(S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate | 125218-62-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate
• 英文别名: methyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-nitrophenyl)propanoate
• CAS: 125218-62-4
• 化学式: C₂₅H₂₂N₂O₆
• 分子量: 446.459
• InChiKey: NDFLEOKXTMKHBF-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate 在 palladium on activated charcoal 哌啶 、 氢气 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl (S)-2-amino-3-[4-(benzyloxycarbonylamino)phenyl]propionate
  参考文献：
  名称：

  Preparation and use of biotinylated ligands for LHRH receptor purification

  摘要：

  DOI：

  10.1016/s0040-4039(00)99476-0
• 作为产物：
  描述：

  4-硝基-L-苯丙氨酸 在 氯化亚砜 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 24.0h， 生成 (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate
  参考文献：
  名称：

  Modular construction of quaternary hemiaminal-based inhibitor candidates and their in cellulo assessment with HIV-1 protease

  摘要：

  Non-peptidomimetic drug-like protease inhibitors have potential for circumventing drug resistance. We developed a much-improved synthetic route to our previously reported inhibitor candidate displaying an unusual quaternized hemi-aminal. This functional group forms from a linear precursor upon passage into physiological media. Seven variants were prepared and tested in cellulo with our HIV-1 fusion-protein technology that result in an eGFP-based fluorescent readout. Three candidates showed inhibition potency above 20 mu M and toxicity at higher concentrations, making them attractive targets for further refinement. Importantly, our class of original inhibitor candidates is not recognized by two major multidrug resistance pumps, quite in contrast to most clinically applied HIV-1 protease inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.06.018

文献信息

• One-pot reaction of aminoarenes and porphyrin – A fused amino acid-tetraphyrin(1.1.1.1) hybrid
  作者：Karolina Urbańska、Miłosz Pawilicki

  DOI：10.1142/s1088424621501248

  日期：2021.10

  Tetraphyrins(1.1.1.1) (Porphyrins) were merged with amino acids forming a direct bond between a meso-position of macrocycle and a nitrogen available in the side chain of the amino acid. The following intramolecular fusion observed for a free base porphyrin forms a structure with extended [Formula: see text]-delocalisation on the additional carbocyclic fragment, that substantially modifies the observed absorption and emission. A further modulation of electron behaviour has been observed for a deprotonated form of the fused system. A nitrogen atom introduced into the system can be treated as a switching factor that controls the delocalisation significantly influencing the emission by shifting between the available amine and imine tautomeric forms.

  四卟啉（1.1.1.1）（卟啉）与氨基酸合并，在大环的中位和氨基酸侧链中的氮之间形成直接键。自由基卟啉的分子内融合形成了一种结构，在额外的碳环片段上具有扩展的[式：见正文]异定位，从而大大改变了所观察到的吸收和发射。在融合体系的去质子化形式中，还观察到电子行为的进一步变化。引入该体系的氮原子可被视为一个开关因子，通过在现有的胺和亚胺同分异构形式之间转换，控制着对发射有重大影响的脱局域。
• Phenylalanine derivatives
  申请人：Sagi Kazuyuki

  公开号：US20050101779A1

  公开（公告）日：2005-05-12

  The present invention relates to the following phenylalanine derivatives or analogues thereof having an antagonistic activity to α4 integrin and therapeutic agents for various diseases concerning α4 integrin.

  本发明涉及以下苯丙氨酸衍生物或其类似物，具有对α4整合素的拮抗活性以及与α4整合素有关的各种疾病的治疗剂。
• NEW PHENYLALANINE DERIVATIVES
  申请人：MAKINO Shingo

  公开号：US20120253041A1

  公开（公告）日：2012-10-04

  Specified phenylalanine derivatives and analogues thereof have an antagonistic activity to α4 integrin. They are used as therapeutic agents for various diseases concerning α4 integrin.

  指定的苯丙氨酸衍生物及其类似物具有对α4整合素的拮抗作用。它们被用作治疗涉及α4整合素的各种疾病的治疗剂。
• MACROCYCLIC COMPOUNDS FOR INHIBITION OF TUMOR NECROSIS FACTOR ALPHA
  申请人：Lee Jinbo

  公开号：US20100152099A1

  公开（公告）日：2010-06-17

  The invention provides macrocyclic compounds and methods for their synthesis and use. In particular, the invention provides macrocyclic compounds that modulate the activity of tumor necrosis factor alpha and/or are useful in the treatment of medical conditions, such as, rheumatoid arthritis, psoriasis, and asthma.

  该发明提供了大环化合物及其合成和使用方法。具体而言，该发明提供了调节肿瘤坏死因子α活性和/或用于治疗医学状况（如类风湿性关节炎、银屑病和哮喘）的大环化合物。
• Macrocyclic compounds for inhibition of tumor necrosis factor alpha
  申请人：Ensemble Therapeutics Corporation

  公开号：US08338565B2

  公开（公告）日：2012-12-25

  Disclosed herein are macrocyclic compounds and methods for their synthesis and use. In particular, macrocyclic compounds are disclosed that modulate the activity of tumor necrosis factor alpha and/or are useful in the treatment of medical conditions, such as, rheumatoid arthritis, psoriasis, and asthma.

  本文披露了大环化合物及其合成和使用方法。具体而言，披露了可以调节肿瘤坏死因子α活性和/或用于治疗医学状况（如类风湿性关节炎、银屑病和哮喘）的大环化合物。