9-dimethylamino-2-n-butyl-3-oxa-5-thia-1,6-diazafluoren-4-one | 869802-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 9-dimethylamino-2-n-butyl-3-oxa-5-thia-1,6-diazafluoren-4-one
• 英文别名: 4-Butyl-13-(dimethylamino)-5-oxa-8-thia-3,10-diazatricyclo[7.4.0.02,7]trideca-1(13),2(7),3,9,11-pentaen-6-one
• CAS: 869802-68-6
• 化学式: C₁₅H₁₇N₃O₂S
• 分子量: 303.385
• InChiKey: RCKGWNLXMLIDRG-UHFFFAOYSA-N

物化性质

• 沸点：
  480.7±55.0 °C(predicted)
• 密度：
  1.35±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  83
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9-dimethylamino-2-n-butyl-3-oxa-5-thia-1,6-diazafluoren-4-one 、 4-乙基苯胺 在 溶剂黄146 作用下， 反应 2.0h， 以42%的产率得到2-butyl-9-(dimethylamino)-3-(4-ethylphenyl)pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  Structure−Activity Relationship of Triazafluorenone Derivatives as Potent and Selective mGluR1 Antagonists

  摘要：

  SAR (structure -activity relationship) studies of triazafluorenone derivatives as potent mGIuR1 antagonists are described. The triazafluorenone derivatives are non-amino acid derivatives and noncompetitive mGluR1 antagonists that bind at a putative allosteric recognition site located within the seven-transmembrane domain of the receptor. These triazafluorenone derivatives are potent, selective, and systemically active mGluR1 antagonists. Compound 1n, for example, was a very potent mGIuR1 antagonist IC50 = 3 nM) and demonstrated full efficacy in various in vivo animal pain models.

  DOI：

  10.1021/jm0504407
• 作为产物：
  描述：

  2-氯-4-(二甲基氨基)烟腈 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 27.83h， 生成 9-dimethylamino-2-n-butyl-3-oxa-5-thia-1,6-diazafluoren-4-one
  参考文献：
  名称：

  Structure−Activity Relationship of Triazafluorenone Derivatives as Potent and Selective mGluR1 Antagonists

  摘要：

  SAR (structure -activity relationship) studies of triazafluorenone derivatives as potent mGIuR1 antagonists are described. The triazafluorenone derivatives are non-amino acid derivatives and noncompetitive mGluR1 antagonists that bind at a putative allosteric recognition site located within the seven-transmembrane domain of the receptor. These triazafluorenone derivatives are potent, selective, and systemically active mGluR1 antagonists. Compound 1n, for example, was a very potent mGIuR1 antagonist IC50 = 3 nM) and demonstrated full efficacy in various in vivo animal pain models.

  DOI：

  10.1021/jm0504407