N-(2,3-dithienylquinoxalin-6-yl)-N-tosyl-(4-methyl-benzene)sulfonamide | 1290058-70-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(2,3-dithienylquinoxalin-6-yl)-N-tosyl-(4-methyl-benzene)sulfonamide
• 英文别名: N-(2,3-dithiophen-2-ylquinoxalin-6-yl)-4-methyl-N-(4-methylphenyl)sulfonylbenzenesulfonamide
• CAS: 1290058-70-6
• 化学式: C₃₀H₂₃N₃O₄S₄
• 分子量: 617.794
• InChiKey: KJMPQNIQLPGJBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  171
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  噻吩偶姻 在 5% Pd(II)/C(eggshell) 、 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 N-(2,3-dithienylquinoxalin-6-yl)-N-tosyl-(4-methyl-benzene)sulfonamide
  参考文献：
  名称：

  2,3-Substituted quinoxalin-6-amine analogs as antiproliferatives: A structure–activity relationship study

  摘要：

  The quinoxaline core is considered a privileged scaffold as it is found in a variety of biologically relevant molecules. Here we report the synthesis of a quinoxalin-6-amine library, screening against a panel of cancer cell lines and a structure-activity relationship (SAR). This resulted in the identification of a bisfuranylquinoxalineurea analog (7c) that has low micromolar potency against the panel of cancer cell lines. We also show that cells treated with quinoxalineurea 7c results in caspase 3/7 activation, PARP cleavage and Mcl-1 dependent apoptosis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.055

文献信息

• QUINOXALINE COMPOUNDS AND USES THEREOF
  申请人：Natarajan Amarnath

  公开号：US20130289041A1

  公开（公告）日：2013-10-31

  Disclosed herein are compounds of formula (I) and methods of inhibiting IKKβ and the NF-κB signaling and mTOR pathways.

  本文披露了式(I)化合物以及抑制IKKβ、NF-κB信号通路和mTOR途径的方法。
• US8993758B2
  申请人：——

  公开号：US8993758B2

  公开（公告）日：2015-03-31
• US9353094B2
  申请人：——

  公开号：US9353094B2

  公开（公告）日：2016-05-31
• [EN] QUINOXALINE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE QUINOXALINE ET LEURS UTILISATIONS
  申请人：UNIV NEBRASKA

  公开号：WO2012071414A2

  公开（公告）日：2012-05-31

  Disclosed herein are compounds of formula (I) and methods of inhibiting ΙΚΚβ and the NF-κB signaling and mTOR pathways.
• 2,3-Substituted quinoxalin-6-amine analogs as antiproliferatives: A structure–activity relationship study
  作者：Qianyi Chen、Vashti C. Bryant、Hernando Lopez、David L. Kelly、Xu Luo、Amarnath Natarajan

  DOI：10.1016/j.bmcl.2011.02.055

  日期：2011.4

  The quinoxaline core is considered a privileged scaffold as it is found in a variety of biologically relevant molecules. Here we report the synthesis of a quinoxalin-6-amine library, screening against a panel of cancer cell lines and a structure-activity relationship (SAR). This resulted in the identification of a bisfuranylquinoxalineurea analog (7c) that has low micromolar potency against the panel of cancer cell lines. We also show that cells treated with quinoxalineurea 7c results in caspase 3/7 activation, PARP cleavage and Mcl-1 dependent apoptosis. (C) 2011 Elsevier Ltd. All rights reserved.