5-amino-7-(2-chloroethyl)-2,7-dihydro-2-(phenylmethyl)-3H-pyrazolo[4,3-e]-1,2,4-triazolo[4,3-c]pyrimidin-3-one | 1186410-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-7-(2-chloroethyl)-2,7-dihydro-2-(phenylmethyl)-3H-pyrazolo[4,3-e]-1,2,4-triazolo[4,3-c]pyrimidin-3-one
• 英文别名: 7-Amino-4-benzyl-10-(2-chloroethyl)-3,4,6,8,10,11-hexazatricyclo[7.3.0.02,6]dodeca-1(9),2,7,11-tetraen-5-one
• CAS: 1186410-36-5
• 化学式: C₁₅H₁₄ClN₇O
• 分子量: 343.775
• InChiKey: LGLPAKJSBWDATI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  92.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-amino-7-(2-chloroethyl)-2,7-dihydro-2-(phenylmethyl)-3H-pyrazolo[4,3-e]-1,2,4-triazolo[4,3-c]pyrimidin-3-one 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 生成 5-amino-7-ethenyl-2,7-dihydro-2-(phenylmethyl)-3H-pyrazolo[4,3-e]-1,2,4-triazolo[4,3-c]pyrimidin-3-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-5-甲醛 在 盐酸 、 三乙基硅烷 、 sodium hydride 、 一水合肼 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-amino-7-(2-chloroethyl)-2,7-dihydro-2-(phenylmethyl)-3H-pyrazolo[4,3-e]-1,2,4-triazolo[4,3-c]pyrimidin-3-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

文献信息

• 1,2,4-TRIAZOLO[4,3-C]PYRIMIDIN-3-ONE AND PYRAZOLO [4,3-E]-1,2,4-TRIAZOLO [4,3-C]PYRIMIDIN-3-ONE COMPOUNDS FOR USE AS ADENOSINE A2A RECEPTOR ANTAGONISTS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2262811B1

  公开（公告）日：2016-04-27
• 1,2,4-TRIAZOLO[4,3-c]PYRIMIDIN-3-ONE AND PYRAZOLO[4,3-e]-1,2,4-TRIAZOLO[4,3-c]PYRIMIDIN-3-ONE COMPOUNDS FOR USE AS ADENOSINE A2a RECEPTOR ANTAGONISTS
  申请人：Harris Joel M.

  公开号：US20110152256A1

  公开（公告）日：2011-06-23

  Compounds of the Formula I wherein R 1 and R 2 together with the carbon atoms to which they are bonded optionally form a further heteroaromatic ring of the formula (II) as well as pharmaceutically acceptable salts, solvates, esters and prodrugs thereof are adenosine A2a receptor antagonists and, therefore, are useful in the treatment of central nervous system diseases, in particular Parkinson's disease.
• US8222259B2
  申请人：——

  公开号：US8222259B2

  公开（公告）日：2012-07-17
• 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.