N-(4-nitro-phenyl)-adipamic acid | 5502-65-8

• 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-(4-nitro-phenyl)-adipamic acid
• 英文别名: N-(4-Nitro-phenyl)-adipinamidsaeure；N-(4-Nitro-phenyl)-adipamidsaeure；6-(4-Nitroanilino)-6-oxohexanoic acid
• CAS: 5502-65-8
• 化学式: C₁₂H₁₄N₂O₅
• mdl: MFCD12586392
• 分子量: 266.254
• InChiKey: CTHWJZNDMFEQJB-UHFFFAOYSA-N

物化性质

• 沸点：
  561.0±35.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-nitro-phenyl)-adipamic acid 在 palladium on activated charcoal ammonium formate 、 氯甲酸乙酯 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 N'-(4-aminophenyl)-N-[6-(diethylamino)hexyl]hexanediamide
  参考文献：
  名称：

  Synthesis, biophysical and biological evaluation of 3,6-bis-amidoacridines with extended 9-anilino substituents as potent G-quadruplex-binding telomerase inhibitors

  摘要：

  Telomerase and telomere maintenance are emerging targets for the treatment of human cancers. We report here on the targeting of the telomere-telomerase complex with a series of small molecules based on an acridine platform. A series of 3,6-bis-amidoacridines with extended 9-anilino sidechains were designed and synthesised as potential telomeric G-quadruplex DNA (G4) interacting compounds. G4-stabilisation was assessed using a high-throughput FRET (fluorescence resonance energy transfer) assay and telomerase inhibition quantified by a modified TRAP (telomerase repeat amplification protocol) method. Within the series, the compounds showed significant G4-stabilising ability (DeltaT(m) values of 25-36degreesC at 1 muM concentration) and telomerase inhibition in the nanomolar region ((EC50)-E-tel values of 80-318 nM). Furthermore, a direct correlation between the FRET and TRAP assays was observed, supporting the use of the rapid screening FRET assay for early assessment of potential G4-stabilising telomerase inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.090
• 作为产物：
  描述：

  甲基脂肪酰氯 在 sodium hydroxide 、 乙醚 作用下， 生成 N-(4-nitro-phenyl)-adipamic acid
  参考文献：
  名称：

  Substituted monoamides of aliphatic dibasic acids

  摘要：

  公开号：

  US02304820A1

文献信息

• SEROLOGICAL REACTIONS WITH SIMPLE CHEMICAL COMPOUNDS (PRECIPITIN REACTIONS)
  作者：K. Landsteiner、J. van der Scheer

  DOI：10.1084/jem.56.3.399

  日期：1932.9.1

  These precipitin reactions prove conclusively the view already advanced on the basis of inhibition reactions that antibodies combine specifically with substances of small molecular weight. Although in this respect both phenomena have the same significance, the precipitin reactions with dyes are simpler in that the aid of a protein antigen is eliminated. That specific serological precipitin reactions

  描述的实验证明了通过注射含有相同偶氮成分的偶氮蛋白制备的免疫血清沉淀偶氮染料。这些沉淀反应最终证明了在抑制反应的基础上已经提出的观点，即抗体与小分子量物质特异性结合。尽管在这方面两种现象具有相同的意义，但沉淀素与染料的反应更简单，因为不需要蛋白质抗原的帮助。细菌抗原 (14) (多糖 (15)) 的研究充分证明了特定的血清沉淀反应可以与蛋白质以外的物质发生。目前的研究结果表明，对于免疫血清的沉淀，甚至不需要高分子量的反应物质。决定与抗体结合后从液体中分离的趋势的因素似乎是溶液的胶体状态和物质的化学成分。关于化学成分的影响，辛二酸染料提供了一个显着的例子，它产生特别强的沉淀反应，很可能是由于其长的脂肪族侧链。报告的结果可用于血清学沉淀机制的研究。很可能是因为它的长脂肪族侧链。报告的结果可用于血清学沉淀机制的研究。很可能是因为它的长脂肪族侧链。报告的结果可用于血清学沉淀机制的研究。
• US2396917
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis, biophysical and biological evaluation of 3,6-bis-amidoacridines with extended 9-anilino substituents as potent G-quadruplex-binding telomerase inhibitors
  作者：Christoph M Schultes、Bérangère Guyen、Javier Cuesta、Stephen Neidle

  DOI：10.1016/j.bmcl.2004.05.090

  日期：2004.8

  Telomerase and telomere maintenance are emerging targets for the treatment of human cancers. We report here on the targeting of the telomere-telomerase complex with a series of small molecules based on an acridine platform. A series of 3,6-bis-amidoacridines with extended 9-anilino sidechains were designed and synthesised as potential telomeric G-quadruplex DNA (G4) interacting compounds. G4-stabilisation was assessed using a high-throughput FRET (fluorescence resonance energy transfer) assay and telomerase inhibition quantified by a modified TRAP (telomerase repeat amplification protocol) method. Within the series, the compounds showed significant G4-stabilising ability (DeltaT(m) values of 25-36degreesC at 1 muM concentration) and telomerase inhibition in the nanomolar region ((EC50)-E-tel values of 80-318 nM). Furthermore, a direct correlation between the FRET and TRAP assays was observed, supporting the use of the rapid screening FRET assay for early assessment of potential G4-stabilising telomerase inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.
• Substituted monoamides of aliphatic dibasic acids
  申请人：DU PONT

  公开号：US02304820A1

  公开（公告）日：1942-12-15