2-(2-Chloro-4-iodo-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-benzamide | 321438-70-4

• 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: 2-(2-Chloro-4-iodo-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-benzamide
• 英文别名: 2-(2-chloro-4-iodoanilino)-3,4-difluoro-N-(2-hydroxyethoxy)benzamide
• CAS: 321438-70-4
• 化学式: C₁₅H₁₂ClF₂IN₂O₃
• 分子量: 468.626
• InChiKey: ZDTUJTKFWCTQTA-UHFFFAOYSA-N

物化性质

• 密度：
  1.811±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  70.6
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-Chloro-4-iodo-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-benzamide 、 三丁基乙烯基锡 在 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 为溶剂， 以44%的产率得到2-(2-chloro-4-vinyl-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-benzamide
  参考文献：
  名称：

  N-(4-substituted phenyl)-anthranilic acid hydroxamate esters

  摘要：

  本发明涉及氧化酯化的4-取代苯胺基苯基羟肟酸衍生物，以及其药物组合物和使用方法。

  公开号：

  US20040006245A1
• 作为产物：
  描述：

  在 对甲苯磺酸 作用下， 以 甲醇 、 水 为溶剂， 生成 2-(2-Chloro-4-iodo-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-benzamide
  参考文献：
  名称：

  The discovery of the benzhydroxamate MEK inhibitors CI-1040 and PD 0325901

  摘要：

  A novel series of benzhydroxamate esters derived from their precursor anthranilic acids have been prepared and have been identified as potent MEK inhibitors. 2-(2-Chloro-4-iodo-phenylamino)-N-cyclopropylmethoxy-3,4-difluoro-benzamide, CI-1040, was the first MEK inhibitor to demonstrate in vivo activity in preclinical animal models and subsequently became the first MEK inhibitor to enter clinical trial. CI-1040 suffered however from poor exposure due to its poor solubility and rapid clearance, and as a result, development of the compound was terminated. Optimization of the diphenylamine core and modi. cation of the hydroxamate side chain for cell potency, solubility, and exposure with oral delivery resulted in the discovery of the clinical candidate N-(2,3-dihydroxy-propoxy)-3,4-difluoro-2-(2-fluoro-4-iodophenylamino)benzamide PD 0325901. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.054

文献信息

• Oxygenated esters of 4-lodo phenylamino benzhydroxamic acids
  申请人：——

  公开号：US20040054172A1

  公开（公告）日：2004-03-18

  The present invention relates to oxygenated esters of 4-iodophenylamino benzhydroxamic acid derivatives, pharmaceutical compositions and methods of use thereof. The present invention also relates to crystaline forms of oxygenated esters of 4-iodophenylamino benzhydroxamic acid derivatives, pharmaceutical compositions and methods of use thereof.

  本发明涉及氧化酯化的4-碘苯胺基苯基羟肟酸衍生物，以及其药物组合物和使用方法。本发明还涉及氧化酯化的4-碘苯胺基苯基羟肟酸衍生物的晶体形式，药物组合物和使用方法。
• N-(4 substituted phenyl)-anthranilic acid hydroxamate esters
  申请人：Rewcastle William Gordon

  公开号：US20050137263A1

  公开（公告）日：2005-06-23

  The present invention relates to oxygenated esters of 4-substituted-phenylamino benzhydroxamic acid derivatives, pharmaceutical compositions and methods of use thereof.

  本发明涉及4-取代苯胺苯羟基甲酸衍生物的氧化酯、制药组合物及其使用方法。
• Oxygenated esters of 4-iodo phenylamino benzhydroxamic acids
  申请人：Barrett Douglas Stephen

  公开号：US20050176820A1

  公开（公告）日：2005-08-11

  The present invention relates to oxygenated esters of 4-iodophenylamino benzhydroxamic acid derivatives, pharmaceutical compositions and methods of use thereof. The present invention also relates to crystalline forms of oxygenated esters of 4-iodophenylamino benzhydroxamic acid derivatives, pharmaceutical compositions and methods of use thereof.

  本发明涉及4-碘苯胺苯羟肟酸衍生物的含氧酯、制药组合物及其使用方法。本发明还涉及含氧酯的晶体形式、制药组合物及其使用方法。
• Method of treating or inhibiting neutrophil chemotaxis by administering a mek inhibitor
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP1262176A1

  公开（公告）日：2002-12-04

  The present invention provides a method of treating or preventing neutrophil chemotaxis. Specifically, the present invention provides a method of treating or preventing neutrophil migration by administering to a patient a MEK inhibitor.

  本发明提供了一种治疗或预防中性粒细胞趋化的方法。具体而言，本发明提供了一种通过向患者施用MEK抑制剂治疗或预防中性粒细胞迁移的方法。
• METHOD FOR TREATING CHRONIC PAIN USING MEK INHIBITORS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP1202726A2

  公开（公告）日：2002-05-08