1,5,6,7,8,14b-hexahydro-naphtho[2,3-d]-azepino[4,5-b]indole-9,14-dione | 1194486-66-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,5,6,7,8,14b-hexahydro-naphtho[2,3-d]-azepino[4,5-b]indole-9,14-dione
• 英文别名: 3,13-diazapentacyclo[12.8.0.02,10.04,9.016,21]docosa-1(14),2(10),4,6,8,16,18,20-octaene-15,22-dione
• CAS: 1194486-66-2
• 化学式: C₂₀H₁₄N₂O₂
• 分子量: 314.343
• InChiKey: RPLLJKNGUJKTNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  62
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,5,6,7,8,14b-hexahydro-naphtho[2,3-d]-azepino[4,5-b]indole-9,14-dione 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以96%的产率得到1,5,6,7,8,14b-hexahydro-naphtho[2,3-d]-N-methyl-azepino[4,5-b]indole-9,14-dione
  参考文献：
  名称：

  Synthesis of 1,6,7,8-tetrahydro-naphtho[2,3-d]-azepino[4,5-b]indole-9,14-diones and their inhibitory effects on pro-inflammatory cytokines

  摘要：

  A rapid route to a series of naphthoquinone-fused indole derivatives via irradiation in a modified commercial domestic microwave is reported. The desired products were produced in high yields and short reaction times. The naphthoquinone-fused indole derivatives were evaluated for their pro-inflammatory cytokines responses using lipopolysaccharide (LPS)-stimulated RAW264.7 murine macrophages. The results showed that most of the tested compounds inhibit the production of nitric oxide (NO), prostaglandin (PG)E-2, tumour necrosis factor (TNF)-alpha, interleukin (IL)-6 and IL-1 beta in RAW264.7 cells treated with LPS. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.154
• 作为产物：
  描述：

  NQTA 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.1h， 以94%的产率得到1,5,6,7,8,14b-hexahydro-naphtho[2,3-d]-azepino[4,5-b]indole-9,14-dione
  参考文献：
  名称：

  Synthesis of 1,6,7,8-tetrahydro-naphtho[2,3-d]-azepino[4,5-b]indole-9,14-diones and their inhibitory effects on pro-inflammatory cytokines

  摘要：

  A rapid route to a series of naphthoquinone-fused indole derivatives via irradiation in a modified commercial domestic microwave is reported. The desired products were produced in high yields and short reaction times. The naphthoquinone-fused indole derivatives were evaluated for their pro-inflammatory cytokines responses using lipopolysaccharide (LPS)-stimulated RAW264.7 murine macrophages. The results showed that most of the tested compounds inhibit the production of nitric oxide (NO), prostaglandin (PG)E-2, tumour necrosis factor (TNF)-alpha, interleukin (IL)-6 and IL-1 beta in RAW264.7 cells treated with LPS. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.154