4-[(甲硫基)乙炔基]吡啶 | 616898-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-[(甲硫基)乙炔基]吡啶
• 英文名称: 4-(methylsulfanylethynyl)-pyridine
• 英文别名: methyl 4-pyridylethynyl sulfide；4-(2-Methylsulfanylethynyl)pyridine
• CAS: 616898-46-5
• 化学式: C₈H₇NS
• 分子量: 149.216
• InChiKey: MMQMGLSIIVMZFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  nicotinamide adenine dinucleotide 、 4-[(甲硫基)乙炔基]吡啶 在 pig brain NADase 作用下， 以 phosphate buffer 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Determination of the transglycosidation activity of NAD+ glycohydrolases with 4-(2′-alkyl-sulfanyl-vinyl)-pyridine derivatives generating chromophoric NAD+ analogs

  摘要：

  The base exchange of nicotinamide with pyridine derivatives 1a-5a, catalyzed by pig brain NAD(+) glycohydrolase and ADP-ribosyl cyclase from Aplysia californica, generated the corresponding NAD(+) analogs 1b-5b. These analogs exhibited a high absorbance band in the visible region. The transglycosidation rate was determined by monitoring the absorbance increase. Among the tested derivatives, (E)-4-[2-(methylsulfanyl)-vinyl]-pyridine 1a was the most suitable substrate for pig brain NAD(+) glycohydrolase while 4-[1,3]-dithiolan-2-ylidenemethyl-pyridine 3a was the most efficient for ADP-ribosyl cyclase from A. californica. (C) 2003 Elsevier Science (USA). All rights reserved.

  DOI：

  10.1016/s0045-2068(03)00041-5
• 作为产物：
  描述：

  4-乙酰吡啶 在 氯化亚砜 、 溶剂黄146 、 苯基锂 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 苯 为溶剂， 反应 2.5h， 生成 4-[(甲硫基)乙炔基]吡啶
  参考文献：
  名称：

  Determination of the transglycosidation activity of NAD+ glycohydrolases with 4-(2′-alkyl-sulfanyl-vinyl)-pyridine derivatives generating chromophoric NAD+ analogs

  摘要：

  The base exchange of nicotinamide with pyridine derivatives 1a-5a, catalyzed by pig brain NAD(+) glycohydrolase and ADP-ribosyl cyclase from Aplysia californica, generated the corresponding NAD(+) analogs 1b-5b. These analogs exhibited a high absorbance band in the visible region. The transglycosidation rate was determined by monitoring the absorbance increase. Among the tested derivatives, (E)-4-[2-(methylsulfanyl)-vinyl]-pyridine 1a was the most suitable substrate for pig brain NAD(+) glycohydrolase while 4-[1,3]-dithiolan-2-ylidenemethyl-pyridine 3a was the most efficient for ADP-ribosyl cyclase from A. californica. (C) 2003 Elsevier Science (USA). All rights reserved.

  DOI：

  10.1016/s0045-2068(03)00041-5

文献信息

• Synthesis of Thioalkynes by Desilylative Sonogashira Cross‐Coupling of Aryl Iodides and 1‐Methylthio‐2‐(trimethylsilyl)ethyne
  作者：Yang Cao、Yang Huang、Paul R. Blakemore

  DOI：10.1002/ejoc.202200498

  日期：2022.9.13

  An efficient and operationally straightforward synthesis of 1-methylthio-2-arylethyne derivatives is described based on a desilylative Sonogashira cross-coupling between aryl iodides and a silylated surrogate for methylthioacetylene (Me3SiCCSMe). Extension of the process to a selection of other thioether types is also documented.

  基于芳基碘化物和甲硫基乙炔 (Me 3 SiCCSMe)的甲硅烷基化替代物之间的脱甲硅烷基 Sonogashira 交叉偶联，描述了一种高效且操作简单的 1-甲硫基-2-芳基乙炔衍生物合成方法。还记录了将该过程扩展到选择其他硫醚类型。
• Determination of the transglycosidation activity of NAD+ glycohydrolases with 4-(2′-alkyl-sulfanyl-vinyl)-pyridine derivatives generating chromophoric NAD+ analogs
  作者：Karine Pacaud、Denis Tritsch、Alain Burger、Jean-François Biellmann

  DOI：10.1016/s0045-2068(03)00041-5

  日期：2003.8

  The base exchange of nicotinamide with pyridine derivatives 1a-5a, catalyzed by pig brain NAD(+) glycohydrolase and ADP-ribosyl cyclase from Aplysia californica, generated the corresponding NAD(+) analogs 1b-5b. These analogs exhibited a high absorbance band in the visible region. The transglycosidation rate was determined by monitoring the absorbance increase. Among the tested derivatives, (E)-4-[2-(methylsulfanyl)-vinyl]-pyridine 1a was the most suitable substrate for pig brain NAD(+) glycohydrolase while 4-[1,3]-dithiolan-2-ylidenemethyl-pyridine 3a was the most efficient for ADP-ribosyl cyclase from A. californica. (C) 2003 Elsevier Science (USA). All rights reserved.