1-Cyclohexyl-3-[[2-(furan-2-yl)quinoline-4-carbonyl]amino]urea

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-Cyclohexyl-3-[[2-(furan-2-yl)quinoline-4-carbonyl]amino]urea
• 化学式: C₂₁H₂₂N₄O₃
• 分子量: 378.431
• InChiKey: RAYYYIMTMRBETF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  96.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Cyclohexyl-3-[[2-(furan-2-yl)quinoline-4-carbonyl]amino]urea 在 air 作用下， 以 二甲基亚砜 为溶剂， 反应 912.0h， 生成 、 、 、
  参考文献：
  名称：

  [EN] SMALL MOLECULE INHIBITORS OF APOBEC3G AND APOBEC3B
  [FR] INHBITEURS DE PETITES MOLÉCULES D'APOBEC3G ET D'APOBEC3B

  摘要：

  本发明涉及抑制APOBEC相关的DNA胞嘧啶脱氨酶酶的组合物和方法，以及使用这些化合物治疗患者的疾病的方法，例如感染性疾病或癌症。感染性疾病可以是病毒性疾病，例如HIV，也可以是癌症，例如乳腺癌、膀胱癌、宫颈癌、头颈部肿瘤或肺鳞状细胞癌或肺腺癌。

  公开号：

  WO2015106272A1

文献信息

• Oxidative Reactivities of 2-Furylquinolines: Ubiquitous Scaffolds in Common High-Throughput Screening Libraries
  作者：Margaret E. Olson、Daniel Abate-Pella、Angela L. Perkins、Ming Li、Michael A. Carpenter、Anurag Rathore、Reuben S. Harris、Daniel A. Harki

  DOI：10.1021/acs.jmedchem.5b00930

  日期：2015.9.24

  High-throughput screening (HTS) was employed to discover APOBEC3G inhibitors, and multiple 2-furylquinolines (e.g., 1) were found. Dose response assays with 1 from the HTS sample, as well as commercial material, yielded similar confirmatory results. Interestingly, freshly synthesized and DMSO-solubilized 1 was inactive. Repeated screening of the DMSO aliquot of synthesized 1 revealed increasing APOBEC3G inhibitory activity with age, suggesting that 1 decomposes into an active inhibitor. Laboratory aging of 1 followed by analysis revealed that 1 undergoes oxidative decomposition in air, resulting from a [4 + 2] cycloaddition between the furan of 1 and O-1(2). The resulting endoperoxide then undergoes additional transformations, highlighted by Baeyer-Villager rearrangements, to deliver lactam, carboxylic acid, and aldehyde products. The endoperoxide also undergoes hydrolytic opening followed by further transformations to a bis-enone. Eight structurally related analogues from HTS libraries were similarly reactive. This study constitutes a cautionary tale to validate 2-furylquinolines for structure and stability prior to chemical optimization campaigns.
• US20140275224A1
  申请人：——

  公开号：US20140275224A1

  公开（公告）日：2014-09-18
• [EN] CYTOSINE DEAMINASE MODULATORS FOR ENHANCEMENT OF DNA TRANSFECTION<br/>[FR] MODULATEURS DE LA CYTOSINE DÉSAMINASE POUR L'AMÉLIORATION DE LA TRANSFECTION D'ADN
  申请人：UNIV MINNESOTA

  公开号：WO2013074059A2

  公开（公告）日：2013-05-23

  Compounds and methods are provided for enhancing or boosting the transfection rate or efficiency of mammalian cells by foreign DNA, such as bacterial plasmid DNA. Compounds, including natural products and inventive synthetic compounds can increase the effectiveness of uptake and incorporation of foreign DNA by mammalian cells, such as human cells, by suppression of DNA cytosine deamination, which is believed to be a mechanism by which these cells eliminate foreign DNA. Inhibition of the cytosine deaminase enzymes by compounds as described herein serves to provide more effective transfection of eukaryotic cells by plasmids including engineered gene sequences. Transfection can be used to study cellular processes, or to cure genetic diseases in human patients. The inventive materials and methods increase the efficiency and effectiveness of such transfection techniques.