2,8-dimethoxy-5H-dibenzo[a,d][7]annulene-5-carbonitrile | 226897-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 2,8-dimethoxy-5H-dibenzo[a,d][7]annulene-5-carbonitrile
• 英文别名: 6,13-Dimethoxytricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carbonitrile
• CAS: 226897-18-3
• 化学式: C₁₈H₁₅NO₂
• 分子量: 277.323
• InChiKey: RRHMSIGUQHDYDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,8-dimethoxy-5H-dibenzo[a,d][7]annulene-5-carbonitrile 在 哌啶 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 21.0h， 生成 5-[1-(2,8-Dimethoxy-5H-dibenzo[a,d]cyclohepten-5-yl)-meth-(Z)-ylidene]-thiazolidine-2,4-dione
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activities of novel dibenzocycloheptenone derivatives

  摘要：

  A number of dibenzocycloheptenone derivatives, a novel series of aldose reductase inhibitors, were synthesized and evaluated in vitro for their ability to inhibit rat lens aldose reductase enzyme. The design of these ARIs was based on previously published pharmacophore requirements. The most active compound in this series was a spirosuccinimide derivative, spiro{2,8-dihydroxy-5H-dibenzo[a, d]cycloheptene-5,3'-pyrrolidine}-2',5'-dione 11, having an IC50 of 3.0 mu M (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80089-0
• 作为产物：
  描述：

  2,8-dimethoxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one 在 偶氮二异丁腈 N-溴代丁二酰亚胺(NBS) 、 锂硼氢 、 氯化亚砜 、 敌草腈 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 四氯化碳 、 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 53.83h， 生成 2,8-dimethoxy-5H-dibenzo[a,d][7]annulene-5-carbonitrile
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activities of novel dibenzocycloheptenone derivatives

  摘要：

  A number of dibenzocycloheptenone derivatives, a novel series of aldose reductase inhibitors, were synthesized and evaluated in vitro for their ability to inhibit rat lens aldose reductase enzyme. The design of these ARIs was based on previously published pharmacophore requirements. The most active compound in this series was a spirosuccinimide derivative, spiro{2,8-dihydroxy-5H-dibenzo[a, d]cycloheptene-5,3'-pyrrolidine}-2',5'-dione 11, having an IC50 of 3.0 mu M (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80089-0

文献信息

• Synthesis and aldose reductase inhibitory activities of novel dibenzocycloheptenone derivatives
  作者：Jun Inoue、Ying-She Cui、Libaniel Rodriguez、Zhou Chen、Peter F Kador

  DOI：10.1016/s0223-5234(99)80089-0

  日期：1999.5

  A number of dibenzocycloheptenone derivatives, a novel series of aldose reductase inhibitors, were synthesized and evaluated in vitro for their ability to inhibit rat lens aldose reductase enzyme. The design of these ARIs was based on previously published pharmacophore requirements. The most active compound in this series was a spirosuccinimide derivative, spiro2,8-dihydroxy-5H-dibenzo[a, d]cycloheptene-5,3'-pyrrolidine}-2',5'-dione 11, having an IC50 of 3.0 mu M (C) Elsevier, Paris.