2-(3-pyridinium-1-ylpropyl)benzoate | 914081-49-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-pyridinium-1-ylpropyl)benzoate
• 英文别名: 2-(3-Pyridin-1-ium-1-ylpropyl)benzoate
• CAS: 914081-49-5
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: KWWZWTBGNVSRLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  44
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-pyridinium-1-ylpropyl)benzoate 以50%的产率得到4,5-dihydro-2-benzoxepin-1(3H)-one
  参考文献：
  名称：

  Dopamine/Serotonin Receptor Ligands. 13:  Homologization of a Benzindoloazecine-Type Dopamine Receptor Antagonist Modulates the Affinities for Dopamine D₁−D₅ Receptors

  摘要：

  Enlarging the 10-membered ring of 7-methyl-6,7,8,9,14,15-hexahydro-5H-indolo[3,2-f][3] benzazecine (1, LE 300) yielded two homologue antagonists. Their affinities and inhibitory activities at D-1-D-5 receptors were measured by radioligand binding experiments and a functional Ca2+ assay. Compared to 1, phenylpropyl homologue 3 was superior in selectivity and affinity for the D5 subtype (K-i = 0.6 nM), whereas the affinity of the indolylpropyl homologue 2 for all subtypes decreased. Compounds 2, 3, 10, 11, 17, and 18 are derivatives of novel heterocyclic ring systems.

  DOI：

  10.1021/jm060213k
• 作为产物：
  描述：

  1-(1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)pyridin-1-ium bromide 在 sodium hydroxide 作用下， 反应 1.0h， 以60.5%的产率得到2-(3-pyridinium-1-ylpropyl)benzoate
  参考文献：
  名称：

  Dopamine/Serotonin Receptor Ligands. 13:  Homologization of a Benzindoloazecine-Type Dopamine Receptor Antagonist Modulates the Affinities for Dopamine D₁−D₅ Receptors

  摘要：

  Enlarging the 10-membered ring of 7-methyl-6,7,8,9,14,15-hexahydro-5H-indolo[3,2-f][3] benzazecine (1, LE 300) yielded two homologue antagonists. Their affinities and inhibitory activities at D-1-D-5 receptors were measured by radioligand binding experiments and a functional Ca2+ assay. Compared to 1, phenylpropyl homologue 3 was superior in selectivity and affinity for the D5 subtype (K-i = 0.6 nM), whereas the affinity of the indolylpropyl homologue 2 for all subtypes decreased. Compounds 2, 3, 10, 11, 17, and 18 are derivatives of novel heterocyclic ring systems.

  DOI：

  10.1021/jm060213k

文献信息

• Dopamine/Serotonin Receptor Ligands. 13:  Homologization of a Benzindoloazecine-Type Dopamine Receptor Antagonist Modulates the Affinities for Dopamine D₁−D₅ Receptors
  作者：Christoph Enzensperger、Jochen Lehmann

  DOI：10.1021/jm060213k

  日期：2006.10.1

  Enlarging the 10-membered ring of 7-methyl-6,7,8,9,14,15-hexahydro-5H-indolo[3,2-f][3] benzazecine (1, LE 300) yielded two homologue antagonists. Their affinities and inhibitory activities at D-1-D-5 receptors were measured by radioligand binding experiments and a functional Ca2+ assay. Compared to 1, phenylpropyl homologue 3 was superior in selectivity and affinity for the D5 subtype (K-i = 0.6 nM), whereas the affinity of the indolylpropyl homologue 2 for all subtypes decreased. Compounds 2, 3, 10, 11, 17, and 18 are derivatives of novel heterocyclic ring systems.