2,3,4,6-tetrahydropyrido[2,3-d]pyridazin-5(1H)-one | 15370-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,3,4,6-tetrahydropyrido[2,3-d]pyridazin-5(1H)-one
• 英文别名: 1,2,3,4-Tetrahydropyrido<2,3-d>-pyridazin-5(6H)-on；1,2,3,4-Tetrahydropyrido<2,3-d>pyridazinon-5；2,3,4,6-tetrahydro-1H-pyrido[2,3-d]pyridazin-5-one；1,2,3,4-Tetrahydropyrido[2,3-d]pyridazine-5(6H)-one；2,3,4,6-tetrahydro-1H-pyrido[2,3-d]pyridazin-5-one
• CAS: 15370-82-8
• 化学式: C₇H₉N₃O
• 分子量: 151.168
• InChiKey: CKDHLZMKLQRZRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基烟酸 在 platinum(IV) oxide 、 N-溴代丁二酰亚胺(NBS) 、 硫酸 、 氢气 、 一水合肼 、 三氟乙酸 作用下， 以 甲醇 、 四氯化碳 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 69.0h， 生成 2,3,4,6-tetrahydropyrido[2,3-d]pyridazin-5(1H)-one
  参考文献：
  名称：

  Tetrahydropyrido[d]pyridazinones—promising scaffolds for drug discovery

  摘要：

  An approach to the synthesis of all possible tetrahydropyrido[d]pyridazinones has been developed. The method relies on the catalytic hydrogenation of the corresponding aromatic counterparts, which were obtained by cyclization of the relevant dibromomethyl-substituted pyridinecarboxylates with hydrazine. The synthetic schemes include 4-5 steps starting from commercially available materials. The tetrahydropyrido[d]pyridazinone scaffolds are combinations of a saturated heterocycle (piperidine) and a privileged aromatic heterocycle (pyridazinone); hence they are promising starting points for the design in medicinal chemistry. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.06.029

文献信息

• Tetrahydropyrido[d]pyridazinones—promising scaffolds for drug discovery
  作者：Anatoliy G. Yaremenko、Dmitriy M. Volochnyuk、Vyacheslav V. Shelyakin、Oleksandr O. Grygorenko

  DOI：10.1016/j.tet.2013.06.029

  日期：2013.8

  An approach to the synthesis of all possible tetrahydropyrido[d]pyridazinones has been developed. The method relies on the catalytic hydrogenation of the corresponding aromatic counterparts, which were obtained by cyclization of the relevant dibromomethyl-substituted pyridinecarboxylates with hydrazine. The synthetic schemes include 4-5 steps starting from commercially available materials. The tetrahydropyrido[d]pyridazinone scaffolds are combinations of a saturated heterocycle (piperidine) and a privileged aromatic heterocycle (pyridazinone); hence they are promising starting points for the design in medicinal chemistry. (C) 2013 Published by Elsevier Ltd.