13,14-dichloro-2,10-dimethyldibenzo[b,j][1,7]phenanthroline | 195823-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 13,14-dichloro-2,10-dimethyldibenzo[b,j][1,7]phenanthroline
• 英文别名: 8,14-Dichloro-2,10-dimethylquinolino[2,3-a]acridine
• CAS: 195823-23-5
• 化学式: C₂₂H₁₄Cl₂N₂
• 分子量: 377.273
• InChiKey: WICPHQSUVBPKTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  13,14-dichloro-2,10-dimethyldibenzo[b,j][1,7]phenanthroline 在 lithium aluminium tetrahydride 作用下， 生成 2,10-dimethyldibenzo[b,j][1,7]phenanthroline
  参考文献：
  名称：

  Use of polycyclic aromatic compounds for making medicines capable of inhibiting telomerase

  摘要：

  本发明涉及使用具有与G四链结构结合能力的芳香化合物来制备具有抗端粒酶效应的药物。所述化合物对应于式（I），其中：R1、R2和R3相同或不同，表示氢原子或—CH2—NH—（CH2）n—X基团，其中n是2至4的整数，X选自—NH2—、—N（CH3）2基团、如哌啶基、咪唑基、吗啉基或吲哚型缩合杂环基团等杂环基团；—Z表示CH或N，每种化合物在Z位置含有两个氮原子。本发明有助于制备抗癌药物。

  公开号：

  US20040034023A1
• 作为产物：
  描述：

  1,3-二碘苯 在 copper(l) iodide 、 铜 、 potassium carbonate 、 三氯氧磷 作用下， 以 戊醇 为溶剂， 反应 27.5h， 生成 13,14-dichloro-2,10-dimethyldibenzo[b,j][1,7]phenanthroline
  参考文献：
  名称：

  Cyclobisintercaland Macrocycles:  Synthesis and Physicochemical Properties of Macrocyclic Polyamines Containing Two Crescent-Shaped Dibenzophenanthroline Subunits

  摘要：

  A general access to isomeric dibenzo[bj]phenanthrolinedicarboxaldehydes is described. These pentacyclic planar quinacridine compounds exhibit crescent-shaped forms that fulfill the geometrical requirements of providing broad overlap of nucleobase pairs or triplets. The dialdehyde derivatives have been condensed with various polyamines to give macrocyclic dimeric structures, cyclobisintercalands, of variable size, charge, and shape. The related water-soluble monomeric quinacridines were prepared from the dialdehydes by grafting ammonium groups; The physicochemical properties of the monomeric quinacridines and of the macrocyclic bis-quinacridines have been investigated by spectroscopic methods (UV-vis, fluorescence, NMR). The results show that some of these macrocyclic compounds could exist as semiclosed conformers suitable to accommodate a pair of nucleotides.

  DOI：

  10.1021/jo970496b

文献信息

• Use of polycyclic aromatic compounds for making medicines capable of inhibiting telomerase
  申请人：——

  公开号：US20040034023A1

  公开（公告）日：2004-02-19

  The invention concerns the use of aromatic compounds capable of binding with G-quadruplex structures to produce medicines with anti-telomerase effect. Said compounds correspond to formula (I) wherein: R 1 , R 2 and R 3 , identical or different, represent a hydrogen atom, or a —CH 2 —NH—(CH 2 ) n —X group, wherein n is an integer from 2 to 4, and X is selected among —NH 2 —, —N(CH 3 ) 2 radicals, a heterocyclic radical such as piperidyl, imidazolyl, morpholinyl radical, or an indole-type condensed heterocyclic radical, —Z represents CH or N, each compound comprising two nitrogen atoms in the Z positions. The invention is useful for producing anticancer medicines.

  本发明涉及使用具有与G四链结构结合能力的芳香化合物来制备具有抗端粒酶效应的药物。所述化合物对应于式（I），其中：R1、R2和R3相同或不同，表示氢原子或—CH2—NH—（CH2）n—X基团，其中n是2至4的整数，X选自—NH2—、—N（CH3）2基团、如哌啶基、咪唑基、吗啉基或吲哚型缩合杂环基团等杂环基团；—Z表示CH或N，每种化合物在Z位置含有两个氮原子。本发明有助于制备抗癌药物。
• Cyclobisintercaland Macrocycles:  Synthesis and Physicochemical Properties of Macrocyclic Polyamines Containing Two Crescent-Shaped Dibenzophenanthroline Subunits
  作者：Olivier Baudoin、Marie-Paule Teulade-Fichou、Jean-Pierre Vigneron、Jean-Marie Lehn

  DOI：10.1021/jo970496b

  日期：1997.8.1

  A general access to isomeric dibenzo[bj]phenanthrolinedicarboxaldehydes is described. These pentacyclic planar quinacridine compounds exhibit crescent-shaped forms that fulfill the geometrical requirements of providing broad overlap of nucleobase pairs or triplets. The dialdehyde derivatives have been condensed with various polyamines to give macrocyclic dimeric structures, cyclobisintercalands, of variable size, charge, and shape. The related water-soluble monomeric quinacridines were prepared from the dialdehydes by grafting ammonium groups; The physicochemical properties of the monomeric quinacridines and of the macrocyclic bis-quinacridines have been investigated by spectroscopic methods (UV-vis, fluorescence, NMR). The results show that some of these macrocyclic compounds could exist as semiclosed conformers suitable to accommodate a pair of nucleotides.