[(3S)-1-乙基-3-哌啶基]甲基戊酸酯 | 700870-69-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: [(3S)-1-乙基-3-哌啶基]甲基戊酸酯
• 中文别名: N-(苯硫杂酰)-4,4-二甲基-3-羰基-戊酰胺；乙酰胺，N-[[((2R，3R，4R，5R)-3,4-二羟基-5-(羟甲基)-2-哌啶基]甲基]-(9CI)
• 英文名称: (S)-N-ethylpiperidin-3-ylmethyl valerate
• 英文别名: [(3S)-1-ethylpiperidin-3-yl]methyl pentanoate
• CAS: 700870-69-5
• 化学式: C₁₃H₂₅NO₂
• 分子量: 227.347
• InChiKey: SEILYWRQAOWHGO-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-N-tert-butoxycarbonylpiperidin-3-ylmethyl acetate 在 吡啶 、 盐酸 、 sodium hydroxide 、 三乙酰氧基硼氢化钠 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 [(3S)-1-乙基-3-哌啶基]甲基戊酸酯
  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.