2-bromo-1-(2,5-dimethoxy-4-nitrophenyl)ethan-1-one | 851531-99-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-1-(2,5-dimethoxy-4-nitrophenyl)ethan-1-one
• 英文别名: α-Brom-2,5-dimethoxy-4-nitro-acetophenon；2-bromo-1-(2,5-dimethoxy-4-nitro-phenyl)-ethanone；2-Brom-1-(2,5-dimethoxy-4-nitro-phenyl)-aethanon；2-Bromo-1-(2,5-dimethoxy-4-nitrophenyl)ethanone；2-bromo-1-(2,5-dimethoxy-4-nitrophenyl)ethanone
• CAS: 851531-99-2
• 化学式: C₁₀H₁₀BrNO₅
• 分子量: 304.097
• InChiKey: JRARTGHWTIZQNK-UHFFFAOYSA-N

物化性质

• 熔点：
  118.5-119.2 °C(Solv: ethanol (64-17-5))
• 沸点：
  416.8±40.0 °C(Predicted)
• 密度：
  1.567±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-bromo-1-(2,5-dimethoxy-4-nitrophenyl)ethan-1-one 在 三氯氧磷 作用下， 以 乙醇 、 氯仿 、 丙酮 为溶剂， 生成 NSC 745255
  参考文献：
  名称：

  Imidazo[2,1-b]thiazole guanylhydrazones as RSK2 inhibitors

  摘要：

  The activity of a series of imidazo[2,1-b]thiazole guanylhydrazones as inhibitors of p90 ribosomal S6 kinase 2 (RSK2) is described. It was found that a small subset of compounds show both potent inhibition of RSK2 kinase activity and tumor cell growth in vitro. Detailed study of one of the most active compounds indicates a high degree of selectivity for inhibition of RSK2 compared to a spectrum of other related kinases. Selective inhibition of the MCF-7 breast tumor cell line compared to MCF-10A non-transformed cells, as well as selective inhibition of the biomarker GSK3 provides evidence that the compounds can affect the RSK2 target in cells. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.001
• 作为产物：
  描述：

  2,5-二甲氧基苯乙酮 在 三氯化铝 、 乙醚 、 水 、 溴 、 硝酸 作用下， 生成 2-bromo-1-(2,5-dimethoxy-4-nitrophenyl)ethan-1-one
  参考文献：
  名称：

  Some Derivatives of 2,5-Dimethoxyacetophenone

  摘要：

  DOI：

  10.1021/ja01156a506

文献信息

• Potential Antitumor Agents. 37. Synthesis and Antitumor Activity of Guanylhydrazones from Imidazo[2,1-<i>b</i>]thiazoles and from the New Heterocyclic System Thiazolo[2‘,3‘:2,3]imidazo[4,5-<i>c</i>]quinoline
  作者：Aldo Andreani、Massimiliano Granaiola、Alberto Leoni、Alessandra Locatelli、Rita Morigi、Mirella Rambaldi、Giorgio Lenaz、Romana Fato、Christian Bergamini、Giovanna Farruggia

  DOI：10.1021/jm040888s

  日期：2005.4.1

  synthesis and antitumor activity of new guanylhydrazones from imidazo[2,1-b]thiazoles and from the new heterocyclic system thiazolo[2',3':2,3]imidazo[4,5-c]quinoline. The compounds were tested as potential antitumor agents at the National Cancer Institute. The effect of the guanylhydrazone of 2-chloro-6-(2,5-dimethoxy-4-nitrophenyl)imidazo[2,1-b]thiazole-5-carbaldehyde (41) was investigated, and it was

  本文报道了由咪唑并[2,1-b]噻唑和杂环新体系噻唑并[2'，3'：2,3]咪唑并[4,5-c]喹啉合成的新胍hydr及其抗肿瘤活性。这些化合物已在美国国家癌症研究所测试为潜在的抗肿瘤药物。研究了2-氯-6-（2,5-二甲氧基-4-硝基苯基）咪唑并[2,1-b]噻唑-5-甲醛的胍hydr的作用（41），发现其是抑制剂线粒体呼吸链复合物III的合成，能够诱导细胞株HT29和HL60凋亡。