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

文献信息

• Structure−Activity Relationship of Triazafluorenone Derivatives as Potent and Selective mGluR1 Antagonists
  作者：Guo Zhu Zheng、Pramila Bhatia、Jerome Daanen、Teodozyj Kolasa、Meena Patel、Steven Latshaw、Odile F. El Kouhen、Renjie Chang、Marie E. Uchic、Loan Miller、Masaki Nakane、Sonya G. Lehto、Marie P. Honore、Robert B. Moreland、Jorge D. Brioni、Andrew O. Stewart

  DOI：10.1021/jm0504407

  日期：2005.11.1

  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.