tert-butyl (1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl)carbamate | 403479-27-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl (1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl)carbamate
• CAS: 403479-27-6
• 化学式: C₂₀H₂₅FN₂O₂
• 分子量: 344.429
• InChiKey: OQWNHODXCQGVFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  41.57
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl)carbamate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 生成 1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-amine dihydrochloride
  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
• 作为产物：
  描述：

  2-bromomethyl-6-fluoronaphthalene 、 3-(Boc-氨基)吡咯烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 7.0h， 生成 tert-butyl (1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl)carbamate
  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