2,3-di(furan-2-yl)-6-(pyrrolidin-1-yl)carbonylaminoquinoxaline

• 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: 2,3-di(furan-2-yl)-6-(pyrrolidin-1-yl)carbonylaminoquinoxaline
• 英文别名: N-(2,3-di(furan-2-yl)quinoxalin-6-yl)pyrrolidine-1-carboxamide；N-(2,3-difuranylquinoxalin-6-yl)-1-pyrrolidinecarboxamide；N-[2,3-bis(furan-2-yl)quinoxalin-6-yl]pyrrolidine-1-carboxamide
• 化学式: C₂₁H₁₈N₄O₃
• 分子量: 374.399
• InChiKey: KXEFXSZSQWFQPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  84.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二胺 在 盐酸 、 tin 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 10.0h， 生成 2,3-di(furan-2-yl)-6-(pyrrolidin-1-yl)carbonylaminoquinoxaline
  参考文献：
  名称：

  GroEL / ES抑制剂可作为潜在的抗生素。

  摘要：

  我们最近报道了高通量筛选工作的结果，该工作确定了235种大肠杆菌GroEL / ES伴侣蛋白系统的抑制剂[Bioorg。中 化学 Lett.2014，24，786]。由于GroEL / ES伴侣蛋白系统对于所有条件下的生长都是必不可少的，因此我们认为用小分子抑制剂靶向GroEL / ES可能是一种可行的抗菌策略。从最初的筛选扩展到这里，我们在此报告了22种GroEL / ES抑制剂对一系列革兰氏阳性和革兰氏阴性细菌的抗菌活性，这些细菌包括大肠杆菌，枯草芽孢杆菌，粪肠球菌，金黄色葡萄球菌，肺炎克雷伯菌，鲍曼不动杆菌，铜绿假单胞菌和阴沟肠杆菌。GroEL / ES抑制剂在阻止革兰氏阳性细菌（尤其是金黄色葡萄球菌）的增殖方面更为有效，铅化合物在从低μM到中nM的范围内表现出抗生素作用。尽管有几种化合物抑制了人类HSP60 / 10的重折叠周期，但有些却能够选择性地靶向细菌GroEL / ES系统。尽管抑制了HSP60

  DOI：

  10.1016/j.bmcl.2016.04.089

文献信息

• Synthesis and Peptidyl-Prolyl Isomerase Inhibitory Activity of Quinoxalines as Ligands of Cyclophilin A
  作者：Feng Wang、Jing Chen、Xuejun Liu、Xu Shen、Xuchang He、Hualiang Jiang、Donglu Bai

  DOI：10.1248/cpb.54.372

  日期：——

  In search of small molecule compounds as the ligands of cyclophilin A, a series of quinoxalines were prepared, and their Kd values of cyclophilin A and IC50 values for peptidyl-prolyl isomerase activity of cyclophilin A were tested. The results suggest that some quinoxalines are promising ligands of cyclophilin A.

  为寻找环孢菌素A小分子化合物配体，制备了一系列的喹喔啉，并测试了它们的环孢菌素A的Kd值和环孢菌素A肽酰脯氨酰异构酶活性的IC50值。结果表明某些喹喔啉是环孢菌素A有希望的配体。
• 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。
• Compositions and methods for enhancing cardiac function in the neonate
  申请人：UNIVERSITY OF ROCHESTER

  公开号：US10179161B2

  公开（公告）日：2019-01-15

  The invention provides novel pharmaceutical compositions and methods for treating newborns in need of enhanced cardiac function, in particular, newborns suffering from cardiomyopathy, or a related disease or condition.

  本发明提供了用于治疗需要增强心脏功能的新生儿，特别是患有心肌病或相关疾病的新生儿的新型药物组合物和方法。
• 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.
• METHODS AND COMPOSITIONS FOR INHIBITING CYCLOPHILIN D FOR THE TREATMENT AND PREVENTION OF OBESITY AND KIDNEY INDICATIONS
  申请人：Padanilam Babu

  公开号：US20140050728A1

  公开（公告）日：2014-02-20

  Methods and compositions for modulating cyclophilin D, e.g., at least one cyclophilin D biological activity, are provided. Modulation of cyclophilin D is useful in preventing or treating obesity, an overweight condition, or in accommodating a desire to lose weight as well as being useful in treating a variety of kidney diseases.