1-(pyren-1-yl)-N-(pyridin-2-ylmethyl)methanamine | 1268636-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-(pyren-1-yl)-N-(pyridin-2-ylmethyl)methanamine
• 英文别名: N-((pyren-3-yl)methyl)(pyridin-2-yl)methanamine；N-(pyren-1-ylmethyl)(pyridin-2-yl)methanamine；1-pyren-1-yl-N-(pyridin-2-ylmethyl)methanamine
• CAS: 1268636-50-5
• 化学式: C₂₃H₁₈N₂
• 分子量: 322.409
• InChiKey: CSSGTQQNOQISIW-UHFFFAOYSA-N

物化性质

• 沸点：
  523.4±30.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(pyren-1-yl)-N-(pyridin-2-ylmethyl)methanamine 、 间二溴苄 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 12.5h， 以60%的产率得到N-(pyren-1-ylmethyl)-1-[3-[[pyren-1-ylmethyl(pyridin-2-ylmethyl)amino]methyl]phenyl]-N-(pyridin-2-ylmethyl)methanamine
  参考文献：
  名称：

  Ratiometric Fluorescent Chemosensor for Silver Ion at Physiological pH

  摘要：

  Bis-pyrene derivative 1, bearing two pyrene and pyridine groups, was synthesized as a ratiometric fluorescent chemosensor for Ag+ in aqueous solution. Fluorescent chemosensor 1 displayed a selective ratiometric change with Ag+ which was attributed to the excimer-monomer emissions of pyrenes. A mechanism for the binding mode was proposed based on fluorescence changes, NMR experiments, and theoretical calculations.

  DOI：

  10.1021/ic1018967
• 作为产物：
  描述：

  1-芘甲醛 在 sodium tetrahydroborate 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 6.0h， 生成 1-(pyren-1-yl)-N-(pyridin-2-ylmethyl)methanamine
  参考文献：
  名称：

  Ratiometric Fluorescent Chemosensor for Silver Ion at Physiological pH

  摘要：

  Bis-pyrene derivative 1, bearing two pyrene and pyridine groups, was synthesized as a ratiometric fluorescent chemosensor for Ag+ in aqueous solution. Fluorescent chemosensor 1 displayed a selective ratiometric change with Ag+ which was attributed to the excimer-monomer emissions of pyrenes. A mechanism for the binding mode was proposed based on fluorescence changes, NMR experiments, and theoretical calculations.

  DOI：

  10.1021/ic1018967

文献信息

• Fluorescent Sensing and Discrimination of ATP and ADP Based on a Unique Sandwich Assembly of Pyrene-Adenine-Pyrene
  作者：Zhaochao Xu、David R. Spring、Juyoung Yoon

  DOI：10.1002/asia.201100120

  日期：2011.8.1

  discriminate adenosine‐5′‐triphosphate (ATP) from various nucleoside triphosphates, such as GTP, CTP, UTP, and TTP. The ability to distinguish ATP from adenosine diphosphate (ADP) by fluorescent signals is also urgently desired. Herein, we report two pyrene‐based zinc complexes as nucleoside polyphosphate receptors with high selectivity for ATP and ADP based on fluorescence and NMR studies. A unique

  区分腺苷-5'-三磷酸（ATP）与各种核苷三磷酸（如GTP，CTP，UTP和TTP）仍然是一项艰巨的任务。还迫切需要通过荧光信号将ATP与二磷酸腺苷（ADP）区分开的能力。本文中，我们基于荧光和NMR研究报告了两种基于pyr的锌配合物作为核苷多磷酸盐受体，对ATP和ADP具有高选择性。在化合物1的情况下，观察到独特的pyr-腺嘌呤-re夹心结构与ATP或ADP结合使用，导致单体荧光强度增加；而三磷酸核苷的其他碱基（例如GTP，CTP，UTP和TTP）没有被夹在中间，导致pyr的单体-准分子荧光转换。具有with-–组装体的各种核碱基的不同结合模式使1成为ANP的高度选择性荧光传感器（N = di，tri）。在化合物2的情况下，前0.5当量的ATP诱导强烈的准分子发射，而ADP引起单体荧光峰大幅增强。这种荧光变化使2成为区分ATP和ADP的有效传感器。
• Pyrene pyridine-conjugate as Ag selective fluorescent chemosensor
  作者：K. Velmurugan、A. Raman、S. Easwaramoorthi、R. Nandhakumar

  DOI：10.1039/c4ra04001e

  日期：——

  alternations in the photophysical properties. The binding of Ag+ ion prevents excimer formation and also induces intramolecular photoinduced electron transfer (PET) from the pyridine–Ag+ ion bound receptor to pyrene because of structural rigidification, which quenches excimer and monomer emissions with a butterfly-like skeleton.

  已经开发出一种新的pyr吡啶共轭物（PPC）作为Ag +离子的选择性荧光传感器。探针PPC表现出高的选择性和灵敏度朝向的Ag +作为荧光'开关'在HEPES缓冲DMSO-H行为2 O（1：1，（V / V）HEPES = 50毫米，pH值= 7.4）与检测溶液极限为0.29×10 -8 M -1。Ag +离子的关断荧光感测通过双重途径发生，即光物理性质的变化和交替。Ag +的结合离子阻止准分子形成，并且由于结构刚性而诱导分子内光诱导电子从吡啶-Ag +离子键合受体转移到pyr，从而消除了准分子和单体发射，并具有蝴蝶状骨架。
• Chromophore appended DPA-based copper(<scp>ii</scp>) complexes with a diimine motif towards DNA binding and fragmentation studies
  作者：Shobhit Mathur、Kalai Selvan Karumban、Arabinda Muley、Nikhil Tuti、Unnikrishnan Paruthiyezhath Shaji、Indrajit Roy、Anushka Verma、Manoj Kumar Kumawat、Anindya Roy、Somnath Maji

  DOI：10.1039/d3dt01864d

  日期：——

  DNA-binding studies, with the sites and mode of interactions against B-DNA varying with 1 and 2. Evaluation of the DNA binding properties of the complexes to linearized plasmid DNA indicated that 2 had modest DNA binding properties, which is a pre-requisite for a genotoxic agent. The effect of 1 and 2 on cell survival was analysed using HeLa cells by MTT assay and it was observed that the IC50 values

  混合配体铜 ( II ) 配合物 [Cu( L1 )(bpy)](ClO 4 ) 2 1和 [Cu( L2 )(bpy)](ClO 4 ) 2 2 （其中L1 = 1-(蒽-9-基) )- N , N -双(吡啶-2-基甲基)甲胺， L2 = 1-(芘-1-基)- N , N -双(吡啶-2-基甲基)甲胺和 bpy = 2,2′-联吡啶）通过不同的分析和光谱技术（即紫外可见光谱、荧光光谱、FT-IR 光谱、HRMS 和 EPR 光谱）进行彻底合成和表征。使用单晶X射线衍射技术获得了合成配合物的分子结构。两种配合物均表现出五配位并获得扭曲的方锥体几何形状。采用循环伏安法研究了配合物1和2的氧化还原行为。 DNA 结合研究是使用双链鲑鱼精子 DNA (ds-ss-DNA) 通过紫外可见分光光度法进行的。 1和2的结合常数( K b )值为0.11×10 4 M -1和1。05 × 10 4 M