole group; R.sup.2 is hydrogen, halogen, haloalkyl, nitro or cyano; R.sup.3 and R.sup.5 are independently selected from hydrogen, halogen, alkyl or cycloalkyl; R.sup.4 is halogen, haloalkyl, haloalkoxy or S(O).sub.n R.sup.6 where R.sup.6 is alkyl, haloalkyl or cycloalkyl and n is 0, 1 or 2; having insecticidal activity.

  一种具有杀虫活性的配方(I)的苯基取代的杂环化合物：##STR1##其中R.sup.1是可选择地取代的吡啶酮、硫代吡啶酮、嘧啶硫酮、嘧啶酮、吡唑、咪唑或三唑基团；R.sup.2是氢、卤素、卤代烷基、硝基或氰基；R.sup.3和R.sup.5分别选自氢、卤素、烷基或环烷基；R.sup.4是卤素、卤代烷基、卤代氧烷基或S(O).sub.nR.sup.6，其中R.sup.6是烷基、卤代烷基或环烷基，n为0、1或2。
• Phenyl pyrid(-one or-thione) compounds which are intermediates
  申请人：Imperial Chemical Industries PLC

  公开号：US05039807A1

  公开（公告）日：1991-08-13

  A compound of formula (I) ##STR1## wherein R.sup.1, R.sup.2, R.sup.4 and R.sup.5 are independently selected from hydrogen, halogen, lower alkyl optionally substituted by halogen, lower alkoxy optionally substituted by halogen and lower alkenyl optionally substituted by halogen; R.sup.3 is halogen, amino, mono- or di(lower alkyl)-amino, lower alkyl substituted by halogen, lower alkoxy optionally substituted by halogen and lower alkenyl optionally substituted by halogen provided that R.sup.3 is not monochloro or monobromo-methyl; R.sup.6 is oxygen or sulphur; R.sup.7 and R.sup.10 are independently selected from hydrogen, halogen, lower alkyl optionally substituted by halogen, lower alkoxy optionally substituted by halogen, and lower thioalkoxy optionally substituted by halogen; and R.sup.8 is hydrogen, halogen, optionally substituted lower alkyl, optionally substituted lower alkoxy, optionally substituted lower thioalkoxy, cyano, nitro, optionally substituted oximino, optionally substituted lower alkenyl, optionally substituted aryloxy, optionally substituted amino or S(O)nR.sup.11 wherein n is 0, 1 or 2 and R.sup.11 is optionally substituted lower alkyl; R.sup.9 is hydrogen, or lower alkyl optionally substituted by halogen, lower alkenyl optionally substituted by halogen or CO.sub.2 R.sup.12 wherein R.sup.12 is lower alkyl optionally substituted by halogen; provided that R.sup.1, R.sup.2 R.sup.3, R.sup.4 and R.sup.5 are not all hydrogen; and further provided that when R.sup.3 is trifluoromethyl and R.sup.1 and R.sup.5 are halogen, R.sup.2 and R.sup.4 are not both hydrogen, or R.sup.7, R.sup.8, R.sup.9 and R.sup.10 do not comprise from one to four halogen or trihalomethyl substitutents.

  化合物的式(I) ##STR1## 其中R^1、R^2、R^4和R^5独立选择自氢、卤素、低碳基（可选择卤素替代）、低烷氧基（可选择卤素替代）和低烯基（可选择卤素替代）；R^3为卤素、氨基、单（或二）（低）烷基氨基、低碳基（可选择卤素替代）、低烷氧基（可选择卤素替代）和低烯基（可选择卤素替代），但要求R^3不是单氯甲基或单溴甲基；R^6为氧或硫；R^7和R^10独立选择自氢、卤素、低碳基（可选择卤素替代）、低烷氧基（可选择卤素替代）和低硫代烷氧基（可选择卤素替代）；R^8为氢、卤素、可选择替代的低碳基、可选择替代的低烷氧基、可选择替代的低硫代烷氧基、氰基、硝基、可选择替代的肟基、可选择替代的低烯基、可选择替代的芳氧基、可选择替代的氨基或S(O)nR^11，其中n为0、1或2，R^11为可选择替代的低碳基；R^9为氢或可选择卤素替代的低碳基、可选择卤素替代的低烯基或CO2R^12，其中R^12为可选择卤素替代的低碳基；但要求R^1、R^2、R^3、R^4和R^5不全为氢；而且当R^3为三氟甲基且R^1和R^5为卤素时，R^2和R^4不同时为氢，或R^7、R^8、R^9和R^10不包含一到四个卤素或三卤甲基取代基。
• Phenyl pyridones and insectidal use thereof
  申请人：Imperial Chemical Industries PLC

  公开号：US04866078A1

  公开（公告）日：1989-09-12

  A compound of formula (I) ##STR1## wherein R.sup.1, R.sup.2, R.sup.4 and R.sup.5 are independently selected from hydrogen, halogen, lower alkyl optionally substituted by halogen, lower alkoxy optionally substituted by halogen and lower alkenyl optionally substituted by halogen; R.sup.3 is halogen, amino, mono- or di(lower alkyl)-amino, lower alkyl substituted by halogen, lower alkoxy optionally substituted by halogen and lower alkenyl optionally substituted by halogen provided that R.sup.3 is not monochloro or monobromo-methyl; R.sup.6 is oxygen or sulphur; R.sup.7 and R.sup.10 are independently selected from hydrogen, halogen, lower alkyl optionally substituted by halogen, lower alkoxy optionally substituted by halogen, and lower thioalkoxy optionally substituted by halogen; and R.sup.8 is hydrogen, halogen, optionally substituted lower alkyl, optionally substituted lower alkoxy, optionally substituted lower thioalkoxy, cyano, nitro, optionally substituted oximino, optionally substituted lower alkenyl, optionally substituted aryloxy, optionally substituted amino or S(O)nR.sup.11 wherein n is 0, 1 or 2 and R.sup.11 is optionally substituted lower alkyl; R.sup.9 is hydrogen, or lower alkyl optionally substituted by halogen, lower alkenyl optionally substituted by halogen or CO.sub.2 R.sup.12 wherein R.sup.12 is lower alkyl optionally substituted by halogen; provided that R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are not all hydrogen; and further provided that when R.sup.3 is trifluoromethyl and R.sup.1 and R.sup.5 are halogen, R.sup.2 and R.sup.4 are not both hydrogen, or R.sup.7, R.sup.8, R.sup.9 and R.sup.10 do not comprise from one to four halogen or trihalomethyl substituents.

  化合物的式(I) ##STR1## 其中，R.sup.1、R.sup.2、R.sup.4和R.sup.5是独立选择的氢、卤素、低碳基（可选择卤素取代）、低氧基（可选择卤素取代）和低烯基（可选择卤素取代）；R.sup.3是卤素、氨基、一级或二级（低碳基）氨基、低碳基（可选择卤素取代）、低氧基（可选择卤素取代）和低烯基（可选择卤素取代），但R.sup.3不是单氯甲基或单溴甲基；R.sup.6是氧或硫；R.sup.7和R.sup.10是独立选择的氢、卤素、低碳基（可选择卤素取代）、低氧基（可选择卤素取代）和低硫氧基（可选择卤素取代）；R.sup.8是氢、卤素、可选择取代的低碳基、可选择取代的低氧基、可选择取代的低硫氧基、氰基、硝基、可选择取代的肟基、可选择取代的低烯基、可选择取代的芳氧基、可选择取代的氨基或S（O）nR.sup.11，其中n为0、1或2，R.sup.11是可选择取代的低碳基；R.sup.9是氢，或者是可选择卤素取代的低碳基、可选择卤素取代的低烯基或CO.sub.2R.sup.12，其中R.sup.12是可选择卤素取代的低碳基；但是，R.sup.1、R.sup.2、R.sup.3、R.sup.4和R.sup.5不全为氢；并且当R.sup.3为三氟甲基且R.sup.1和R.sup.5为卤素时，R.sup.2和R.sup.4不全为氢，或者R.sup.7、R.sup.8、R.sup.9和R.sup.10不包括一到四个卤素或三卤甲基取代基。