1-(3-chloro-5-methoxyphenyl)-2-diazoethan-1-one | 1201901-04-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(3-chloro-5-methoxyphenyl)-2-diazoethan-1-one
• CAS: 1201901-04-3
• 化学式: C₉H₇ClN₂O₂
• 分子量: 210.62
• InChiKey: CQXYPGWZGCIPKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  62.7
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-(3-chloro-5-methoxyphenyl)-2-diazoethan-1-one 在 silver benzoate 、 三乙胺 作用下， 反应 6.0h， 以70%的产率得到Methyl 2-(3-chloro-5-methoxyphenyl)acetate
  参考文献：
  名称：

  Discovery and optimization of CRTH2 and DP dual antagonists

  摘要：

  A series of phenylacetic acid derivatives was discovered as CRTH2 antagonists. Modification of the series led to compounds that are also antagonists of DP. Since activation of CRTH2 and DP are believed to play key roles in mediating responses of asthma and other immune diseases, this series was optimized to increase the dual antagonistic activities and improve pharmacokinetic properties. These efforts led to selection of AMG 009 as a clinical candidate. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.052
• 作为产物：
  描述：

  3-氯-5-甲氧基苯甲酰氯 、 三甲基硅烷化重氮甲烷 在 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 3.0h， 以55%的产率得到1-(3-chloro-5-methoxyphenyl)-2-diazoethan-1-one
  参考文献：
  名称：

  Discovery and optimization of CRTH2 and DP dual antagonists

  摘要：

  A series of phenylacetic acid derivatives was discovered as CRTH2 antagonists. Modification of the series led to compounds that are also antagonists of DP. Since activation of CRTH2 and DP are believed to play key roles in mediating responses of asthma and other immune diseases, this series was optimized to increase the dual antagonistic activities and improve pharmacokinetic properties. These efforts led to selection of AMG 009 as a clinical candidate. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.052