(N-methylpiperidin-4-yl) ethanethioate | 222856-58-8

• 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: (N-methylpiperidin-4-yl) ethanethioate
• 英文别名: S-(1-methylpiperidin-4-yl) ethanethioate
• CAS: 222856-58-8
• 化学式: C₈H₁₅NOS
• 分子量: 173.279
• InChiKey: ITOVYXIBQGCVBU-UHFFFAOYSA-N

物化性质

• 沸点：
  237.1±29.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (N-methylpiperidin-4-yl) ethanethioate 在 盐酸 作用下， 以 乙醚 、 水 为溶剂， 生成
  参考文献：
  名称：

  一种有效评估阿尔茨海默病底物胆碱酯酶成像探针的方法

  摘要：

   抽象的 胆碱酯酶 (ChE) 已被确定为阿尔茨海默病 (AD) 的诊断标志物。已合成基于底物的探针来检测 ChE，但尚未检测到与 AD 病理相关的 ChE 分布变化。通常使用分光光度法和纯酶来筛选探针的特异性和动力学。然而，与 AD 病理相关的 ChE 的生化特性发生了改变。目前的工作是确定卡诺夫斯基根 (KR) 组织化学方法是否可用于评估病理部位的探针。合成了 30 种硫酯和酯，并使用酶动力学和 KR 方法进行了评估。分光光度法证明所有硫酯都是 ChE 底物，但只有少数硫酯通过 KR 方法在大脑中提供染色。酯是与脑 ChE 相互作用的 ChE 底物。这些结果表明 KR 方法可能提供一种有效的方法来筛选化合物作为 AD 相关 ChE 成像的探针。

  DOI：

  10.1080/14756366.2023.2225797
• 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 17.5h， 生成 (N-methylpiperidin-4-yl) ethanethioate
  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

• PYRIMIDINE DERIVATIVES AS GPCR MODULATORS FOR USE IN THE TREATMENT OF OBESITY AND DIABETES
  申请人：Neustadt Bernard R.

  公开号：US20110263570A1

  公开（公告）日：2011-10-27

  The present invention relates to Pyriraidine Derivatives of formula (I), compositions comprising a Pyrimidine Derivative, and methods of using the Pyrimidine Derivatives for treating or preventing obesity, diabetes, a diabetic complication, a metabolic disorder, a cardiovascular disease or a disorder related to the activity of a G protein-coupled receptor (GPCR) in a patient.
• US7220735B2
  申请人：——

  公开号：US7220735B2

  公开（公告）日：2007-05-22
• US7408067B2
  申请人：——

  公开号：US7408067B2

  公开（公告）日：2008-08-05
• 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.
• A method for the efficient evaluation of substrate-based cholinesterase imaging probes for Alzheimer’s disease
  作者：Sultan Darvesh、Scott Banfield、Maeve Dufour、Katrina L. Forrestall、Hillary Maillet、G. Andrew Reid、Dane Sands、Ian R. Pottie

  DOI：10.1080/14756366.2023.2225797

  日期：2023.12.31

  evaluated using enzyme kinetic and KR methods. Spectrophotometric methods demonstrated all thioesters were ChE substrates, yet only a few provided staining in the brain with the KR method. Esters were ChE substrates with interactions with brain ChEs. These results suggest that the KR method may provide an efficient means to screen compounds as probes for imaging AD-associated ChEs.

   抽象的 胆碱酯酶 (ChE) 已被确定为阿尔茨海默病 (AD) 的诊断标志物。已合成基于底物的探针来检测 ChE，但尚未检测到与 AD 病理相关的 ChE 分布变化。通常使用分光光度法和纯酶来筛选探针的特异性和动力学。然而，与 AD 病理相关的 ChE 的生化特性发生了改变。目前的工作是确定卡诺夫斯基根 (KR) 组织化学方法是否可用于评估病理部位的探针。合成了 30 种硫酯和酯，并使用酶动力学和 KR 方法进行了评估。分光光度法证明所有硫酯都是 ChE 底物，但只有少数硫酯通过 KR 方法在大脑中提供染色。酯是与脑 ChE 相互作用的 ChE 底物。这些结果表明 KR 方法可能提供一种有效的方法来筛选化合物作为 AD 相关 ChE 成像的探针。