1-methyl-2-(4-trifluoromethylphenyl)-1,6-dihydropyrrolo[2,3-d]pyridazin-7-one | 897661-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-methyl-2-(4-trifluoromethylphenyl)-1,6-dihydropyrrolo[2,3-d]pyridazin-7-one
• 英文别名: 1-methyl-2-[4-(trifluoromethyl)phenyl]-6H-pyrrolo[2,3-d]pyridazin-7-one
• CAS: 897661-97-1
• 化学式: C₁₄H₁₀F₃N₃O
• 分子量: 293.248
• InChiKey: JWHZWEKPSZCVHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(S)-1-(5-bromopyridin-2-yl)pyrrolidin-3-yl]dimethylamine 、 1-methyl-2-(4-trifluoromethylphenyl)-1,6-dihydropyrrolo[2,3-d]pyridazin-7-one 在 copper(l) iodide 、 (1S,2S)-(+)-1,2-环己二胺 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 9.0h， 生成 (S)-6-(6-(3-(dimethylamino)pyrrolidin-1-yl)pyridin-3-yl)-1-methyl-2-(4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-d]pyridazin-7(6H)-one
  参考文献：
  名称：

  A Thienopyridazinone-Based Melanin-Concentrating Hormone Receptor 1 Antagonist with Potent in Vivo Anorectic Properties

  摘要：

  Melanin-concentrating hormone receptor antagonists containing thieno- and a benzopyridazinone cores were designed and tested as potential anorectic agents. These ligands showed high affinity for the receptor, potent functional activity in vitro, and good oral bioavailabilty in rats. The thiophene analogue exhibited low iv clearance, long half-life, and high brain penetration. In obese rats, the thienopyridazinone demonstrated a dose-dependent reduction in feeding and body weight with doses between 1 and 10 mg kg(-1).

  DOI：

  10.1021/jm051263c
• 作为产物：
  描述：

  4-(Methylamino)-2-(oxan-2-yl)-5-[2-[4-(trifluoromethyl)phenyl]ethynyl]pyridazin-3-one 在 盐酸 、 sodium hexamethyldisilazane 、 乙二醇 作用下， 以 甲醇 、 N,N-二甲基乙酰胺 为溶剂， 反应 19.5h， 生成 1-methyl-2-(4-trifluoromethylphenyl)-1,6-dihydropyrrolo[2,3-d]pyridazin-7-one
  参考文献：
  名称：

  A Thienopyridazinone-Based Melanin-Concentrating Hormone Receptor 1 Antagonist with Potent in Vivo Anorectic Properties

  摘要：

  Melanin-concentrating hormone receptor antagonists containing thieno- and a benzopyridazinone cores were designed and tested as potential anorectic agents. These ligands showed high affinity for the receptor, potent functional activity in vitro, and good oral bioavailabilty in rats. The thiophene analogue exhibited low iv clearance, long half-life, and high brain penetration. In obese rats, the thienopyridazinone demonstrated a dose-dependent reduction in feeding and body weight with doses between 1 and 10 mg kg(-1).

  DOI：

  10.1021/jm051263c

文献信息

• A Thienopyridazinone-Based Melanin-Concentrating Hormone Receptor 1 Antagonist with Potent in Vivo Anorectic Properties
  作者：Brian Dyck、Stacy Markison、Liren Zhao、Junko Tamiya、Jonathan Grey、Martin W. Rowbottom、Mingzhu Zhang、Troy Vickers、Katie Sorensen、Christi Norton、Jenny Wen、Christopher E. Heise、John Saunders、Paul Conlon、Ajay Madan、David Schwarz、Val S. Goodfellow

  DOI：10.1021/jm051263c

  日期：2006.6.1

  Melanin-concentrating hormone receptor antagonists containing thieno- and a benzopyridazinone cores were designed and tested as potential anorectic agents. These ligands showed high affinity for the receptor, potent functional activity in vitro, and good oral bioavailabilty in rats. The thiophene analogue exhibited low iv clearance, long half-life, and high brain penetration. In obese rats, the thienopyridazinone demonstrated a dose-dependent reduction in feeding and body weight with doses between 1 and 10 mg kg(-1).