4-(6-Methoxy-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalen-1-yl)-pyridine | 208042-27-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 4-(6-Methoxy-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalen-1-yl)-pyridine
• 英文别名: 4-(6-methoxy-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalen-1-yl)pyridine
• CAS: 208042-27-7
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: XPZLSAZRILMQEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(6-Methoxy-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalen-1-yl)-pyridine 在 sodium hydroxide 、 过氧化脲素 、 苯甲腈 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以67%的产率得到exo-6-methoxy-1-(4-pyridyl-N-oxide)-1a,2,3,7b-tetrahydro-1H-cyclopropanaphthalene
  参考文献：
  名称：

  N-Oxide formation causes loss of aromatase inhibitory activity of pyridyl-substituted tetrahydronaphthalenes

  摘要：

  N-Oxidation plays a role in the metabolism of numerous pyridine-substituted drugs. In order to examine the effect of a possible N-oxidation on the activity of nonsteroidal aromatase inhibitors, three potent pyridine-substituted tetrahydronaphthalenes were converted to their corresponding N-oxides. Using human placental aromatase, it was shown that N-oxidation causes a nearly complete loss of aromatase inhibitory activity.

  DOI：

  10.1016/0223-5234(96)88231-6
• 作为产物：
  描述：

  (2E)-7-methoxy-2-(pyridin-4-ylmethylidene)-3,4-dihydronaphthalen-1(2H)-one 在 氢氧化钾 、 肼 作用下， 生成 4-(6-Methoxy-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalen-1-yl)-pyridine
  参考文献：
  名称：

  N-Oxide formation causes loss of aromatase inhibitory activity of pyridyl-substituted tetrahydronaphthalenes

  摘要：

  N-Oxidation plays a role in the metabolism of numerous pyridine-substituted drugs. In order to examine the effect of a possible N-oxidation on the activity of nonsteroidal aromatase inhibitors, three potent pyridine-substituted tetrahydronaphthalenes were converted to their corresponding N-oxides. Using human placental aromatase, it was shown that N-oxidation causes a nearly complete loss of aromatase inhibitory activity.

  DOI：

  10.1016/0223-5234(96)88231-6