(N-methylpiperidin-4-yl) propanethioate | 1428485-14-6

• 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: (N-methylpiperidin-4-yl) propanethioate
• 英文别名: S-(1-methylpiperidin-4-yl) propanethioate
• CAS: 1428485-14-6
• 化学式: C₉H₁₇NOS
• 分子量: 187.306
• InChiKey: VFVOGAIAEJDHKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-methyl-4,4-dimercaptopiperidine 在 sodium tetrahydroborate 、 异丙醇 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (N-methylpiperidin-4-yl) propanethioate
  参考文献：
  名称：

  Thioesters for the in vitro evaluation of agents to image brain cholinesterases

  摘要：

  Cholinesterases are associated with pathology characteristic of conditions such as Alzheimer's disease and are therefore, considered targets for neuroimaging. Ester derivatives of N-methylpiperidinol are promising potential imaging agents; however, methodology is lacking for evaluating these compounds in vitro. Here, we report the synthesis and evaluation of a series of N-methylpiperidinyl thioesters, possessing comparable properties to their corresponding esters, which can be directly evaluated for cholinesterase kinetics and histochemical distribution in human brain tissue. N-methylpiperidinyl esters and thioesters were synthesized and they demonstrated comparable cholinesterase kinetics. Furthermore, thioesters were capable, using histochemical method, to visualize cholinesterase activity in human brain tissue. N-methylpiperidinyl thioesters can be rapidly evaluated for cholinesterase kinetics and visualization of enzyme distribution in brain tissue which may facilitate development of cholinesterase imaging agents for application to conditions such as Alzheimer's disease.

  DOI：

  10.3109/14756366.2011.647008

文献信息

• Thioesters for the <i>in vitro</i> evaluation of agents to image brain cholinesterases
  作者：Ian R. Macdonald、Courtney T. Jollymore、G. Andrew Reid、Ian R. Pottie、Earl Martin、Sultan Darvesh

  DOI：10.3109/14756366.2011.647008

  日期：2013.6.1

  Cholinesterases are associated with pathology characteristic of conditions such as Alzheimer's disease and are therefore, considered targets for neuroimaging. Ester derivatives of N-methylpiperidinol are promising potential imaging agents; however, methodology is lacking for evaluating these compounds in vitro. Here, we report the synthesis and evaluation of a series of N-methylpiperidinyl thioesters, possessing comparable properties to their corresponding esters, which can be directly evaluated for cholinesterase kinetics and histochemical distribution in human brain tissue. N-methylpiperidinyl esters and thioesters were synthesized and they demonstrated comparable cholinesterase kinetics. Furthermore, thioesters were capable, using histochemical method, to visualize cholinesterase activity in human brain tissue. N-methylpiperidinyl thioesters can be rapidly evaluated for cholinesterase kinetics and visualization of enzyme distribution in brain tissue which may facilitate development of cholinesterase imaging agents for application to conditions such as Alzheimer's disease.