2-chloro-9-methyl-6-methylsulfanyl-9H-purine | 2238-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-chloro-9-methyl-6-methylsulfanyl-9H-purine
• 英文别名: 2-Chlor-6-methylmercapto-9-methyl-purin；2-Chloro-9-methyl-6-methylsulfanylpurine
• CAS: 2238-48-4
• 化学式: C₇H₇ClN₄S
• 分子量: 214.678
• InChiKey: WJRKTTFWUOCSOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-9-methyl-6-methylsulfanyl-9H-purine 在 Oxone 、 四(三苯基膦)钯 、 sodium hydride 、 碳酸氢钠 、 二甲基亚砜 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 生成 (4-Chloro-phenyl)-[2-(4-fluoro-2-methyl-phenyl)-9-methyl-9H-purin-6-yl]-amine
  参考文献：
  名称：

  N-Phenyl-N-purin-6-yl ureas: The design and synthesis of p38α MAP kinase inhibitors

  摘要：

  The design, synthesis and SAR of a series of 2,6,9-trisubstituted purine inhibitors of p38alpha kinase is reported. Synthetic routes were devised to allow for array synthesis in which all three points of diversity could be facilely explored. The binding of this novel series to p38alpha kinase, which was predicted to have several key interactions in common with SB-203580, was confirmed by X-ray crystallography of 19 (p38 IC50 = 82 nM). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00048-9
• 作为产物：
  描述：

  2,6-二氯-9-甲基-9H-嘌呤 、 sodium thiomethoxide 以 二甲基亚砜 为溶剂， 以88%的产率得到2-chloro-9-methyl-6-methylsulfanyl-9H-purine
  参考文献：
  名称：

  N-Phenyl-N-purin-6-yl ureas: The design and synthesis of p38α MAP kinase inhibitors

  摘要：

  The design, synthesis and SAR of a series of 2,6,9-trisubstituted purine inhibitors of p38alpha kinase is reported. Synthetic routes were devised to allow for array synthesis in which all three points of diversity could be facilely explored. The binding of this novel series to p38alpha kinase, which was predicted to have several key interactions in common with SB-203580, was confirmed by X-ray crystallography of 19 (p38 IC50 = 82 nM). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00048-9

文献信息

• Novel compounds
  申请人：Adams Leroy Jerry

  公开号：US20050288503A1

  公开（公告）日：2005-12-29

  Novel substituted pyrrolo[2,3-d]pyrimidin-4-yl compounds and compositions for use in therapy as CSBP/p38 kinase inhibitors.

  小说替代吡咯并[2,3-d]嘧啶-4-基化合物和组合物，作为CSBP/p38激酶抑制剂在治疗中使用。
• Towards Gram-positive antivirulence drugs: New inhibitors of Streptococcus agalactiae Stk1
  作者：Mayalen Oxoby、François Moreau、Lionel Durant、Alexis Denis、Jean-Marie Genevard、Vanida Vongsouthi、Sonia Escaich、Vincent Gerusz

  DOI：10.1016/j.bmcl.2010.05.004

  日期：2010.6

  A structure-activity relationship study from a screening hit and structure-based design strategy has led to the identification of bisarylureas as potent inhibitors of Streptococcus agalactiae Stk1. As this target has been directly linked to bacterial virulence, these inhibitors can be considered as a promising step towards antivirulence drugs. (C) 2010 Elsevier Ltd. All rights reserved.