6-ethyl-5H-benzocarbazole | 142818-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 6-ethyl-5H-benzocarbazole
• 英文别名: 6-Ethyl-5 h-benzo[b]carbazole；6-ethyl-5H-benzo[b]carbazole
• CAS: 142818-06-2
• 化学式: C₁₈H₁₅N
• 分子量: 245.324
• InChiKey: NYTHNENIJCYDCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  邻氨基苯甲酸 、 1-ethylpyrano<3,4-b>indol-3-one 在 三氯乙酰氯 、 亚硝酸异戊酯 作用下， 生成 6-ethyl-5H-benzocarbazole 、 6-ethyl-5-(4-phenoxy-n-butyl)-5H-benzocarbazole
  参考文献：
  名称：

  New potential DNA intercalators of the carbazole series from indole-2,3-quinodimethanes: Synthesis, crystal structure, and molecular modeling with a watson-crick mini-helix

  摘要：

  1-Alkylpyrano[3,4-b]indol-3-ones 3 react via a Diels-Alder step with an aryne or N-phenylmaleimide to furnish the new [b]annellated carbazoles 4-10 in a one-pot process. In an analogous procedure, the in situ generated N-benzoylindole-2,3-quinodimethane (13) reacted with quinones to furnish the dioxocarbazoles 14-16. Compounds 4 8 and 14-16 with a coplanar skeleton are members of a class of potential DNA intercalators, as has been shown for 5 and 8 by X-ray structural analysis. On the basis of the geometries determined by X-ray crystallography, the intercalative binding of these molecules with a Watson-Crick mini-helix was predicted by molecular modeling methods,

  DOI：

  10.1007/bf00819524

文献信息

• A One-Pot Access to [b]Annellated Carbazoles as Potential DNA Intercalators via Diels-Alder Reactions with 1-Alkylpyrano[3,4-b]indol-3-ones
  作者：Ulf Pindur、Manfred Haber、Houshang Erfanian-Abdoust

  DOI：10.3987/com-91-5964

  日期：——

  1-Alkylpyrano[3,4-b]indol-3-ones (3) react via a Diels-Alder process with arynes or N-phenylmaleimide to furnish [b]annellated carbazoles (4-10) in a one-pot procedure. Compounds (4-8) with a coplanar framework belong to the class of potential DNA intercalators.
• HETEROCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING ELEMENT COMPRISING SAME
  申请人：LG Chem, Ltd.

  公开号：US20180148641A1

  公开（公告）日：2018-05-31

  The present specification relates to a hetero-cyclic compound and an organic light emitting device including the same.
• New potential DNA intercalators of the carbazole series from indole-2,3-quinodimethanes: Synthesis, crystal structure, and molecular modeling with a watson-crick mini-helix
  作者：M. Dr�ger、M. Haber、H. Erfanian-Abdoust、U. Pindur、Kristin Sattler

  DOI：10.1007/bf00819524

  日期：1993.5

  1-Alkylpyrano[3,4-b]indol-3-ones 3 react via a Diels-Alder step with an aryne or N-phenylmaleimide to furnish the new [b]annellated carbazoles 4-10 in a one-pot process. In an analogous procedure, the in situ generated N-benzoylindole-2,3-quinodimethane (13) reacted with quinones to furnish the dioxocarbazoles 14-16. Compounds 4 8 and 14-16 with a coplanar skeleton are members of a class of potential DNA intercalators, as has been shown for 5 and 8 by X-ray structural analysis. On the basis of the geometries determined by X-ray crystallography, the intercalative binding of these molecules with a Watson-Crick mini-helix was predicted by molecular modeling methods,