| 1416417-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• CAS: 1416417-91-8
• 化学式: C₂₃H₂₅N₇O₂
• 分子量: 431.497
• InChiKey: CMOPDQZXCFOBGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  657.2±55.0 °C(Predicted)
• 密度：
  1.340±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  133.14
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 作用下， 以 氯仿 、 乙酸乙酯 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  A dimeric form of N-methoxycarbonyl-2-amino-1,8-naphthyridine bound to the A–A mismatch in the CAG/CAG base triad in dsRNA

  摘要：

  A dimeric form of N-methoxycarbonyl-2-amino-1,8-naphthyridine (MCND) connected at the C2 position with a three-atom linker was examined for the binding to mismatches in double stranded RNA. Despite the fully complementary hydrogen bonding groups to guanine, MCND did not bind to guanine-guanine mismatch but did to adenine-adenine mismatch. The base pairs flanking the mismatch had weak effect on the binding, with showing the strongest binding to the A-A mismatch in the CAG/CAG sequence. The A-A mismatch in the GAC/GAC sequence was a poor substrate for the MCND binding. A monomeric derivative of MCND and another derivative lacking a methylcarbamate group showed negligilble binding to the A-A mismatch and the sequence selectivity. These results are important clues for the better molecular design of RNA binding small molecules. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.014
• 作为产物：
  描述：

  Boc-MCND 在 potassium hydroxide 作用下， 以 水 、 二乙二醇 为溶剂， 反应 17.5h， 以55%的产率得到
  参考文献：
  名称：

  A dimeric form of N-methoxycarbonyl-2-amino-1,8-naphthyridine bound to the A–A mismatch in the CAG/CAG base triad in dsRNA

  摘要：

  A dimeric form of N-methoxycarbonyl-2-amino-1,8-naphthyridine (MCND) connected at the C2 position with a three-atom linker was examined for the binding to mismatches in double stranded RNA. Despite the fully complementary hydrogen bonding groups to guanine, MCND did not bind to guanine-guanine mismatch but did to adenine-adenine mismatch. The base pairs flanking the mismatch had weak effect on the binding, with showing the strongest binding to the A-A mismatch in the CAG/CAG sequence. The A-A mismatch in the GAC/GAC sequence was a poor substrate for the MCND binding. A monomeric derivative of MCND and another derivative lacking a methylcarbamate group showed negligilble binding to the A-A mismatch and the sequence selectivity. These results are important clues for the better molecular design of RNA binding small molecules. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.014

文献信息

• Design and Synthesis of Cyclic Mismatch-Binding Ligands (CMBLs) with Variable Linkers by Ring-Closing Metathesis and their Photophysical and DNA Repeat Binding Properties
  作者：Sanjukta Mukherjee、Chikara Dohno、Kazuhiko Nakatani

  DOI：10.1002/chem.201702064

  日期：2017.8.22

  Cyclophane-containing bis(2-amino-1,8-naphthyridine) moieties attached to variable linkers at the C2-position (linker B) were synthesized as cyclic mismatch-binding ligands (CMBLs). Ring-closing metathesis (RCM) is used as a key step for the introduction of double bonds at the linker B. Decreasing the size of the linker of the substrate, formation of the RCM products with an increasing trans/cis (E/Z)

  合成了在C2位置（接头B）连接至可变接头的含环烷的双（2-氨基-1,8-萘啶）部分，作为环状错配结合配体（CMBLs）。闭环复分解（RCM）被用作在连接子B引入双键的关键步骤。减小底物的连接子尺寸，形成具有增加的反式/顺式（E / Z）的RCM产品观察到该比率具有中等至高的总产量。对于具有较长接头（n = 3）的CMBL，观察到浓度依赖的荧光光谱，而对于具有较短接头（n = 2和/或1）的CMBL，观察到浓度无关的光谱，但存在明显的例外。Ë -烯烃6 一。还观察到随着溶剂疏水性的增加，CMBLs的吸收和荧光光谱也随之变化。含99–100％甲醇的溶液中CMBLs的吸收光谱和荧光光谱与单体相似。通过使用表面等离振子共振（SPR）分析和圆二色性（CD）光谱研究了这些CMBL与重复DNA结构的结合行为。环状E-烯烃1a（n = 3）和3a（n = 2）与d（CCTG）9和d（CAG）9呈正交键合关系。然而，随着从化合物2b（n＝