9-Allyl-5,6-dimethoxy-7H,9H-8-oxa-1-aza-phenalen-9-ol | 858345-93-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 9-Allyl-5,6-dimethoxy-7H,9H-8-oxa-1-aza-phenalen-9-ol
• 英文别名: 7,8-dimethoxy-12-prop-2-enyl-11-oxa-2-azatricyclo[7.3.1.05,13]trideca-1,3,5,7,9(13)-pentaen-12-ol
• CAS: 858345-93-4
• 化学式: C₁₆H₁₇NO₄
• 分子量: 287.315
• InChiKey: JWMZGOXIXLYJAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9-Allyl-5,6-dimethoxy-7H,9H-8-oxa-1-aza-phenalen-9-ol 在 sodium tetrahydroborate 、 硼烷四氢呋喃络合物 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 生成 3-(5,6,9-Trimethoxy-7H,9H-8-oxa-1-aza-phenalen-9-yl)-propan-1-ol
  参考文献：
  名称：

  Synthesis of tricyclic analogs of stephaoxocanidine and their evaluation as acetylcholinesterase inhibitors

  摘要：

  The synthesis of simplified analogs of the novel isoquinoline alkaloid stephaoxocanidine, carrying the oxazaphenalene ABC-ring system of the natural product, and their activity as inhibitors of the enzyme acetylcholinesterase, are reported. 5,6-Dimethoxy-7H-8-oxa-1-aza-phenalen-9-one (5) was as active as a Narcissus extract enriched in galantamine. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.005
• 作为产物：
  描述：

  5,6-Dimethoxy-7H-8-oxa-1-aza-phenalen-9-one 、 烯丙基溴化镁 以 二氯甲烷 为溶剂， 以85%的产率得到9-Allyl-5,6-dimethoxy-7H,9H-8-oxa-1-aza-phenalen-9-ol
  参考文献：
  名称：

  Synthesis of tricyclic analogs of stephaoxocanidine and their evaluation as acetylcholinesterase inhibitors

  摘要：

  The synthesis of simplified analogs of the novel isoquinoline alkaloid stephaoxocanidine, carrying the oxazaphenalene ABC-ring system of the natural product, and their activity as inhibitors of the enzyme acetylcholinesterase, are reported. 5,6-Dimethoxy-7H-8-oxa-1-aza-phenalen-9-one (5) was as active as a Narcissus extract enriched in galantamine. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.005