N-[(3S)-1-[(3R)-3-[[3-(4-chlorophenyl)-3-methylbutyl]amino]pyrrolidine-1-carbonyl]pyrrolidin-3-yl]-N-methyl-4-[4-(trifluoromethyl)phenyl]benzamide | 764718-76-5

• 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: N-[(3S)-1-[(3R)-3-[[3-(4-chlorophenyl)-3-methylbutyl]amino]pyrrolidine-1-carbonyl]pyrrolidin-3-yl]-N-methyl-4-[4-(trifluoromethyl)phenyl]benzamide
• CAS: 764718-76-5
• 化学式: C₃₅H₄₀ClF₃N₄O₂
• 分子量: 641.176
• InChiKey: ZIYMZLIFVYQZGG-JSOSNVBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  45
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  N-[(3S)-1-[(3R)-3-[[3-(4-chlorophenyl)-3-methylbutyl]amino]pyrrolidine-1-carbonyl]pyrrolidin-3-yl]-N-methyl-4-[4-(trifluoromethyl)phenyl]benzamide 、 乙酰氯 在 TEA 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以92%的产率得到N-[(3S)-1-[(3R)-3-[acetyl-[3-(4-chlorophenyl)-3-methylbutyl]amino]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：

  3-(4-chlorophenyl)-3-methylbutyraldehyde 在 sodium tetrahydroborate 、 TEA 作用下， 以 甲醇 为溶剂， 反应 16.5h， 生成 N-[(3S)-1-[(3R)-3-[[3-(4-chlorophenyl)-3-methylbutyl]amino]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

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.