5-dimethylamino-N-(2-pyridylmethyl)-1-naphthalenesulfonamide | 866229-64-3

• 英文名称: 5-dimethylamino-N-(2-pyridylmethyl)-1-naphthalenesulfonamide
• 英文别名: (5-(dimethylamino)naphthalen-1-ylsulfonyl)-N-(pyridin-2-ylmethyl)-sulfonamide；N-2-picolyl-(5'-N,N-dimethylamino-1'-naphthalene)sulfonamide；DANPY；Dansylaminomethylpyridine；5-(dimethylamino)-N-(pyridin-2-ylmethyl)naphthalene-1-sulfonamide
• CAS: 866229-64-3
• 化学式: C₁₈H₁₉N₃O₂S
• 分子量: 341.434
• InChiKey: FTPUZPUGKJSYFH-UHFFFAOYSA-N

物化性质

• 熔点：
  122-124 °C
• 沸点：
  527.1±60.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-dimethylamino-N-(2-pyridylmethyl)-1-naphthalenesulfonamide 、 copper diacetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Copper Complexes for Fluorescence-Based NO Detection in Aqueous Solution

  摘要：

  Two copper(II) complexes containing dansylated ligands were investigated as turn-on fluorescence-based nitric oxide (NO) sensors. Upon addition of NO (g), the quenched fluorescence of both complexes was restored in both organic and buffered aqueous solutions, which is caused by the formation of a diamagnetic Cu(I) species and protonation of the sulfonamide functionality of the ligands. The NO detection limit of these Cu(II) complexes is 10 nM.

  DOI：

  10.1021/ja053150o
• 作为产物：
  描述：

  2-氨甲基吡啶 、 丹酰氯 以 四氢呋喃 为溶剂， 反应 4.0h， 以73%的产率得到5-dimethylamino-N-(2-pyridylmethyl)-1-naphthalenesulfonamide
  参考文献：
  名称：

  将磁各向异性与一系列钴（ii）-磺酰胺配合物的精细配位几何变化相关†

  摘要：

  N-（吡啶-2-基甲基）-磺酰胺配体的系统取代导致CoN 4配位几何形状在一系列钴（II）配合物中的细微变化，这些配合物具有相同的Co [R 1（C 6 N 2） H 5）R 2 ] 2，其中R 1 = H，R 2 = 4-叔丁基苯基磺酰基（t Buphs）1，R 2 = 5-（二甲基氨基）萘-1-基磺酰基（DNps）2，R 2 =异甲苯磺酰基（女士）3，R2 =甲苯磺酰基（Tos） 4，和R 2 =萘-1-基磺酰基（Nps） 5 ; R 1 = Me，R 2 = t泡沫6。磁性研究表明，轴向零场分裂参数（ D）与受外围取代基影响的配位几何变化之间存在微妙的相关性。具体来说，是从理想的四面体几何形状（ T d对称性）到跷跷板几何形状（ D 2d对称性）会增加单轴磁各向异性。通过连续对称测量（CSM）测得的畸变程度表明，CSM的较窄间隔（6-7）对应于与标准四面体的14-15度偏差，是使此协

  DOI：

  10.1039/c9dt01296f

文献信息

• Structural and fluorescent study of zinc complexes of dansyl aminoquinoline
  作者：Lin Qiu、Pengju Jiang、Weijiang He、Chao Tu、Jun Lin、Yizhi Li、Xiang Gao、Zijian Guo

  DOI：10.1016/j.ica.2006.07.055

  日期：2007.2

  We have shown previously that 8-(5'-N,N-dimethylamino-1'-naphthalene)-sulfonamidoquinoline (DANQUIN) demonstrated a remarkable selectivity and sensitivity for the Zn(II) ion. In this work, the crystal structures of DANQUIN, Cu(DANQUIN)(2) and Cu(DANPY)(2) (DANPY, N-2-picolyl-(5'-NN-dimethylamino-1'-naphthalene)-sulfonamide) are reported and compared with the simulated structure of Zn(DANQUIN)(2), which is important for the understanding of the factors that govern the fluorescence of DANQUIN. Free DANQUIN mainly displays the fluorescence of the dansyl group at 547 nn while the Zn(II)-DANQUIN complex mainly shows the enhanced fluorescence of aminoquinoline at 469 nm, while the emission of the dansyl group shifted to 517 nm with an almost constant intensity. This result demonstrates the advantage of this hybrid fluorescent chemosensor for Zn(H), and also makes it a potential candidate for ratiometric Zn(II) detection. (c) 2006 Elsevier B.V. All rights reserved.