methyl {(2S,4R)-1-{(1R)-4-methyl-1-[6-(trifluoromethyl)-3-pyridinyl]pentyl}-2-[4-(trifluoromethyl)phenyl]-4-piperidinyl}acetate | 1217267-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: methyl {(2S,4R)-1-{(1R)-4-methyl-1-[6-(trifluoromethyl)-3-pyridinyl]pentyl}-2-[4-(trifluoromethyl)phenyl]-4-piperidinyl}acetate
• CAS: 1217267-67-8
• 化学式: C₂₇H₃₂F₆N₂O₂
• 分子量: 530.554
• InChiKey: HWDSKKGOYSHBQD-YSZBQJHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.61
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  42.43
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl {(2S,4R)-1-{(1R)-4-methyl-1-[6-(trifluoromethyl)-3-pyridinyl]pentyl}-2-[4-(trifluoromethyl)phenyl]-4-piperidinyl}acetate 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 10.0h， 以3.22 g的产率得到{(2S,4R)-1-{(1R)-4-methyl-1-[6-(trifluoromethyl)-3-pyridinyl]pentyl}-2-[4-(trifluoromethyl)phenyl]-4-piperidinyl}acetic acid
  参考文献：
  名称：

  Piperidine-derived γ-secretase modulators

  摘要：

  This Letter details the SAR of a novel series of piperidine-derived gamma-secretase modulators. Compound 10h was found to be a potent modulator in vitro, which on further pro. ling, was found to decrease A beta 42, increase A beta 38 and have no effect on A beta 40 levels. Furthermore, 10h demonstrated excellent pharmacokinetic parameters in the mouse, rat and dog in addition to good CNS penetration in the mouse. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.08.072
• 作为产物：
  描述：

  methyl 2-((2S,4R)-2-(4-(trifluoromethyl)phenyl)piperidin-4-yl)acetate 、 1-溴代异戊烷 、 6-三氟甲基吡啶-3-醛 在 T406石油添加剂 、 碘 、 magnesium 、 zinc(II) chloride 作用下， 以 甲苯 、 乙醚 、 二氯甲烷 为溶剂， 反应 24.08h， 以1.39 g的产率得到methyl {(2S,4R)-1-{(1R)-4-methyl-1-[6-(trifluoromethyl)-3-pyridinyl]pentyl}-2-[4-(trifluoromethyl)phenyl]-4-piperidinyl}acetate
  参考文献：
  名称：

  Piperidine-derived γ-secretase modulators

  摘要：

  This Letter details the SAR of a novel series of piperidine-derived gamma-secretase modulators. Compound 10h was found to be a potent modulator in vitro, which on further pro. ling, was found to decrease A beta 42, increase A beta 38 and have no effect on A beta 40 levels. Furthermore, 10h demonstrated excellent pharmacokinetic parameters in the mouse, rat and dog in addition to good CNS penetration in the mouse. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.08.072