N-(aminobutyl)-2,3-bis(benzyloxy)benzamide | 192802-99-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(aminobutyl)-2,3-bis(benzyloxy)benzamide
• 英文别名: Benzamide, N-(4-aminobutyl)-2,3-bis(phenylmethoxy)-；N-(4-aminobutyl)-2,3-bis(phenylmethoxy)benzamide
• CAS: 192802-99-6
• 化学式: C₂₅H₂₈N₂O₃
• 分子量: 404.509
• InChiKey: FZYIOSRNLDSOBL-UHFFFAOYSA-N

物化性质

• 沸点：
  578.6±50.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(aminobutyl)-2,3-bis(benzyloxy)benzamide 在 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 N,N'-bis(N''-(4-aminobutyl)-2,3-bis(hydroxy)benzamide)malonamide
  参考文献：
  名称：

  Synthesis of bifunctional biscatecholamine chelators for uranium decorporation

  摘要：

  New 1,3-dicarbonyl biscatecholamide ligands were synthesized to decorporate uranium for nuclear contamination. The derivatives were characterized via H-1 NMR spectroscopy, C-13 NMR spectroscopy, FTIR spectroscopy and mass spectrometry. The complexation abilities of ligands 8a-8d with UO22+, Cu2+ and Zn2+ were determined through spectrophotometric and potentiometric titrations technology. The antioxidant capacities of the ligands were assessed through DPPH antioxidant assay. Results indicated that ligands 8a-8d are potential decorporating agents for uranyl ion (pUO(2) up to 22.41) and copper(II) ion (pCu up to 17.71) without depletion of the essential element zinc (pZn lower than 7.48). (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.09.006
• 作为产物：
  描述：

  苯甲酸,二羟基- 在 potassium carbonate 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 30.83h， 生成 N-(aminobutyl)-2,3-bis(benzyloxy)benzamide
  参考文献：
  名称：

  Synthesis of bifunctional biscatecholamine chelators for uranium decorporation

  摘要：

  New 1,3-dicarbonyl biscatecholamide ligands were synthesized to decorporate uranium for nuclear contamination. The derivatives were characterized via H-1 NMR spectroscopy, C-13 NMR spectroscopy, FTIR spectroscopy and mass spectrometry. The complexation abilities of ligands 8a-8d with UO22+, Cu2+ and Zn2+ were determined through spectrophotometric and potentiometric titrations technology. The antioxidant capacities of the ligands were assessed through DPPH antioxidant assay. Results indicated that ligands 8a-8d are potential decorporating agents for uranyl ion (pUO(2) up to 22.41) and copper(II) ion (pCu up to 17.71) without depletion of the essential element zinc (pZn lower than 7.48). (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.09.006

文献信息

• [EN] ANTIBACTERIAL SIDEROMYCINS<br/>[FR] SIDÉROMYCINES ANTIBACTÉRIENNES
  申请人：MILLER MARVIN J

  公开号：WO2016027262A1

  公开（公告）日：2016-02-25

  A compound, comprising: an Fe(III)-binding and/or Fe(III)-bound siderophore; one or more optional linker covalently bound to the siderophore; and daptomycin covalently bound to the linker, or, if no linker is present, then to the siderophore; or pharmaceutically acceptable salt or solvate thereof.

  一种化合物，包括：与Fe(III)结合和/或Fe(III)结合的铁载体；一个或多个可选的与铁载体共价结合的连接剂；以及共价结合到连接剂的达托霉素，或者如果没有连接剂存在，则共价结合到铁载体；或其药用可接受的盐或溶剂。
• Peptoid-based siderophore mimics as dinuclear Fe³⁺ chelators
  作者：Assunta D'Amato、Pritam Ghosh、Chiara Costabile、Giorgio Della Sala、Irene Izzo、Galia Maayan、Francesco De Riccardis

  DOI：10.1039/d0dt00689k

  日期：——

  A practical synthesis of preorganized tripodal enterobactin/corynebactin-type ligands (consisting of a C3-symmetric macrocyclic peptoid core, three catecholamide coordinating units, and C2, C4, and C6 spacers) is reported. The formation of complexes with Fe3+ was investigated by spectrophotometric (UV-Vis) and spectrometric (ESI, negative ionization mode) methods and corroborated by theoretical (DFT)

  报导了一种实用的三脚体肠抑菌素/棒杆菌素型配体的合成方法（由C3对称大环拟肽核心，三个儿茶酚酰胺配位单元以及C2，C4和C6间隔基组成）。通过分光光度法（UV-Vis）和分光光度法（ESI，负离子化模式）研究了与Fe3 +形成配合物，并通过理论（DFT）计算得到了证实。初步研究表明，类似于天然邻苯二酚的铁载体，环状三聚体类肽的构象手性与单核物种的金属配位几何之间存在复杂的相互作用。实验结果证明了独特的双核Fe3 +复合物的意外形成。
• Antibacterial sideromycins
  申请人：Hsiri Therapeutics, Inc.

  公开号：US11149046B2

  公开（公告）日：2021-10-19

  A compound, comprising: an Fe(III)-binding and/or Fe(III)-bound siderophore; one or more optional linker covalently bound to the siderophore; and daptomycin covalently bound to the linker, or, if no linker is present, then to the siderophore; or pharmaceutically acceptable salt or solvate thereof.

  一种化合物，包括：与铁（III）结合和/或与铁（III）结合的苷元；与苷元共价结合的一个或多个任选连接体；与连接体共价结合的达托霉素，或如果不存在连接体，则与苷元共价结合的达托霉素；或其药学上可接受的盐或溶液。
• Duhme, Annc-Kathrin; Hider, Robert Charles; Khodr, Hicham Hussein, Chemische Berichte, 1997, vol. 130, # 7, p. 969 - 973
  作者：Duhme, Annc-Kathrin、Hider, Robert Charles、Khodr, Hicham Hussein

  DOI：——

  日期：——
• ANTIBACTERIAL SIDEROMYCINS
  申请人：Hsiri Therapeutics, Inc.

  公开号：US20190153010A1

  公开（公告）日：2019-05-23

  A compound, comprising: an Fe(III)-binding and/or Fe(III)-bound siderophore; one or more optional linker covalently bound to the siderophore; and daptomycin covalently bound to the linker, or, if no linker is present, then to the siderophore; or pharmaceutically acceptable salt or solvate thereof.