N’’-[2-(2-furyl)-8-methyl-8H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-yl]-N,N’-bis(3-trifluoromethyl)guanidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N’’-[2-(2-furyl)-8-methyl-8H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-yl]-N,N’-bis(3-trifluoromethyl)guanidine
• 英文别名: 2-[4-(Furan-2-yl)-11-methyl-3,5,6,8,10,11-hexazatricyclo[7.3.0.02,6]dodeca-1(12),2,4,7,9-pentaen-7-yl]-1,3-bis[3-(trifluoromethyl)phenyl]guanidine；2-[4-(furan-2-yl)-11-methyl-3,5,6,8,10,11-hexazatricyclo[7.3.0.02,6]dodeca-1(12),2,4,7,9-pentaen-7-yl]-1,3-bis[3-(trifluoromethyl)phenyl]guanidine
• 化学式: C₂₆H₁₇F₆N₉O
• 分子量: 585.471
• InChiKey: BCDSKVUYBBUTTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1-甲基-3-氨基-4-氰基吡唑 在 N-甲基吡咯烷酮 、 盐酸 、 对甲苯磺酸 作用下， 以 二苯醚 、 乙二醇甲醚 、 水 为溶剂， 反应 70.0h， 生成 N’’-[2-(2-furyl)-8-methyl-8H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-yl]-N,N’-bis(3-trifluoromethyl)guanidine
  参考文献：
  名称：

  One-Pot Reaction To Obtain N,N′-Disubstituted Guanidines of Pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine Scaffold as Human A₃ Adenosine Receptor Antagonists

  摘要：

  In this paper we describe an extension SAR study of pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine nucleus as A(3)AR antagonist. Our initial aim was to replace the phenylcarbamoyl moiety at the 5 position of PTP nucleus with a thiourea functionality to evaluate the contribution of new structural modification against the A(3)AR. The synthesized 12-25 were not characterized by the predicted side chain but by a 1,3-disubstituted guanidine and are shown to be interesting A(3)AR antagonists.

  DOI：

  10.1021/acs.jmedchem.5b00551

文献信息

• One-Pot Reaction To Obtain N,N′-Disubstituted Guanidines of Pyrazolo[4,3-<i>e</i>][1,2,4]triazolo[1,5-<i>c</i>]pyrimidine Scaffold as Human A₃ Adenosine Receptor Antagonists
  作者：Pier Giovanni Baraldi、Stefania Baraldi、Giulia Saponaro、Mojgan Aghazadeh Tabrizi、Romeo Romagnoli、Emanuela Ruggiero、Fabrizio Vincenzi、Pier Andrea Borea、Katia Varani

  DOI：10.1021/acs.jmedchem.5b00551

  日期：2015.7.9

  In this paper we describe an extension SAR study of pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine nucleus as A(3)AR antagonist. Our initial aim was to replace the phenylcarbamoyl moiety at the 5 position of PTP nucleus with a thiourea functionality to evaluate the contribution of new structural modification against the A(3)AR. The synthesized 12-25 were not characterized by the predicted side chain but by a 1,3-disubstituted guanidine and are shown to be interesting A(3)AR antagonists.