4-Chloro-6-pyridin-3-yl-pyrimidin-2-ylamine | 569657-97-2

• 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: 4-Chloro-6-pyridin-3-yl-pyrimidin-2-ylamine
• 英文别名: 4-Chloro-6-(3-pyridinyl)-2-pyrimidinamine；4-chloro-6-pyridin-3-ylpyrimidin-2-amine
• CAS: 569657-97-2
• 化学式: C₉H₇ClN₄
• 分子量: 206.634
• InChiKey: YEIFOUZXXWSCAS-UHFFFAOYSA-N

物化性质

• 沸点：
  467.1±53.0 °C(Predicted)
• 密度：
  1.390±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Chloro-6-pyridin-3-yl-pyrimidin-2-ylamine 在 sodium cyanoborohydride 、 溶剂黄146 、 N,N-二异丙基乙胺 、 肼 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 5-amino-2-(phenylmethyl)-7-(3-pyridinyl)-1,2,4-triazolo[4,3-c]pyrimidin-3(2H)-one
  参考文献：
  名称：

  Potent and selective adenosine A2A receptor antagonists: [1,2,4]-triazolo[4,3-c]pyrimidin-3-ones

  摘要：

  Antagonism of the adenosine A(2A) receptor affords a possible treatment of Parkinson's disease. In the course of investigating pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine A(2A) antagonists, we prepared [1,2,4]-triazolo[4,3-c]pyrimidin-3-ones with potent and selective (vs A(1)) A(2A) antagonist activity. Structure-activity relationships are described for this series. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.045
• 作为产物：
  描述：

  2-氨基-4,6-二氯嘧啶 、 3-吡啶硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 4-Chloro-6-pyridin-3-yl-pyrimidin-2-ylamine
  参考文献：
  名称：

  2-(2-Furanyl)-7-phenyl[1,2,4]triazolo[1,5-c]pyrimidin-5-amine analogs: Highly potent, orally active, adenosine A2A antagonists. Part 1

  摘要：

  The structure-activity relationship of this novel class of compounds based on 2-(2-furanyl)-7-phenyl[1,2,4]-triazolo[1,5-c]pyrimidin-5-amine, 1, and its analogs was evaluated for their in vitro and in vivo adenosine A(2A) receptor antagonism. Several compounds displayed oral activity at 3 mg/kg in a rat catalepsy model. Specifically, compound 8g displayed an excellent in vitro profile, as well as a highly promising in vivo profile. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.086

文献信息

• 2-(2-Furanyl)-7-phenyl[1,2,4]triazolo[1,5-c]pyrimidin-5-amine analogs: Highly potent, orally active, adenosine A2A antagonists. Part 1
  作者：Julius J. Matasi、John P. Caldwell、Hongtao Zhang、Ahmad Fawzi、Mary E. Cohen-Williams、Geoffrey B. Varty、Deen B. Tulshian

  DOI：10.1016/j.bmcl.2005.05.086

  日期：2005.8

  The structure-activity relationship of this novel class of compounds based on 2-(2-furanyl)-7-phenyl[1,2,4]-triazolo[1,5-c]pyrimidin-5-amine, 1, and its analogs was evaluated for their in vitro and in vivo adenosine A(2A) receptor antagonism. Several compounds displayed oral activity at 3 mg/kg in a rat catalepsy model. Specifically, compound 8g displayed an excellent in vitro profile, as well as a highly promising in vivo profile. (c) 2005 Elsevier Ltd. All rights reserved.
• US7737153B2
  申请人：——

  公开号：US7737153B2

  公开（公告）日：2010-06-15
• CN116768854
  申请人：——

  公开号：——

  公开（公告）日：——
• Potent and selective adenosine A2A receptor antagonists: [1,2,4]-triazolo[4,3-c]pyrimidin-3-ones
  作者：Joel M. Harris、Bernard R. Neustadt、Hongtao Zhang、Jean Lachowicz、Mary Cohen-Williams、Geoff Varty、Jinsong Hao、Andrew W. Stamford

  DOI：10.1016/j.bmcl.2011.02.045

  日期：2011.4

  Antagonism of the adenosine A(2A) receptor affords a possible treatment of Parkinson's disease. In the course of investigating pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine A(2A) antagonists, we prepared [1,2,4]-triazolo[4,3-c]pyrimidin-3-ones with potent and selective (vs A(1)) A(2A) antagonist activity. Structure-activity relationships are described for this series. (C) 2011 Elsevier Ltd. All rights reserved.