7-amidyl-2,4-dimethyl-1,8-naphthyridine | 878678-05-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-amidyl-2,4-dimethyl-1,8-naphthyridine
• 英文别名: N-(5,7-dimethyl-1,8-naphthyridin-2-yl)benzamide
• CAS: 878678-05-8
• 化学式: C₁₇H₁₅N₃O
• 分子量: 277.326
• InChiKey: STLJOQHIHQORBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-amidyl-2,4-dimethyl-1,8-naphthyridine 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 乙酸酐 为溶剂， 生成 N-(2-甲酰基-4-甲基-1,8-萘啶-7-基)乙酰胺
  参考文献：
  名称：

  Development of a sensitive and selective fluorescent probe for Zn2+ based on naphthyridine Schiff base

  摘要：

  In this study, bearing 4-methyl-7-acetamide-1,8-naphthyridyl group as the fluorophore and the receptor, we designed and synthesized a new-type Schiff-base ligand 1 which was identified as a Zn2+ fluorescent probe. The excellent selectivity and high sensitivity of this as-synthesized fluorescent probe 1 towards Zn2+ over other various biogenic metal ions were observed, for that only Zn2+ induced a drastic enhancement by about 63-fold in intensity of fluorescence emission at 504 nm, and the limit of detection (LOD) could reach 7.52 nM. Moreover, the formation of a 2:1 complex between this probe 1 and Zn2+ was determined, and the perfect invertibility and renewability of this probe 1 for sensing Zn2+ were also demonstrated. As a result, the practical applications of 1 were broadened for sensing and monitoring Zn2+ environmentally and biologically.

  DOI：

  10.1016/j.jphotochem.2019.02.024
• 作为产物：
  描述：

  2,6-二氨基吡啶 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 7-amidyl-2,4-dimethyl-1,8-naphthyridine
  参考文献：
  名称：

  Large Stokes Shift Induced by Intramolcular Charge Transfer in N,O-Chelated Naphthyridine–BF₂ Complexes

  摘要：

  Novel N,O-chelated naphthyridine-BF2 complexes with push-pull structures have been synthesized and characterized. Spectral investigations on these complexes reveal that photoinduced intramolecular charge transfer occurs and results in a large Stokes shift, which is further supported by density functional theory based theoretical calculations,

  DOI：

  10.1021/ol302347m

文献信息

• Large Stokes Shift Induced by Intramolcular Charge Transfer in N,O-Chelated Naphthyridine–BF₂ Complexes
  作者：Yun-Ying Wu、Yong Chen、Gao-Zhang Gou、Wei-Hua Mu、Xiao-Jun Lv、Mei-Ling Du、Wen-Fu Fu

  DOI：10.1021/ol302347m

  日期：2012.10.19

  Novel N,O-chelated naphthyridine-BF2 complexes with push-pull structures have been synthesized and characterized. Spectral investigations on these complexes reveal that photoinduced intramolecular charge transfer occurs and results in a large Stokes shift, which is further supported by density functional theory based theoretical calculations,
• Development of a sensitive and selective fluorescent probe for Zn2+ based on naphthyridine Schiff base
  作者：Chao-rui Li、Guan-qun Wang、Long Fan、Si-liang Li、Jing-can Qin、Zheng-yin Yang

  DOI：10.1016/j.jphotochem.2019.02.024

  日期：2019.4

  In this study, bearing 4-methyl-7-acetamide-1,8-naphthyridyl group as the fluorophore and the receptor, we designed and synthesized a new-type Schiff-base ligand 1 which was identified as a Zn2+ fluorescent probe. The excellent selectivity and high sensitivity of this as-synthesized fluorescent probe 1 towards Zn2+ over other various biogenic metal ions were observed, for that only Zn2+ induced a drastic enhancement by about 63-fold in intensity of fluorescence emission at 504 nm, and the limit of detection (LOD) could reach 7.52 nM. Moreover, the formation of a 2:1 complex between this probe 1 and Zn2+ was determined, and the perfect invertibility and renewability of this probe 1 for sensing Zn2+ were also demonstrated. As a result, the practical applications of 1 were broadened for sensing and monitoring Zn2+ environmentally and biologically.