ethyl 4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxylate | 821790-93-6

• 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: ethyl 4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxylate
• 英文别名: ethyl 4-(2-fluoro-4-iodoanilino)-6-oxo-1H-pyridine-3-carboxylate
• CAS: 821790-93-6
• 化学式: C₁₄H₁₂FIN₂O₃
• 分子量: 402.164
• InChiKey: JTISGGPRMDRIEP-UHFFFAOYSA-N

物化性质

• 沸点：
  463.8±45.0 °C(Predicted)
• 密度：
  1.772±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以99%的产率得到4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid
  参考文献：
  名称：

  4-Anilino-5-carboxamido-2-pyridone Derivatives as Noncompetitive Inhibitors of Mitogen-Activated Protein Kinase Kinase

  摘要：

  A new series of MEK1 inhibitors, the 4-anilino-5-carboxamido-2-pyridones, were designed and synthesized using a combination of medicinal chemistry, computational chemistry, and structural elucidation. The effect of variation in the carboxamide side chain, substitution on the pyridone nitrogen, and replacement of the 4'-iodide were all investigated. This study afforded several compounds which were either equipotent or more potent than the clinical candidate CI-1040 (1) in an isolated enzyme assay, as well as murine colon carcinoma (C26) cells, as measured by supression of phosphorylated ERK, substrate. Most notably, pyridone 27 was found to be more potent than I in vitro and produced a 100% response rate at a lower dose than 1, when tested for in vivo efficacy in animals bearing C26 tumors.

  DOI：

  10.1021/jm0704548
• 作为产物：
  描述：

  ethyl 6-chloro-4-(2-fluoro-4-iodoanilino)nicotinate 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 14.0h， 以59%的产率得到ethyl 4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxylate
  参考文献：
  名称：

  [EN] 5-SUBSTITUTED-4-`(SUBSTITUTED PHENYL)!AMINO!-2-PYRIDONE DEVIATIVES FOR USE AS MEK INHIBITORS
  [FR] DERIVES DE 4-[PHENYLAMINO (SUBSTITUE)]-2-PYRIDONE A SUBSTITUTION EN 5 EN TANT QU'INHIBITEURS DE LA MEK

  摘要：

  本发明涉及公式（I）的5-取代-4-(取代)苯胺基-2-吡啶酮衍生物，以及作为MEK抑制剂的药物组合物和使用方法。其中，公式（I）中W为公式（II）、公式（III）、公式（IV）或公式（V）；R1-5和Z如权利要求中所定义。

  公开号：

  WO2005000818A1

文献信息

• 2-Amino-benzoxazinones for the treatment of viral infections
  申请人：G.D. Searle & Co.

  公开号：US20030022895A1

  公开（公告）日：2003-01-30

  A class of compounds for the treatment of viral infections. Compounds of particular interest are defined by Formula I 1 wherein R-R 4 are as defined herein, or a pharmaceutically-acceptable salt thereof.

  一类用于治疗病毒感染的化合物。特别感兴趣的化合物由公式I1定义，其中R-R4如此定义，或其药学上可接受的盐。
• 5-Substituted-4-[(substituted phenyl) amino]-2-pyridone derivatives
  申请人：Black Leigh Shannon

  公开号：US20050026964A1

  公开（公告）日：2005-02-03

  The present invention relates to 5-substituted-4-(substituted)phenylamino-2-pyridone derivatives, pharmaceutical compositions and methods of use thereof.

  本发明涉及5-取代-4-(取代)苯基氨基-2-吡啶酮衍生物、制药组合物及其使用方法。
• 2-amino-benzoxazinones for the treatment of viral infections
  申请人：Abood Norman

  公开号：US20050032793A1

  公开（公告）日：2005-02-10

  A class of compounds for the treatment of viral infections. Compounds of particular interest are defined by Formula I wherein R-R 4 are as defined herein, or a pharmaceutically-acceptable salt thereof.

  一类用于治疗病毒感染的化合物。特别感兴趣的化合物由公式I定义，其中R-R4如此处所定义，或其药学上可接受的盐。
• 5-substituted-4-[(substituted phenyl) amino]-2-pyridone derivatives
  申请人：Warner-Lambert Company, LLC

  公开号：US07273877B2

  公开（公告）日：2007-09-25

  The present invention relates to 5-substituted-4-(substituted)phenylamino-2-pyridone derivatives, pharmaceutical compositions and methods of use thereof.

  本发明涉及5-取代-4-(取代)苯基氨基-2-吡啶酮衍生物、制药组合物以及使用方法。
• 2-AMINO-BENZOXAZINONES FOR THE TREATMENT OF VIRAL INFECTIONS
  申请人：G.D. SEARLE & CO.

  公开号：EP0828721B1

  公开（公告）日：2001-11-14