[(3R)-piperidin-3-yl]methyl butanoate | 647021-19-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(3R)-piperidin-3-yl]methyl butanoate
• CAS: 647021-19-0
• 化学式: C₁₀H₁₉NO₂
• 分子量: 185.266
• InChiKey: WSFYDGZDJXFSLP-SECBINFHSA-N

物化性质

• 沸点：
  251.8±13.0 °C(Predicted)
• 密度：
  0.959±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [14C]ethyl iodide 、 [(3R)-piperidin-3-yl]methyl butanoate 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  N-[18F]fluoroethylpiperidin-4-ylmethyl butyrate: a novel radiotracer for quantifying brain butyrylcholinesterase activity by positron emission tomography

  摘要：

  In Alzheimer's disease, cerebral cortical butyrylcholinesterase (BChE) activity is reported to be elevated. Our aim was to develop a novel F-18-labeled tracer for quantifying cerebral BChE activity by positron emission tomography. With in vitro screening of N-[C-14]ethylpiperidin-3- and 4-ylmethyl esters, N-[C-14]ethylpiperidin-4-ylmethyl butyrate was selected as a lead for F-18-labeling, affording N-[F-18]fluoroethylpiperidin-4-ylmethyl butyrate. The F-18-labeled butyrate showed the required properties for in vivo BChE measurement, that is, the lipophilic nature of the authentic ester, high specificity to B3ChE, a moderate hydrolysis rate, and the hydrophilic nature of the metabolite. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.080
• 作为产物：
  描述：

  (R)-1-Boc-3-羟甲基哌啶 在 吡啶 、 盐酸 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 [(3R)-piperidin-3-yl]methyl butanoate
  参考文献：
  名称：

  N-[18F]fluoroethylpiperidin-4-ylmethyl butyrate: a novel radiotracer for quantifying brain butyrylcholinesterase activity by positron emission tomography

  摘要：

  In Alzheimer's disease, cerebral cortical butyrylcholinesterase (BChE) activity is reported to be elevated. Our aim was to develop a novel F-18-labeled tracer for quantifying cerebral BChE activity by positron emission tomography. With in vitro screening of N-[C-14]ethylpiperidin-3- and 4-ylmethyl esters, N-[C-14]ethylpiperidin-4-ylmethyl butyrate was selected as a lead for F-18-labeling, affording N-[F-18]fluoroethylpiperidin-4-ylmethyl butyrate. The F-18-labeled butyrate showed the required properties for in vivo BChE measurement, that is, the lipophilic nature of the authentic ester, high specificity to B3ChE, a moderate hydrolysis rate, and the hydrophilic nature of the metabolite. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.080

文献信息

• N-[18F]fluoroethylpiperidin-4-ylmethyl butyrate: a novel radiotracer for quantifying brain butyrylcholinesterase activity by positron emission tomography
  作者：Tatsuya Kikuchi、Ming-Rong Zhang、Nobuo Ikota、Kiyoshi Fukushi、Toshimitsu Okamura、Kazutoshi Suzuki、Yasushi Arano、Toshiaki Irie

  DOI：10.1016/j.bmcl.2004.01.080

  日期：2004.4

  In Alzheimer's disease, cerebral cortical butyrylcholinesterase (BChE) activity is reported to be elevated. Our aim was to develop a novel F-18-labeled tracer for quantifying cerebral BChE activity by positron emission tomography. With in vitro screening of N-[C-14]ethylpiperidin-3- and 4-ylmethyl esters, N-[C-14]ethylpiperidin-4-ylmethyl butyrate was selected as a lead for F-18-labeling, affording N-[F-18]fluoroethylpiperidin-4-ylmethyl butyrate. The F-18-labeled butyrate showed the required properties for in vivo BChE measurement, that is, the lipophilic nature of the authentic ester, high specificity to B3ChE, a moderate hydrolysis rate, and the hydrophilic nature of the metabolite. (C) 2004 Elsevier Ltd. All rights reserved.