5-(3-(4-nitrophenyl)ureido)isophthalic acid

• 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: 5-(3-(4-nitrophenyl)ureido)isophthalic acid
• 英文别名: 5-[(4-nitrophenyl)carbamoylamino]benzene-1,3-dicarboxylic acid
• 化学式: C₁₅H₁₁N₃O₇
• 分子量: 345.268
• InChiKey: XAERORYKSASYOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  162
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(3-(4-nitrophenyl)ureido)isophthalic acid 、 苯胺 在 吡啶 、 亚磷酸三苯酯 、 lithium chloride 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 4.0h， 以87%的产率得到5-[3-(4-nitro-phenyl)-ureido]-N,N'-diphenyl-isophthalamide
  参考文献：
  名称：

  Colorimetric anion sensing by polyamide models containing urea-binding sites

  摘要：

  Novel colorimetric polyamide model compounds for anion-sensing applications are described. Light beige solutions of one of the models (M3) in DMSO develop a red to yellow-reddish colour upon addition of some anions, including OH-, F-, HC[image omitted], P[image omitted], AcO-, benzoate-, oxalate2- and p-toluenesulphonate-. In contrast, they remain unchanged in the presence of CH2ClC[image omitted], H2P[image omitted], CF3CO2-, Br-, methanesulphonate-, Cl- or I-. The reddish colour caused by the addition of basic anions is due to the deprotonation of the urea groups, while the yellowish colour corresponds to the modification of the electron density surrounding the urea group due to complexation. The development of the yellow colour of DMSO solutions of M3 upon addition of acetate ions and the disappearance of the red colour of solutions of M3/fluoride by the displacement of acetate ions can serve as a novel colorimetric assay for the titration of the acetate anion, with detection limits close to 1ppb. The host:guest stoichiometry (polyamide model compound:anion complexes) and the stability constants of complexes were determined by 1H NMR.

  DOI：

  10.1080/10610270903531549
• 作为产物：
  描述：

  5-氨基间苯二甲酸 、 异氰酸对硝基苯 在 三乙胺 、 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以92%的产率得到5-(3-(4-nitrophenyl)ureido)isophthalic acid
  参考文献：
  名称：

  Selective and highly efficient dye scavenging by a pH-responsive molecular hydrogelator

  摘要：

  一种结构简单的低分子量水凝胶剂，源自间苯二甲酸，可形成坚固的 pH 响应性水凝胶，能够高效、选择性地吸附染料。

  DOI：

  10.1039/c0cc02338h

文献信息

• pH-Tunable Hydrogelators for Water Purification: Structural Optimisation and Evaluation
  作者：Daniel M. Wood、Barnaby W. Greenland、Aaron L. Acton、Francisco Rodríguez-Llansola、Claire A. Murray、Christine J. Cardin、Juan F. Miravet、Beatriu Escuder、Ian W. Hamley、Wayne Hayes

  DOI：10.1002/chem.201102137

  日期：2012.2.27

  A focused library of potential hydrogelators each containing two substituted aromatic residues separated by a urea or thiourea linkage have been synthesised and characterized. Six of these novel compounds are highly efficient hydrogelators, forming gels in aqueous solution at low concentrations (0.03–0.60 wt %). Gels were formed through a pH switching methodology, by acidification of a basic solution

  已合成和表征了潜在的水凝胶剂的聚焦库，每个均包含两个被尿素或硫脲键隔开的取代的芳族残基。这些新颖的化合物中有六个是高效的水凝剂，可在水溶液中以低浓度（0.03-0.60 wt％）形成凝胶。凝胶是通过pH转换方法，通过添加HCl或将葡萄糖酸δ-内酯缓慢水解来酸化碱性溶液（pH 14至≈4）而形成的。通常，胶凝过程伴随着胶凝剂吸收光谱的急剧变化，导致颜色发生显着变化，通常从鲜橙色变为浅黄色。每种凝胶都能够从水溶液中螯合大量的芳香族阳离子染料亚甲基蓝（最高至1。每克干胶凝剂含02克染料）。其中两种凝胶的低温透射电子显微镜显示了高纵横比纤维的广泛网络。纤维的结构在添加20wt％的染料时发生显着改变，导致聚集并显着缩短了原纤维。这项研究证明了这些新型凝胶作为廉价，有效的水净化平台的可行性。
• Selective and highly efficient dye scavenging by a pH-responsive molecular hydrogelator
  作者：Francisco Rodríguez-Llansola、Beatriu Escuder、Juan F. Miravet、Daniel Hermida-Merino、Ian. W. Hamley、Christine J. Cardin、Wayne Hayes

  DOI：10.1039/c0cc02338h

  日期：——

  A structurally simple low molecular weight hydrogelator derived from isophthalic acid forms robust pH-responsive hydrogels capable of highly efficient and selective dye adsorption.

  一种结构简单的低分子量水凝胶剂，源自间苯二甲酸，可形成坚固的 pH 响应性水凝胶，能够高效、选择性地吸附染料。
• Catalytic antibodies for carbamate activation by a non-spontaneous
  申请人：Zeneca Limited

  公开号：US05807688A1

  公开（公告）日：1998-09-15

  Catalytic antibodies capable of catalysing activation of a carbamate (--O--CO--NH--) containing prodrug suitable for Antibody Directed Abzyme Prodrug Therapy (ADAPT) by catalysing breakdown of the prodrug at the carbamate position by a non-spontaneous reaction mechanism. The non-spontaneous reaction preferably has a B.sub.Ac 2 mechanism and the prodrug is a preferably a nitrogen mustard aryl carbamate. The invention also includes relevant immunogens, screens for catalytic activity using short transition state analogues and ADAPT systems.

  催化抗体能够通过非自发反应机制催化碳酸酯（--O--CO--NH--）含量的前药的活化，适用于抗体定向酶前药治疗（ADAPT），并通过在碳酸酯位置分解前药来实现催化作用。非自发反应最好具有B.sub.Ac 2机制，前药最好是一种氮芥芳基碳酸酯。该发明还包括相关的免疫原、使用短过渡态类似物进行催化活性筛选的屏幕和ADAPT系统。
• Catalytic antibody regulated prodrug therapy
  申请人：ZENECA LIMITED

  公开号：EP0745673A2

  公开（公告）日：1996-12-04

  Catalytic antibodies capable of catalysing activation of a carbamate (-O-CO-NH-) containing prodrug suitable for Antibody Directed Abzyme Prodrug Therapy (ADAPT) by catalysing breakdown of the prodrug at the carbamate position by a non-spontaneous reaction mechanism. The non-spontaneous reaction preferably has a BAc2 mechanism and the prodrug is a preferably a nitrogen mustard aryl carbamate. The invention also includes relevant immunogens, screens for catalytic activity using short transition state analogues and ADAPT systems.

  催化抗体能够通过非自发反应机制催化氨基甲酸酯位上的原药分解，从而活化适用于抗体引导的阿比西尼亚酶原药疗法（ADAPT）的含有氨基甲酸酯（-O-CO-NH-）的原药。非自发反应机制最好是 BAc2，原药最好是氮芥芳基氨基甲酸酯。本发明还包括相关的免疫原、使用短过渡态类似物的催化活性筛选和 ADAPT 系统。
• US5807688A
  申请人：——

  公开号：US5807688A

  公开（公告）日：1998-09-15