N-(4-aminophenyl)sulfamoylbutane | 80259-03-6

• 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-(4-aminophenyl)sulfamoylbutane
• 英文别名: p-Amino-butylsulfonanilid；N-(4-Aminophenyl)butane-1-sulfonamide
• CAS: 80259-03-6
• 化学式: C₁₀H₁₆N₂O₂S
• mdl: MFCD09047095
• 分子量: 228.315
• InChiKey: MRJOJGLUCZDCRR-UHFFFAOYSA-N

物化性质

• 沸点：
  391.1±44.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-aminophenyl)sulfamoylbutane 、 4-甲基-2-(4-三氟甲基苯基)噻唑-5-羧酸 在 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 生成
  参考文献：
  名称：

  Design, synthesis and evaluation of trifluoromethane sulfonamide derivatives as new potent and selective peroxisome proliferator-activated receptor α agonists

  摘要：

  Starting from the structure of 5, a two-step strategy was applied to identify a new generation of trifluoromethane sulfonamides as potent PPAR alpha agonists. Synthesis, in vitro and in vivo evaluation of the most potent compound are reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.053
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 生成 N-(4-aminophenyl)sulfamoylbutane
  参考文献：
  名称：

  Design, synthesis and evaluation of trifluoromethane sulfonamide derivatives as new potent and selective peroxisome proliferator-activated receptor α agonists

  摘要：

  Starting from the structure of 5, a two-step strategy was applied to identify a new generation of trifluoromethane sulfonamides as potent PPAR alpha agonists. Synthesis, in vitro and in vivo evaluation of the most potent compound are reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.053

文献信息

• Potential antitumor agents. 36. Quantitative relationships between experimental antitumor activity, toxicity, and structure for the general class of 9-anilinoacridine antitumor agents
  作者：William A. Denny、Bruce F. Cain、Graham J. Atwell、Corwin Hansch、Augustine Panthananickal、A. Leo

  DOI：10.1021/jm00345a015

  日期：1982.3

  relationships (QSAR) have been derived between antileukemic (L1210) activity and agent physicochemical properties for 509 tumor-active members of the general class of 9-anilinoacridines. One member of this class is the clinical agent m-AMSA (NSC 249992). Agent hydrophobicity proved a significant but not a dominant influence on in vivo potency. The electronic properties of substituent groups proved important

  已针对9类苯胺基between啶类化合物中的509种肿瘤活性成员，在抗白血病（L1210）活性与药物理化性质之间建立了定量关系（QSAR）。此类药物之一是临床药物m-AMSA（NSC 249992）。试剂疏水性已证明对体内效力有显着但非主要的影响。取代基的电子性质被证明是重要的，但是对药物效力的最显着影响是通过位于9-苯胺基cr啶骨架上不同位置的基团的空间影响显示出来的。这些结果与这些化合物发挥作用的重要生理步骤完全一致，它们是通过在碱基对之间插入idine啶发色团并在小沟中放置苯胺基而将它们与双链DNA结合的，如前所述。还推导了9-苯胺基cr啶的643种衍生物的急性毒性方程。该方程采用与模拟抗白血病药效价相似的形式，强调了抗肿瘤药的药效和急性毒性之间通常相当紧密的关系。这项研究证明了QSAR技术的强大功能，可以构建大量的生物学数据，并允许从中提取有用的信息，这取决于有关化合物的可能作用部
• A Series of Substituted Bis-Aminotriazines Are Activators of the Natriuretic Peptide Receptor C
  作者：Robert J. Smith、Cristina Perez-Ternero、Daniel Conole、Capucine Martin、Samuel H. Myers、Adrian J. Hobbs、David L. Selwood

  DOI：10.1021/acs.jmedchem.1c01974

  日期：2022.4.14
• Novel, selective indole-based ECE inhibitors: Lead optimization via solid-phase and classical synthesis
  作者：Michael Brands、Jens-Kerim Ergüden、Kentaro Hashimoto、Dirk Heimbach、Christian Schröder、Stephan Siegel、Johannes-Peter Stasch、Stefan Weigand

  DOI：10.1016/j.bmcl.2005.06.085

  日期：2005.10

  A novel class of indole-based endothelia-converting enzyme (ECE) inhibitors was identified by high throughput screening. We report systematic optimization of this compound class by means of classical and solid-phase chemistry. Optimized compounds with a bisarylamide side chain at the 2-position of the indole skeleton exhibit low-nanomolar activity on ECE. (c) 2005 Elsevier Ltd. All rights reserved.
• CAIN B. F.; SEELYE R. N.; ATWELL G. J., J. MED. CHEM. <JMCM-AR>, 1974, 17, NO 9, 922-930
  作者：CAIN B. F.、 SEELYE R. N.、 ATWELL G. J.

  DOI：——

  日期：——
• Design, synthesis and evaluation of trifluoromethane sulfonamide derivatives as new potent and selective peroxisome proliferator-activated receptor α agonists
  作者：Nicolas Faucher、Paul Martres、Alain Laroze、Olivier Pineau、Florent Potvain、Didier Grillot

  DOI：10.1016/j.bmcl.2007.11.053

  日期：2008.1

  Starting from the structure of 5, a two-step strategy was applied to identify a new generation of trifluoromethane sulfonamides as potent PPAR alpha agonists. Synthesis, in vitro and in vivo evaluation of the most potent compound are reported. (c) 2007 Elsevier Ltd. All rights reserved.