2-[[2-Amino-5-[(phenylmethyl)sulfonyl]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol | 354565-89-2

• 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-[[2-Amino-5-[(phenylmethyl)sulfonyl]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol
• 英文别名: 2-[(2-Amino-5-benzylsulfonyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-2-methylpropan-1-ol
• CAS: 354565-89-2
• 化学式: C₁₆H₁₉N₅O₃S₂
• 分子量: 393.491
• InChiKey: ROPVMFBUIYAXRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  168
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-[[2-Amino-5-[(phenylmethyl)sulfonyl]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol 、 糠基硫醇 在 sodium tetrahydroborate 作用下， 以 二甲基亚砜 为溶剂， 生成 2-[[2-Amino-5-[(2-furanylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol
  参考文献：
  名称：

  SAR studies on thiazolo[4,5-d]pyrimidine based CXCR2 antagonists involving a novel tandem displacement reaction

  摘要：

  As part of a Lead Optimisation programme to identify small molecule antagonists of the human CXCR2 receptor, a series of substituted thiazolo[4,5-d]pyrimidines was prepared via the application of a novel tandem displacement reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.080
• 作为产物：
  描述：

  2-[[2-Amino-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol 在 Oxone 作用下， 以96%的产率得到2-[[2-Amino-5-[(phenylmethyl)sulfonyl]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol
  参考文献：
  名称：

  SAR studies on thiazolo[4,5-d]pyrimidine based CXCR2 antagonists involving a novel tandem displacement reaction

  摘要：

  As part of a Lead Optimisation programme to identify small molecule antagonists of the human CXCR2 receptor, a series of substituted thiazolo[4,5-d]pyrimidines was prepared via the application of a novel tandem displacement reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.080

文献信息

• Thiazolopyrimidines and thier use as modulators of chemokine receptor activity
  申请人：——

  公开号：US20030032642A1

  公开（公告）日：2003-02-13

  The invention provides certain thiazolopyrimidine compound, processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明提供了某些噻唑嘧啶化合物、其制备过程和中间体、含有它们的药物组合物以及它们在治疗中的用途。
• THIAZOLOPYRIMIDINES AND THEIR USE AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：AstraZeneca AB

  公开号：EP1257556B1

  公开（公告）日：2004-06-16
• US6958343B2
  申请人：——

  公开号：US6958343B2

  公开（公告）日：2005-10-25
• SAR studies on thiazolo[4,5-d]pyrimidine based CXCR2 antagonists involving a novel tandem displacement reaction
  作者：Fraser Hunt、Caroline Austin、Rupert Austin、Roger Bonnert、Peter Cage、Jadeen Christie、Mark Christie、Clare Dixon、Steven Hill、Robert Jewell、Ian Martin、David Robinson、Paul Willis

  DOI：10.1016/j.bmcl.2007.02.080

  日期：2007.5

  As part of a Lead Optimisation programme to identify small molecule antagonists of the human CXCR2 receptor, a series of substituted thiazolo[4,5-d]pyrimidines was prepared via the application of a novel tandem displacement reaction. (c) 2007 Elsevier Ltd. All rights reserved.