2-(((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)-amino-1,4-naphthoquinone | 1443104-10-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)-amino-1,4-naphthoquinone
• 英文别名: 2-[(1-Phenyltriazol-4-yl)methoxymethylamino]naphthalene-1,4-dione；2-[(1-phenyltriazol-4-yl)methoxymethylamino]naphthalene-1,4-dione
• CAS: 1443104-10-6
• 化学式: C₂₀H₁₆N₄O₃
• 分子量: 360.372
• InChiKey: BNJADDRQNCTONK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  86.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-萘醌 在 sodium azide 、 溶剂黄146 作用下， 反应 0.33h， 生成 2-(((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)-amino-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis using microwave irradiation and antibacterial evaluation of new N,O-acetals and N,S-acetals derived from 2-amino-1,4-naphthoquinones

  摘要：

  This paper describes a novel series of N,O-acetals and N,S-acetals (7a-o) derived from 2-amino-1,4-naphthoquinones that were synthesized and evaluated as potential antimicrobial agents. These compounds were obtained in good yields using microwave irradiation, and several of them showed promising antibacterial profiles. Three of our biologically active 2-amino-1,4-naphthoquinone N,O-acetals and N,S-acetals tested against hospital bacterial strains were identified as potential lead compounds. Characterization of all compounds was performed using one-dimensional NMR techniques (H-1, C-13-APT), IR spectra, elemental analyses and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). (C) 2013 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2013.01.010

文献信息

• Synthesis using microwave irradiation and antibacterial evaluation of new N,O-acetals and N,S-acetals derived from 2-amino-1,4-naphthoquinones
  作者：Alessandro K. Jordão、Juliana Novais、Bruno Leal、Ana C. Escobar、Helvécio M. dos Santos Júnior、Helena C. Castro、Vitor F. Ferreira

  DOI：10.1016/j.ejmech.2013.01.010

  日期：2013.5

  This paper describes a novel series of N,O-acetals and N,S-acetals (7a-o) derived from 2-amino-1,4-naphthoquinones that were synthesized and evaluated as potential antimicrobial agents. These compounds were obtained in good yields using microwave irradiation, and several of them showed promising antibacterial profiles. Three of our biologically active 2-amino-1,4-naphthoquinone N,O-acetals and N,S-acetals tested against hospital bacterial strains were identified as potential lead compounds. Characterization of all compounds was performed using one-dimensional NMR techniques (H-1, C-13-APT), IR spectra, elemental analyses and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). (C) 2013 Published by Elsevier Masson SAS.