4H,6H-5-(3',3'-Dimethylallyl)-9-trifluoromethylbenz[de]oxazolo[5,4-g]isoquinoline-4,6-dione | 312699-48-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 4H,6H-5-(3',3'-Dimethylallyl)-9-trifluoromethylbenz[de]oxazolo[5,4-g]isoquinoline-4,6-dione
• 英文别名: 3-(3-methylbut-2-enyl)-12-(trifluoromethyl)-11-oxa-3,13-diazatetracyclo[7.6.1.05,16.010,14]hexadeca-1(15),5,7,9(16),10(14),12-hexaene-2,4-dione
• CAS: 312699-48-2
• 化学式: C₁₉H₁₃F₃N₂O₃
• 分子量: 374.319
• InChiKey: MFUKRKVRUTXZHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  63.41
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4H,6H-5-(3',3'-Dimethylallyl)-9-trifluoromethylbenz[de]oxazolo[5,4-g]isoquinoline-4,6-dione 在 氧气 、 焦磷酸硫胺素 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 3-(2-Hydroperoxy-3-methylbut-3-enyl)-12-(trifluoromethyl)-11-oxa-3,13-diazatetracyclo[7.6.1.05,16.010,14]hexadeca-1(15),5,7,9(16),10(14),12-hexaene-2,4-dione
  参考文献：
  名称：

  Novel and highly efficient DNA photocleavers: hydroperoxides of heterocyclic-fused naphthalimides

  摘要：

  A series of novel hydroperoxides of heterocyclic-fused naphthalimides were designed, synthesized and exhibited excellent DNA photonicking activities. Among these compounds, the benzothiophenonaphthalimide-type reagent proved to be the most efficient, it can induce single-strand nicks in duplex DNA at micromolar concentration upon illumination. The relationship between the molecular structure and cleaving activities was discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01304-6
• 作为产物：
  描述：

  4-溴-3-硝基-1,8-萘酐 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 乙醇 为溶剂， 反应 14.0h， 生成 4H,6H-5-(3',3'-Dimethylallyl)-9-trifluoromethylbenz[de]oxazolo[5,4-g]isoquinoline-4,6-dione
  参考文献：
  名称：

  Novel and highly efficient DNA photocleavers: hydroperoxides of heterocyclic-fused naphthalimides

  摘要：

  A series of novel hydroperoxides of heterocyclic-fused naphthalimides were designed, synthesized and exhibited excellent DNA photonicking activities. Among these compounds, the benzothiophenonaphthalimide-type reagent proved to be the most efficient, it can induce single-strand nicks in duplex DNA at micromolar concentration upon illumination. The relationship between the molecular structure and cleaving activities was discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01304-6

文献信息

• Synthesis of fluorine-containing oxazolonaphthalimide hydroperoxides as DNA photocleavers
  作者：Wei Yao、Xuhong Qian

  DOI：10.1016/s0022-1139(00)00304-3

  日期：2000.10

  Novel fluorine-containing hydroperoxides of oxazolonaphthalimide were designed and synthesized. The interactions of these compounds with DNA were studied. (C) 2000 Elsevier Science S.A. All rights reserved.