4-chloro-N-[2-(4-chlorophenyl)ethyl]-2-nitrobenzamide | 1180414-17-8

• 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: 4-chloro-N-[2-(4-chlorophenyl)ethyl]-2-nitrobenzamide
• CAS: 1180414-17-8
• 化学式: C₁₅H₁₂Cl₂N₂O₃
• 分子量: 339.178
• InChiKey: CVAQYBPLEYBLSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-N-[2-(4-chlorophenyl)ethyl]-2-nitrobenzamide 在 tin(ll) chloride 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 2-amino-4-chloro-N-[2-(4-chlorophenyl)ethyl]benzamide
  参考文献：
  名称：

  Anthranilic sulfonamide CCK1/CCK2 dual receptor antagonists I: Discovery of CCKR1 selectivity in a previously CCKR2-selective lead series

  摘要：

  A series of CCK2R-selective anthranilic amides is shown to derive CCK1R affinity via selective substitution of the amide side chain. Thus, extending the length of the original benzamide side chain by a single methylene unit imparts CCK1R affinity to the series, and further fine tuning of the affinity results in CCK1R selectivity of greater than 100-fold. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.09.064
• 作为产物：
  描述：

  4-氯-2-硝基苯甲酸 、 4-氯苯乙胺 在 吡啶 、 HATU 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 4-chloro-N-[2-(4-chlorophenyl)ethyl]-2-nitrobenzamide
  参考文献：
  名称：

  Anthranilic sulfonamide CCK1/CCK2 dual receptor antagonists I: Discovery of CCKR1 selectivity in a previously CCKR2-selective lead series

  摘要：

  A series of CCK2R-selective anthranilic amides is shown to derive CCK1R affinity via selective substitution of the amide side chain. Thus, extending the length of the original benzamide side chain by a single methylene unit imparts CCK1R affinity to the series, and further fine tuning of the affinity results in CCK1R selectivity of greater than 100-fold. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.09.064

文献信息

• Anthranilic sulfonamide CCK1/CCK2 dual receptor antagonists I: Discovery of CCKR1 selectivity in a previously CCKR2-selective lead series
  作者：Marna Pippel、Brett D. Allison、Victor K. Phuong、Lina Li、Magda F. Morton、Clodagh Prendergast、Xiaodong Wu、Nigel P. Shankley、Michael H. Rabinowitz

  DOI：10.1016/j.bmcl.2009.09.064

  日期：2009.11

  A series of CCK2R-selective anthranilic amides is shown to derive CCK1R affinity via selective substitution of the amide side chain. Thus, extending the length of the original benzamide side chain by a single methylene unit imparts CCK1R affinity to the series, and further fine tuning of the affinity results in CCK1R selectivity of greater than 100-fold. (C) 2009 Published by Elsevier Ltd.