N-(3-nitrophenyl)-2-(pyrrolidin-1-yl)acetamide | 882340-56-9

• 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: N-(3-nitrophenyl)-2-(pyrrolidin-1-yl)acetamide
• 英文别名: N-(3-nitro-phenyl)-2-pyrrolidin-1-yl-acetamide；N-(3-nitrophenyl)-2-pyrrolidin-1-ylacetamide
• CAS: 882340-56-9
• 化学式: C₁₂H₁₅N₃O₃
• 分子量: 249.269
• InChiKey: AHTUMAGTWLKKBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(3-nitrophenyl)-2-(pyrrolidin-1-yl)acetamide 在 palladium on activated charcoal benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 甲酸铵 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 1,3-bis(3-(3-(2-(pyrrolidin-1-yl)acetamido)phenylcarbamoyl)phenyl)urea
  参考文献：
  名称：

  WO2008/122667

  摘要：

  公开号：
• 作为产物：
  描述：

  间硝基苯胺 在 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-(3-nitrophenyl)-2-(pyrrolidin-1-yl)acetamide
  参考文献：
  名称：

  WO2008/122667

  摘要：

  公开号：

文献信息

• Metasubstituted thiazolidinones, their manufacture and use as a drug
  申请人：Schulze Klaus Volker

  公开号：US20070015759A1

  公开（公告）日：2007-01-18

  This invention involves thiazolidinone of general formula (I) and its creation and use as inhibitors of polo like kinase (PLK) for the treatment of various diseases.

  这项发明涉及一般式(I)的噻唑烷酮及其作为极化样激酶（PLK）抑制剂的创造和用途，用于治疗各种疾病。
• Structure-based design of selective high-affinity telomeric quadruplex-binding ligands
  作者：Caterina Maria Lombardo、Iria Sánchez Martínez、Shozeb Haider、Valérie Gabelica、Edwin De Pauw、John E. Moses、Stephen Neidle

  DOI：10.1039/c0cc02917c

  日期：——

  A library of triazole-based telomeric quadruplex-selective ligands has been developed that mimic an established family of tri-substituted acridine-based ligands, using crystal structure data as a starting-point for computer-based design. Binding affinities, estimated by electrospray mass spectrometry, are in accord with the design concept.

  我们利用晶体结构数据作为计算机设计的起点，开发了一个基于三唑的端粒四链选择性配体库，该配体模仿了一个已建立的基于三取代吖啶的配体家族。通过电喷雾质谱法估算出的结合亲和力符合设计理念。
• METASUBSTITUTED THIAZOLIDINONES, THEIR MANUFACTURE AND USE AS A DRUG
  申请人：SCHULZE Klause

  公开号：US20100048891A1

  公开（公告）日：2010-02-25

  Thiazolidinones of general formula (I) production thereof and use as inhibitors of polo like kinase (PLK) for the treatment of various diseases.

  通式为（I）的噻唑烷酮及其制备方法和用途，作为极化样激酶（PLK）抑制剂治疗各种疾病。
• Rational Design of Substituted Diarylureas: A Scaffold for Binding to G-Quadruplex Motifs
  作者：William C. Drewe、Rupesh Nanjunda、Mekala Gunaratnam、Monica Beltran、Gary N. Parkinson、Anthony P. Reszka、W. David Wilson、Stephen Neidle

  DOI：10.1021/jm801245v

  日期：2008.12.25

  The design and synthesis of a series of urea-based nonpolycyclic aromatic ligands with alkylaminoanilino side chains as telomeric and genomic G-quadruplex DNA interacting agents are described. Their interactions with quadruplexes have been examined by means of fluorescent resonance energy transfer melting, circular dichroism, and surface plasmon resonance-based assays. These validate the design concept for such urea-based ligands and also show that they have significant selectivity over duplex DNA, as well as for particular G-quadruplexes. The ligand-quadruplex complexes were investigated by computational molecular modeling, providing further information on structure-activity relationships. Preliminary biological studies using shortterm cell growth inhibition assays show that some of the ligands have cancer cell selectivity, although they appear to have low potency for intracellular telomeric G-quadruplex structures, suggesting that their cellular targets may be other, possibly oncogene-related quadruplexes,
• A novel series of G-quadruplex ligands with selectivity for HIF-expressing osteosarcoma and renal cancer cell lines
  作者：Caterina M. Lombardo、Sarah J. Welsh、Sandra J. Strauss、Aaron G. Dale、Alan K. Todd、Rupesh Nanjunda、W. David Wilson、Stephen Neidle

  DOI：10.1016/j.bmcl.2012.07.009

  日期：2012.9

  A series of naphthalene derivatives with disubstituted triazole side-arms have been assembled by click chemistry. Lead compounds show a high level of selectivity for renal, osteo- and Ewing's sarcomas that express the HIF-1 alpha transcription factor. They also interact selectively with the quadruplex DNAs located in the promoter of the HIF genes and it is suggested that the mechanism of action involves inhibition of transcription by drug-mediated quadruplex stabilization in these regions. (c) 2012 Elsevier Ltd. All rights reserved.