4''-trifluoromethyl-biphenyl-4-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide | 910220-80-3

• 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''-trifluoromethyl-biphenyl-4-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide
• 英文别名: N-methyl-N-[(3S)-1-[(3R)-3-(methylamino)pyrrolidine-1-carbonyl]pyrrolidin-3-yl]-4-[4-(trifluoromethyl)phenyl]benzamide
• CAS: 910220-80-3
• 化学式: C₂₅H₂₉F₃N₄O₂
• 分子量: 474.526
• InChiKey: XQZWPMYUOSDHHR-YADHBBJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  55.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4''-trifluoromethyl-biphenyl-4-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide 、 聚合甲醛 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 N-[(3S)-1-[(3R)-3-(dimethylamino)pyrrolidine-1-carbonyl]pyrrolidin-3-yl]-N-methyl-4-[4-(trifluoromethyl)phenyl]benzamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of retro bis-aminopyrrolidine urea (rAPU) derived small-molecule antagonists of the melanin-concentrating hormone receptor-1 (MCH-R1). Part 1

  摘要：

  The design, synthesis, and SAR of a series of retro bis-aminopyrrolidine ureas are described. Compounds from this series exhibited potent binding affinity and functional activity at MCH-R1, and good oral bioavailability in rat. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2006.06.045
• 作为产物：
  描述：

  (R)-3-(tert-Butoxycarbonyl-methyl-amino)-pyrrolidine-1-carboxylic acid 4-nitro-phenyl ester 在 盐酸 、 4-二甲氨基吡啶 、 TEA 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4''-trifluoromethyl-biphenyl-4-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of retro bis-aminopyrrolidine urea (rAPU) derived small-molecule antagonists of the melanin-concentrating hormone receptor-1 (MCH-R1). Part 1

  摘要：

  The design, synthesis, and SAR of a series of retro bis-aminopyrrolidine ureas are described. Compounds from this series exhibited potent binding affinity and functional activity at MCH-R1, and good oral bioavailability in rat. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2006.06.045

文献信息

• Synthesis and structure–activity relationships of retro bis-aminopyrrolidine urea (rAPU) derived small-molecule antagonists of the melanin-concentrating hormone receptor-1 (MCH-R1). Part 1
  作者：Martin W. Rowbottom、Troy D. Vickers、Brian Dyck、Jonathan Grey、Junko Tamiya、Mingzhu Zhang、Mehrak Kiankarimi、Dongpei Wu、Wesley Dwight、Warren S. Wade、David Schwarz、Christopher E. Heise、Ajay Madan、Andrew Fisher、Robert Petroski、Val S. Goodfellow

  DOI：10.1016/j.bmcl.2006.06.045

  日期：2006.9

  The design, synthesis, and SAR of a series of retro bis-aminopyrrolidine ureas are described. Compounds from this series exhibited potent binding affinity and functional activity at MCH-R1, and good oral bioavailability in rat. (c) 2006 Published by Elsevier Ltd.