2-(6-chloro-2-(pyridin-2-yl)pyrimidin-4-yl)thiazole | 1015484-01-1

• 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-(6-chloro-2-(pyridin-2-yl)pyrimidin-4-yl)thiazole
• CAS: 1015484-01-1
• 化学式: C₁₂H₇ClN₄S
• 分子量: 274.733
• InChiKey: IURKVEKLFDFSAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.56
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(6-chloro-2-(pyridin-2-yl)pyrimidin-4-yl)thiazole 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以53%的产率得到2-Pyridin-2-yl-6-thiazol-2-yl-pyrimidin-4-ylamine
  参考文献：
  名称：

  Synthesis of N-pyrimidinyl-2-phenoxyacetamides as adenosine A2A receptor antagonists

  摘要：

  A series of N-pyrimidinyl-2-phenoxyacetamide adenosine A(2A) antagonists is described. SAR studies led to compound 14 with excellent potency ( K-i = 0.4 nM), selectivity ( A(1)/A(2A) > 100), and efficacy ( MED 10 mg/ kg po) in the rat haloperidol- induced catalepsy model for Parkinson's disease. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.032
• 作为产物：
  描述：

  C₁₂H₈N₄OS 在 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以66%的产率得到2-(6-chloro-2-(pyridin-2-yl)pyrimidin-4-yl)thiazole
  参考文献：
  名称：

  Synthesis of N-pyrimidinyl-2-phenoxyacetamides as adenosine A2A receptor antagonists

  摘要：

  A series of N-pyrimidinyl-2-phenoxyacetamide adenosine A(2A) antagonists is described. SAR studies led to compound 14 with excellent potency ( K-i = 0.4 nM), selectivity ( A(1)/A(2A) > 100), and efficacy ( MED 10 mg/ kg po) in the rat haloperidol- induced catalepsy model for Parkinson's disease. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.032

文献信息

• 2,6-Diaryl-4-phenacylaminopyrimidines as potent and selective adenosine A2A antagonists with reduced hERG liability
  作者：Manisha Moorjani、Xiaohu Zhang、Yongsheng Chen、Emily Lin、Jaimie K. Rueter、Raymond S. Gross、Marion C. Lanier、John E. Tellew、John P. Williams、Sandra M. Lechner、Siobhan Malany、Mark Santos、Paddi Ekhlassi、Julio C. Castro-Palomino、Marı´a I. Crespo、Maria Prat、Silvia Gual、José-Luis Díaz、John Saunders、Deborah H. Slee

  DOI：10.1016/j.bmcl.2008.01.036

  日期：2008.2

  In this report, the design and synthesis of a series of pyrimidine based adenosine A(2A) antagonists are described. The strategy and outcome of expanding SAR exploration to attenuate hERG and improve selectivity over A(1) are discussed. Compound 33 exhibited excellent potency, selectivity over A1, and reduced hERG liability. (c) 2008 Elsevier Ltd. All rights reserved.