4-(benzylthio)-6-methyl-9-phenyl-1-pyridin-4-ylpyrazolo[1',5':1,6]pyrimido-[4,5-d]pyridazine | 1258303-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并[1'，5':1,6]嘧啶并[4,5-d]哒嗪
• 英文名称: 4-(benzylthio)-6-methyl-9-phenyl-1-pyridin-4-ylpyrazolo[1',5':1,6]pyrimido-[4,5-d]pyridazine
• 英文别名: 10-Benzylsulfanyl-7-methyl-4-phenyl-13-pyridin-4-yl-5,6,8,11,12-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,7,10,12-hexaene
• CAS: 1258303-85-3
• 化学式: C₂₇H₂₀N₆S
• 分子量: 460.562
• InChiKey: RATVYJNEMKIGOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  94.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-methyl-9-phenyl-1-pyridin-4-yl-pyrazolo[1',5':1,6]pyrimido[4,5-d]pyridazin-4(3H)-thione 、 氯化苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以63%的产率得到4-(benzylthio)-6-methyl-9-phenyl-1-pyridin-4-ylpyrazolo[1',5':1,6]pyrimido-[4,5-d]pyridazine
  参考文献：
  名称：

  Pyrazolo[1′,5′:1,6]pyrimido[4,5-d]pyridazin-4(3H)-ones as selective human A1 adenosine receptor ligands

  摘要：

  A series of pyrazolo[1',5':1,6]pyrimido[4,5-d]pyridazin-4(3H)-ones was synthesized and tested in radio-ligand binding assays to determine their affinities for the human adenosine A(1), A(2A), A(2B) and A(3) receptors. Results indicated that this scaffold is appropriate for adenosine receptor subtype A1 ligands and that the best arranged groups around this scaffold are 3- and 4-pyridinyl at position 1, benzyl at position 3, hydrogen at position 6 and 3- thienyl or phenyl at position 9. The most interesting compounds showed K-i for A1 in the nanomolar range and an appreciable selectivity for other receptor subtypes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.09.043

文献信息

• Pyrazolo[1′,5′:1,6]pyrimido[4,5-d]pyridazin-4(3H)-ones as selective human A1 adenosine receptor ligands
  作者：Maria Paola Giovannoni、Claudia Vergelli、Agostino Cilibrizzi、Letizia Crocetti、Claudio Biancalani、Alessia Graziano、Vittorio Dal Piaz、Maria Isabel Loza、Maria Isabel Cadavid、José Luis Díaz

  DOI：10.1016/j.bmc.2010.09.043

  日期：2010.11.15

  A series of pyrazolo[1',5':1,6]pyrimido[4,5-d]pyridazin-4(3H)-ones was synthesized and tested in radio-ligand binding assays to determine their affinities for the human adenosine A(1), A(2A), A(2B) and A(3) receptors. Results indicated that this scaffold is appropriate for adenosine receptor subtype A1 ligands and that the best arranged groups around this scaffold are 3- and 4-pyridinyl at position 1, benzyl at position 3, hydrogen at position 6 and 3- thienyl or phenyl at position 9. The most interesting compounds showed K-i for A1 in the nanomolar range and an appreciable selectivity for other receptor subtypes. (C) 2010 Elsevier Ltd. All rights reserved.