N-{(3S)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl}biphenyl-2-carboxamide oxalate | 1189141-91-0

• 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-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl}biphenyl-2-carboxamide oxalate
• CAS: 1189141-91-0
• 化学式: C₂H₂O₄*C₂₈H₂₅FN₂O
• 分子量: 514.553
• InChiKey: HXADQDHBEMURKA-UQIIZPHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  38.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  106.94
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (3S)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-amine dihydrochloride 、 草酸 、 二氢-3-(异十二碳烯基)呋喃-2,5-二酮 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到N-{(3S)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl}biphenyl-2-carboxamide oxalate
  参考文献：
  名称：

  Synthesis, biological evaluation, and metabolic stability of acrylamide derivatives as novel CCR3 antagonists

  摘要：

  Our laboratory has identified several acrylamide derivatives with potent CCR3 inhibitory activity. In the present study, we evaluated the in vitro metabolic stability (CL(int); mL/min/kg) of these compounds in human liver microsomes (HLMs), and assessed the relationship between their structures and CLint values. Among the compounds identified, N-{(3R)-1-[(6-fluoro-2-naphthyl) methyl] pyrrolidin-3-yl}-2-[ 1-(2-hydroxybenzoyl) piperidin-4-ylidene] acetamide (30j) was found to be a potent inhibitor (IC(50) = 8.4 nM) with a high metabolic stability against HLMs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.06.066