N-ethyl-4-[(2'-benzylthioureyl)-ethylamino]-1,8-naphthalimide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-ethyl-4-[(2'-benzylthioureyl)-ethylamino]-1,8-naphthalimide
• 英文别名: 1-Benzyl-3-[2-[(2-ethyl-1,3-dioxobenzo[de]isoquinolin-6-yl)amino]ethyl]thiourea；1-benzyl-3-[2-[(2-ethyl-1,3-dioxobenzo[de]isoquinolin-6-yl)amino]ethyl]thiourea
• 化学式: C₂₄H₂₄N₄O₂S
• 分子量: 432.546
• InChiKey: ACBISPVWZHFLRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-bromo-2-ethyl-1H-benzo[de]isoquinoline-1,3(2H)dione 以 氯仿 为溶剂， 反应 24.0h， 生成 N-ethyl-4-[(2'-benzylthioureyl)-ethylamino]-1,8-naphthalimide
  参考文献：
  名称：

  4-Amino-1,8-naphthalimide-based anion receptors: employing the naphthalimide N–H moiety in the cooperative binding of dihydrogenphosphate

  摘要：

  The 4-amino-1,8-naplitlialimide-based anion receptor 3 binds dihydrogenphosphate with 1:1 stoichiometry through cooperative hydrogen bonding to a naplithalimide N-H and thiourea N-H groups. This was clearly established from H-1 NMR titration experiments in DMSO-d(6) where a Substantial shift in the resonance for the naphthalimide N-H was observed concomitant with the expected thiourea N-H chemical shift migration upon successive additions of H2PO4-. However, whilst H-1 NMR titration experiments indicate that 3 was capable of binding other anions such as acetate, the naphthalimide N-H does not participate and the N-H resonance was essentially invariant during the titration. The lack of cooperative binding in this instance was justifiable on steric grounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.067

文献信息

• 4-Amino-1,8-naphthalimide-based anion receptors: employing the naphthalimide N–H moiety in the cooperative binding of dihydrogenphosphate
  作者：Frederick M. Pfeffer、Alisha M. Buschgens、Neil W. Barnett、Thorfinnur Gunnlaugsson、Paul E. Kruger

  DOI：10.1016/j.tetlet.2005.07.067

  日期：2005.9

  The 4-amino-1,8-naplitlialimide-based anion receptor 3 binds dihydrogenphosphate with 1:1 stoichiometry through cooperative hydrogen bonding to a naplithalimide N-H and thiourea N-H groups. This was clearly established from H-1 NMR titration experiments in DMSO-d(6) where a Substantial shift in the resonance for the naphthalimide N-H was observed concomitant with the expected thiourea N-H chemical shift migration upon successive additions of H2PO4-. However, whilst H-1 NMR titration experiments indicate that 3 was capable of binding other anions such as acetate, the naphthalimide N-H does not participate and the N-H resonance was essentially invariant during the titration. The lack of cooperative binding in this instance was justifiable on steric grounds. (c) 2005 Elsevier Ltd. All rights reserved.