6-(4-chloromethylphenyl)phenanthridine

• 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: 6-(4-chloromethylphenyl)phenanthridine
• 英文别名: 6-(4-Chloromethyl-phenyl)-phenanthridine；6-[4-(chloromethyl)phenyl]phenanthridine
• 化学式: C₂₀H₁₄ClN
• 分子量: 303.791
• InChiKey: GLWGBFXFXANWBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-(4-chloromethylphenyl)phenanthridine 在 sodium sulfite 作用下， 以 甲醇 、 水 为溶剂， 反应 11.0h， 以1 g的产率得到(4-(phenanthridin-6-yl)phenyl)methanesulfonate sodium salt
  参考文献：
  名称：

  [EN] NEW BIS-IRIDIUM-COMPLEXES FOR MANUFACTURING OF ECL-LABELS
  [FR] NOUVEAUX COMPLEXES DE BIS-IRIDIUM POUR PRÉPARER DES MARQUEURS POUR ÉLECTROCHIMILUMINESCENCE (ECL)

  摘要：

  本发明涉及新型基于双铱的Ir(III)配合物，利用这些配合物制造的标记以及生产这些配合物的方法。

  公开号：

  WO2014019710A1
• 作为产物：
  描述：

  4-氯甲基苯甲酰氯 在 三氯氧磷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 36.0h， 生成 6-(4-chloromethylphenyl)phenanthridine
  参考文献：
  名称：

  NEW BIS-IRIDIUM-COMPLEXES FOR MANUFACTURING OF ECL-LABELS

  摘要：

  本发明涉及新型基于双铱的Ir(III)配合物，使用这些配合物制造的标签以及生产这些配合物的方法。

  公开号：

  US20150148536A1

文献信息

• [EN] NEW BIS-IRIDIUM-COMPLEXES FOR MANUFACTURING OF ECL-LABELS<br/>[FR] NOUVEAUX COMPLEXES DE BIS-IRIDIUM POUR PRÉPARER DES MARQUEURS POUR ÉLECTROCHIMILUMINESCENCE (ECL)
  申请人：ROCHE DIAGNOSTICS GMBH

  公开号：WO2014019710A1

  公开（公告）日：2014-02-06

  The present invention relates to novel bis-iridium-based Ir(III) complexes, labels manufactured using these complexes and a method for producing such complexes.

  本发明涉及新型基于双铱的Ir(III)配合物，利用这些配合物制造的标记以及生产这些配合物的方法。
• Bis-iridium-complexes for manufacturing of ECL-labels
  申请人：Roche Diagnostics Operations, Inc.

  公开号：US10227366B2

  公开（公告）日：2019-03-12

  The present invention relates to novel bis-iridium-based Ir(III) complexes, labels manufactured using these complexes and a method for producing such complexes.

  本发明涉及新型双铱基 Ir(III)络合物、使用这些络合物制造的标签以及生产这些络合物的方法。
• WO2020050729A5
  申请人：——

  公开号：WO2020050729A5

  公开（公告）日：2022-06-23
• Physico-Chemical Properties of 5′-Polyarene Tethered DNA-Conjugates, and Their Duplexes with Complementary RNA
  作者：Nitin Puri、Jyoti Chattopadhyaya

  DOI：10.1080/07328319908044641

  日期：1999.11

  Fluorophores 1-13 when covalently linked to the 5'-terminus of 9-mer ssDNA (as in ssDNA-conjugates 16-28) enhance the stablity of the duplexes with both RNA (29) and DNA (30) targets compared to the natural counterparts, which, for the first time, demonstrated the effect of the bulk and the x-electron density of various 5'-tethered fluorophores on the heteroduplex stability. It has been found that decreasing the pi-electron density of the fluorophore induces a more favourable pi-pi interaction with the adjacent nucleobase, leading to higher duplex stability. Increasing the surface-area of 5'-stacked fluorophore only increases the thermal stability of the duplex, if it leads to an increase in the area of pi-overlap with the adjacent nucleobase. The fluorescence characteristics show that the tethered-fluorophores stack to the exterior of the terminal nucleobase pair, except for 5'-tethered-alpha-Napthalene (10), which shows dramatic enhancement in fluorescence as normally observed for the minor groove binders. CD data shows that tethering the DNA with different fluorophores at the 5'-end did not make any gross changes in the helical structure of the duplexes of DNA-conjugates with RNA and DNA targets compared to the natural counterparts. It has emerged that the 5'-tethered fluorophores assist in pre-organising the ssDNA-conjugates into a helical conformation more effectively by a stronger fluorophore-nucleobase stacking than in the native ssDNA. All DNA-conjugates tested assisted in cleavage of the complementary RNA strand by RNase H. The RNase H activation by 5'-conjugated DNA-RNA duplex decreased with the decrease of their thermal stabilities, and as they deviated from the structure of the corresponding native DNA-RNA duplex. It has been also found that both native and conjugated DNA-DNA duplexes can indeed block the RNase H activity, thereby reducing the effect of a potential antisense agent. This implies that the palindromic as well hairpin-forming sequences of antisense DNA should be avoided.
• A RADIOLABELLED COMPOUND OF QUATERNARY AMMONIUM SALT OF A POLYCYCLIC AROMATIC AMINE, THE USE OF THE RADIOLABELLED COMPOUND IN A DIAGNOSTIC METHOD OF POSITRON EMISSION TOMOGRAPHY, AND A PHARMACEUTICAL COMPOSITION CONTAINING THE RADIOLABELLED COMPOUND OF QUATERNARY AMMONIUM SALT OF A POLYCYCLIC AROMATIC AMINE
  申请人：Synektik S.A.

  公开号：EP3814325A1

  公开（公告）日：2021-05-05