2,5-bis(methylsulfonyl)pyrazine | 1428548-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,5-bis(methylsulfonyl)pyrazine
• 英文别名: 2,5-Bis(methylsulfonyl)pyrazine
• CAS: 1428548-91-7
• 化学式: C₆H₈N₂O₄S₂
• 分子量: 236.273
• InChiKey: JLTXHFSXODPWIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  对氟苯硫酚 、 2,5-bis(methylsulfonyl)pyrazine 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以95%的产率得到2,5-bis(4-fluorophenylthio)pyrazine
  参考文献：
  名称：

  2,5-Bis-(sulfonyl)pyrazines as unprecedented building blocks and their SNAr reactions

  摘要：

  Previously unknown 2,5-bis-sulfonylpyrazines are prepared and their SNAr reactions are investigated. When 2 equiv of thiols are employed, the corresponding bis-thiopyrazines are obtained exclusively. However, phenols or alkoxides gave rise to only the corresponding mono-substituted aryloxy- or alkoxy-sulfonylpyrazines in excellent yields. A carbon nucleophile prepared by treating malonate with NaH also produced the corresponding mono-sulfonylpyrazines. Aliphatic amines and anilines only provided the mono-anilino-sulfonylpyrazines in poor to moderate yields. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.106
• 作为产物：
  描述：

  2,5-bis(methylthio)pyrazine 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 以90%的产率得到2,5-bis(methylsulfonyl)pyrazine
  参考文献：
  名称：

  2,5-Bis-(sulfonyl)pyrazines as unprecedented building blocks and their SNAr reactions

  摘要：

  Previously unknown 2,5-bis-sulfonylpyrazines are prepared and their SNAr reactions are investigated. When 2 equiv of thiols are employed, the corresponding bis-thiopyrazines are obtained exclusively. However, phenols or alkoxides gave rise to only the corresponding mono-substituted aryloxy- or alkoxy-sulfonylpyrazines in excellent yields. A carbon nucleophile prepared by treating malonate with NaH also produced the corresponding mono-sulfonylpyrazines. Aliphatic amines and anilines only provided the mono-anilino-sulfonylpyrazines in poor to moderate yields. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.106

文献信息

• [EN] MODULATORS OF MS4A ACTIVITY<br/>[FR] MODULATEURS DE L'ACTIVITÉ DE MS4A
  申请人：HARVARD COLLEGE

  公开号：WO2017143036A1

  公开（公告）日：2017-08-24

  Provided herein are methods of treating Alzheimer's disease, atopy, allergies, asthma, and a disease or disorder associated with neuroinflammation by modulating MS4A receptors. Also found herein are methods of modulating olfactory and gustatory properties of a substance by modulating MS4A receptors. Additionally, described herein are methods of identifying agents that are modulators of MS4A receptors.
• 2,5-Bis-(sulfonyl)pyrazines as unprecedented building blocks and their SNAr reactions
  作者：Jie Jack Li、Wei Meng、Shung Wu、Yong-Jin Wu、Jason Guernon、Martin P. Allen、Michael M. Miller、Peter T. Cheng、Bang-chi Chen

  DOI：10.1016/j.tetlet.2013.01.106

  日期：2013.4

  Previously unknown 2,5-bis-sulfonylpyrazines are prepared and their SNAr reactions are investigated. When 2 equiv of thiols are employed, the corresponding bis-thiopyrazines are obtained exclusively. However, phenols or alkoxides gave rise to only the corresponding mono-substituted aryloxy- or alkoxy-sulfonylpyrazines in excellent yields. A carbon nucleophile prepared by treating malonate with NaH also produced the corresponding mono-sulfonylpyrazines. Aliphatic amines and anilines only provided the mono-anilino-sulfonylpyrazines in poor to moderate yields. (c) 2013 Elsevier Ltd. All rights reserved.