2-fluoro-3-methylthiopyridine

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-fluoro-3-methylthiopyridine
• 英文别名: 2-Fluoro-3-(methylthio)pyridine；2-fluoro-3-methylsulfanylpyridine
• 化学式: C₆H₆FNS
• 分子量: 143.185
• InChiKey: DUNUFDODBXAZEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-fluoro-3-methylthiopyridine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到2-Fluoro-3-methylsulfonylpyridine
  参考文献：
  名称：

  Intrinsic electrophilicity of the 4-methylsulfonyl-2-pyridone scaffold in glucokinase activators: Role of glutathione-S-transferases and in vivo quantitation of a glutathione conjugate in rats

  摘要：

  Previous studies on the in vitro metabolism of 4-alkylsulfonyl-2-pyridone-based glucokinase activators revealed a facile, non-enzymatic displacement of the 4-alkylsulfonyl group by glutathione. In the present studies, a role for glutathione-S-transferases (GST) as catalysts in the desulfonylation reaction was demonstrated using a combination of human liver microsomes, human liver cytosol and human GSTs. The identification of a glutathione conjugate in circulation following intravenous administration of a candidate 4-methylsulfonyl-2-pyridone to rats confirmed the relevance of the in vitro findings. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.095
• 作为产物：
  描述：

  硫氰酸甲酯 、 2-氟吡啶 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以92%的产率得到2-fluoro-3-methylthiopyridine
  参考文献：
  名称：

  Intrinsic electrophilicity of the 4-methylsulfonyl-2-pyridone scaffold in glucokinase activators: Role of glutathione-S-transferases and in vivo quantitation of a glutathione conjugate in rats

  摘要：

  Previous studies on the in vitro metabolism of 4-alkylsulfonyl-2-pyridone-based glucokinase activators revealed a facile, non-enzymatic displacement of the 4-alkylsulfonyl group by glutathione. In the present studies, a role for glutathione-S-transferases (GST) as catalysts in the desulfonylation reaction was demonstrated using a combination of human liver microsomes, human liver cytosol and human GSTs. The identification of a glutathione conjugate in circulation following intravenous administration of a candidate 4-methylsulfonyl-2-pyridone to rats confirmed the relevance of the in vitro findings. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.095

文献信息

• One-pot double functionalisation of π-deficient heterocyclic lithium reagents
  作者：Anthony Chartoire、Corinne Comoy、Yves Fort

  DOI：10.1039/c0ob00734j

  日期：——

  Herein, we report an efficient method for the double functionalisation of lithiated halogenopyridines, -pyrazines or -furopyridines through a convenient one-pot electrophilic trapping/nucleophilic substitution sequence.

  在此，我们报道了一种高效的方法，通过便捷的一锅法亲电捕获/亲核取代序列，实现锂化卤代吡啶、吡嗪或呋喃吡啶的双功能化。
• Practical and economic lithiations of functionalized arenes and heteroarenes using Cy₂NLi in the presence of Mg, Zn or La halides in a continuous flow
  作者：Matthias R. Becker、Maximilian A. Ganiek、Paul Knochel

  DOI：10.1039/c5sc02558c

  日期：——

  The economic amide base lithium dicyclohexylamide (Cy2NLi) allows fast and convenient (40 s, 0 [degree]C) in situ trapping flow metalations of a broad range of functionalized arenes, heteroarenes and acrylate...

  经济的酰胺基二环己基酰胺锂 (Cy2NLi) 可以快速方便地（40 s，0 °C）原位捕获各种官能化芳烃、杂芳烃和丙烯酸酯的流动金属化......
• PYRAZOLE DERIVATIVES
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP1022270A1

  公开（公告）日：2000-07-26

  A compound represented by formula (I) or a salt thereof; wherein R1 and R2, which may be the same or different, each represent a hydrogen atom, a halogen atom, a hydroxy group, an alkoxy group, an amino group, an alkylamino group, an aryl group or an alkyl group; R3 and R4, which may be the same, or different, each represent a hydrogen atom, a halogen atom, an alkoxy group, an amino group, an alkylamino group, an aryl group or an alkyl group; R5 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group or an arylalkyl group; Q represents an amidino group, a cycloalkyl group, a phenyl group or amonocyclic heterocyclic group except a pyrimidinyl group bonded to the N atom at its 2-position; G represents a nitrogen-containing saturated heterocyclic structure represented by formula: wherein X1 represents a nitrogen atom or CH, in which the ring may have a keto group and may have one or more substituents; Z represents a phenyl or heterocyclic group which may have one or more substituents, in which two substituents on the phenyl or heterocyclic group may be connected to each other to form a ring to provide a condensed bicyclic structure as a whole; the substituent on Z and the substituent on G may be connected to each other to form a condensed tricyclic or tetracyclic structure as a whole, and an antitumor agent containing the compound or a salt thereof as an active ingredient.

  式 (I) 所代表的化合物或其盐； 其中 R1 和 R2 可以相同或不同，各自代表氢原子、卤素原子、羟基、烷氧基、氨基、烷基氨基、芳基或烷基； R3 和 R4 可以相同或不同，各自代表氢原子、卤素原子、烷氧基、氨基、烷基氨基、芳基或烷基；R5 代表氢原子、烷基、烯基、炔基、芳基或芳烷基； Q 代表脒基、环烷基、苯基或胺环杂环基团，但在 2 位与 N 原子键合的嘧啶基除外； G 代表由式表示的含氮饱和杂环结构： 其中 X1 代表氮原子或 CH、 其中环可具有酮基，并可具有一个或多个取代基； Z代表苯基或杂环基团，可具有一个或多个取代基，其中苯基或杂环基团上的两个取代基可相互连接形成一个环，以提供一个整体的缩合双环结构；Z上的取代基和G上的取代基可以相互连接，形成一个缩合的三环或四环结构整体，以及含有该化合物或其盐作为活性成分的抗肿瘤剂。
• US6169086
  申请人：——

  公开号：——

  公开（公告）日：——
• US06169086A
  申请人：——

  公开号：——

  公开（公告）日：——