3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-5-formyl-N-(2-hydroxyethoxy)benzamide | 874100-39-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-5-formyl-N-(2-hydroxyethoxy)benzamide
• 英文别名: 3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-5-formyl-N-(2-hydroxy-ethoxy)-benzamide；3,4-difluoro-2-(2-fluoro-4-iodoanilino)-5-formyl-N-(2-hydroxyethoxy)benzamide
• CAS: 874100-39-7
• 化学式: C₁₆H₁₂F₃IN₂O₄
• 分子量: 480.182
• InChiKey: BFGDKTJAPMYQCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-5-formyl-N-(2-hydroxyethoxy)benzamide 在 二氯乙酸 、 吡啶硼烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 70.0h， 生成 3,4-二氟-2-[(2-氟-4-碘苯基)氨基]-N-(2-羟基乙氧基)-5-[(3-氧代-[1,2]恶嗪-2-基)甲基]苯甲酰胺
  参考文献：
  名称：

  ３，４−ジフルオロ−２−（２−フルオロ−４−ヨード−フェニルアミノ）−Ｎ−（２−ヒドロキシ−エトキシ）−５−（３−オキソ−［１，２］オキサジナン−２−イルメチル）−ベンズアミドの新規結晶形

  摘要：

  【问题】提供一种作为MEK抑制剂有用且在物理化学上稳定的药物原料。 【解决方案】提供游离体I型结晶，其包含在粉末X射线衍射图案中，使用Cu Kα（1.54060Å）作为X射线源，具有在2θ下的衍射角度为14.9、16.9和23.1°（±0.2°）的峰。该结晶为3,4-二氟-2-(2-氟-4-碘苯基氨基)-N-(2-羟乙氧基)-5-(3-氧代-[1,2]二氧杂环辛-2-基甲基)-苯甲酰胺。【选择图】无。

  公开号：

  JP2016034901A
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以88%的产率得到3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-5-formyl-N-(2-hydroxyethoxy)benzamide
  参考文献：
  名称：

  Beyond the MEK-pocket: Can current MEK kinase inhibitors be utilized to synthesize novel type III NCKIs? Does the MEK-pocket exist in kinases other than MEK?

  摘要：

  An approach and preliminary results for utilizing legacy MEK inhibitors as templates for a reiterative structural based design and synthesis of novel, type III NCKIs (non-classical kinase inhibitors) is described. Evidence is provided that the MEK-pocket or pockets closely related to it may exist in kinases other than MEK. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.108

文献信息

• 5-Substituted-2-Phenylamino Benzamides as MEK Inhibitors
  申请人：Isshiki Yoshiaki

  公开号：US20090233915A1

  公开（公告）日：2009-09-17

  An objective of the present invention is to provide compounds that exhibit strong MEK-inhibiting activity and are stable in vivo and soluble in water, which can be used as preventive or therapeutic agents for proliferative diseases. The compounds of the present invention and pharmaceutically acceptable salts thereof are represented by the following formula (1): [where R 1 , R 2 , R 3 , R 4 , and X are the same as defined in the present patent application].

  本发明的目标是提供一种具有强烈MEK抑制活性、在体内稳定且可溶于水的化合物，可用作增生性疾病的预防或治疗剂。本发明的化合物及其药学上可接受的盐由以下公式（1）表示：[其中，R1、R2、R3、R4和X的定义与本专利申请中定义的相同]。
• 4-Phenylamino-benzaldoxime derivatives and uses thereof as mitogen-activated protein kinase kinase (mek) inhibitors
  申请人：Isshiki Yoshiaki

  公开号：US20070105859A1

  公开（公告）日：2007-05-10

  A compound of the present invention, or a pharmaceutically acceptable salt thereof is indicated by formula (1) below: wherein, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , Q, R 8 , and R 9 have the same meanings as R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , Q, R 8 , and R 9 in the specification.

  本发明的化合物或其药学上可接受的盐由下式（1）表示：其中，R1、R2、R3、R4、R5、R6、Q、R8和R9在说明书中具有与R1、R2、R3、R4、R5、R6、Q、R8和R9相同的含义。
• 5-Substituted-2-Phenylamino Benzamides as Mek Inhibitors
  申请人：Isshiki Yoshiaki

  公开号：US20100197676A1

  公开（公告）日：2010-08-05

  An objective of the present invention is to provide compounds that exhibit strong MEK-inhibiting activity and are stable in vivo and soluble in water, which can be used as preventive or therapeutic agents for proliferative diseases. The compounds of the present invention and pharmaceutically acceptable salts thereof are represented by the following formula (1): [where R 1 , R 2 , R 3 , R 4 , and X are the same as defined in the present patent application].

  本发明的目标是提供具有强MEK抑制活性、在体内稳定且可溶于水的化合物，这些化合物可用作增生性疾病的预防或治疗剂。本发明的化合物及其药学上可接受的盐由以下公式(1)表示：[其中R1、R2、R3、R4和X的定义与本专利申请中定义的相同]。
• 5-Substituted-2-phenylamino benzamides as MEK inhibitors
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US07745663B2

  公开（公告）日：2010-06-29

  An objective of the present invention is to provide compounds that exhibit strong MEK-inhibiting activity and are stable in vivo and soluble in water, which can be used as preventive or therapeutic agents for proliferative diseases. The compounds of the present invention and pharmaceutically acceptable salts thereof are represented by the following formula (1): [where R1, R2, R3, R4, and X are the same as defined in the present patent application].

  本发明的目标是提供一种表现出强烈的MEK抑制活性并在体内稳定且可溶于水的化合物，可用作增生性疾病的预防或治疗剂。本发明的化合物及其药学上可接受的盐由以下公式(1)表示：[其中R1、R2、R3、R4和X的定义与本专利申请中定义的相同]。
• 5-substituted-2-phenylamino benzamides as MEK inhibitors
  申请人：Isshiki Yoshiaki

  公开号：US08575391B2

  公开（公告）日：2013-11-05

  An objective of the present invention is to provide compounds that exhibit strong MEK-inhibiting activity and are stable in vivo and soluble in water, which can be used as preventive or therapeutic agents for proliferative diseases. The compounds of the present invention and pharmaceutically acceptable salts thereof are represented by the following formula (1): [where R1, R2, R3, R4, and X are the same as defined in the present patent application].

  本发明的目标是提供具有强MEK抑制活性、在体内稳定且可溶于水的化合物，可作为增生性疾病的预防或治疗剂。本发明的化合物及其药学上可接受的盐由以下式子（1）表示：[其中R1、R2、R3、R4和X的定义与本专利申请中的定义相同]。