7-methyl-6a,7,8,9-tetrahydro-1,3-dioxolo[5,6][1]benzopyrano(4,3,2-ij)isoquinoline | 113793-97-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-methyl-6a,7,8,9-tetrahydro-1,3-dioxolo[5,6][1]benzopyrano(4,3,2-ij)isoquinoline
• 英文别名: 13-Methyl-4,6,11-trioxa-13-azapentacyclo[10.7.1.02,10.03,7.016,20]icosa-1(19),2(10),3(7),8,16(20),17-hexaene
• CAS: 113793-97-8
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: WDBXXFPPMZAFFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-iodo-2-(methoxycarbonyl)benzoic acid 在 吡啶 、 草酰氯 、 diisopropyl aluminum hydride 、 硼烷 、 水 、 氢溴酸 、 silver(I) acetate 、 铜 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 异丙醚 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 甲苯 、 苯 为溶剂， 反应 23.5h， 生成 7-methyl-6a,7,8,9-tetrahydro-1,3-dioxolo[5,6][1]benzopyrano(4,3,2-ij)isoquinoline
  参考文献：
  名称：

  Preparation of 7-oxaaporphine derivatives and evaluation of their dopaminergic activity

  摘要：

  A series of 7-oxaaporphine derivatives was prepared. The compounds were evaluated as dopaminergic agents. None of them showed either affinity for dopamine receptors or activity in vivo in the climbing behavior (mice) and turning behavior (6-hydroxydopamine-lesioned rats) tests. The lack of activity is tentatively related to the effect of the oxygen atom on the pKa of these molecules.

  DOI：

  10.1021/jm00402a036

文献信息

• BANZATTI, CARLO;CARFAGNA, NICOLA;COMMISSO, ROBERTO;HEIDEMPERGHER, FRANCO;+, J. MED. CHEM., 31,(1988) N 7, 1466-1471
  作者：BANZATTI, CARLO、CARFAGNA, NICOLA、COMMISSO, ROBERTO、HEIDEMPERGHER, FRANCO、+

  DOI：——

  日期：——
• Preparation of 7-oxaaporphine derivatives and evaluation of their dopaminergic activity
  作者：Carlo Banzatti、Nicola Carfagna、Roberto Commisso、Franco Heidempergher、Lorenzo Pegrassi、Piero Melloni

  DOI：10.1021/jm00402a036

  日期：1988.7

  A series of 7-oxaaporphine derivatives was prepared. The compounds were evaluated as dopaminergic agents. None of them showed either affinity for dopamine receptors or activity in vivo in the climbing behavior (mice) and turning behavior (6-hydroxydopamine-lesioned rats) tests. The lack of activity is tentatively related to the effect of the oxygen atom on the pKa of these molecules.