4'-Ethyl-biphenyl-4-carboxylic acid methyl-(S)-pyrrolidin-3-yl-amide | 764722-70-5

• 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: 4'-Ethyl-biphenyl-4-carboxylic acid methyl-(S)-pyrrolidin-3-yl-amide
• 英文别名: 4-(4-ethylphenyl)-N-methyl-N-[(3S)-pyrrolidin-3-yl]benzamide
• CAS: 764722-70-5
• 化学式: C₂₀H₂₄N₂O
• 分子量: 308.423
• InChiKey: RZISWNKJWJVFGO-IBGZPJMESA-N

物化性质

• 沸点：
  491.5±45.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-Ethyl-biphenyl-4-carboxylic acid methyl-(S)-pyrrolidin-3-yl-amide 在 TEA 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 Methanesulfonic acid (S)-1-{(S)-3-[(4'-ethyl-biphenyl-4-carbonyl)-methyl-amino]-pyrrolidine-1-carbonyl}-pyrrolidin-3-yl ester
  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 2

  摘要：

  The design, synthesis, and SAR of a series of retro bis-aminopyrrolidine ureas are described. Compounds from this series exhibited considerable binding affinity (K-i = 1 nM) and functional activity at MCH-R1, acceptable CYP2D6 inhibition, and good rat brain exposure. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.049
• 作为产物：
  描述：

  (S)-N-苄基-3-甲氨基吡咯烷 在 palladium on activated charcoal ammonium formate 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 4'-Ethyl-biphenyl-4-carboxylic acid methyl-(S)-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 2

  摘要：

  The design, synthesis, and SAR of a series of retro bis-aminopyrrolidine ureas are described. Compounds from this series exhibited considerable binding affinity (K-i = 1 nM) and functional activity at MCH-R1, acceptable CYP2D6 inhibition, and good rat brain exposure. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.049

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 2
  作者：Sarah Hudson、Mehrak Kiankarimi、Martin W. Rowbottom、Troy D. Vickers、Dongpei Wu、Joseph Pontillo、Brett Ching、Wesley Dwight、Val S. Goodfellow、David Schwarz、Christopher E. Heise、Ajay Madan、Jenny Wen、William Ban、Hua Wang、Warren S. Wade

  DOI：10.1016/j.bmcl.2006.06.049

  日期：2006.9

  The design, synthesis, and SAR of a series of retro bis-aminopyrrolidine ureas are described. Compounds from this series exhibited considerable binding affinity (K-i = 1 nM) and functional activity at MCH-R1, acceptable CYP2D6 inhibition, and good rat brain exposure. (c) 2006 Elsevier Ltd. All rights reserved.