3(5-nitro-furan-2-yl)-acryloyl chloride | 7187-02-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 3(5-nitro-furan-2-yl)-acryloyl chloride
• 英文别名: 3-(5-Nitrofuran-2-yl)prop-2-enoyl chloride
• CAS: 7187-02-2
• 化学式: C₇H₄ClNO₄
• 分子量: 201.566
• InChiKey: YGZACXCSJUKUDR-UHFFFAOYSA-N

物化性质

• 熔点：
  92-94 °C
• 沸点：
  315.5±32.0 °C(Predicted)
• 密度：
  1.509±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3(5-nitro-furan-2-yl)-acryloyl chloride 在 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 N-(3-(cis-2,3-dimethyl-1-aziridinyl)-2-hydroxypropyl)-3-(5-nitrofuran-2-yl)propenamide
  参考文献：
  名称：

  Synthesis and evaluation of novel electrophilic nitrofuran carboxamides and carboxylates as radiosensitizers and bioreductively activated cytotoxins

  摘要：

  A series of 5-nitrofuran-2- and 3-carboxamides bearing alkylating side-chains has been synthesized and tested for their ability to radiosensitize selectively hypoxic Chinese hamster cells (V79) to the lethal effects of ionizing radiation and also for their ability to act directly and selectively as cytotoxic drugs on hypoxic V79 cells. The compounds were extremely efficient radiosensitizers of such cells in vitro and were more efficient than known nitroimidazoles of similar type. Their efficiencies as radiosensitizers correlated with their high electron affinity (E7(1] as measured by pulse-radiolysis. However the compounds showed little radiosensitizing activity towards KHT sarcomas in C3H mice. The compounds in this series of nitrofurans were generally more toxic towards hypoxic cells than towards oxic cells in vitro but were less effective upon the basis of a differential effect than were similar nitroimidazoles reported previously.

  DOI：

  10.1021/jm00171a027
• 作为产物：
  描述：

  反式-5-硝基-2-呋喃丙烯酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 3(5-nitro-furan-2-yl)-acryloyl chloride
  参考文献：
  名称：

  氮丙啶-2-羧酸衍生物及其开环异构体作为一种新型 PDIA1 抑制剂

  摘要：

  氮丙啶-2-羧酸的酰基衍生物已被合成并作为 PDIA1 抑制剂进行测试。进行了氮丙啶环系统和一些烷化剂的电荷值和分布的计算。首次发现氮丙啶-2-羧酸的酰基衍生物是弱到中等活性的PDIA1抑制剂。

  DOI：

  10.1007/s10593-021-03034-x

文献信息

• Synthesis, antitumorigenic activity, and electrochemical properties of uracil derivatives of the furan series
  作者：M. Trushule、�. Kupche、I. Augustane、N. V. Verovskii、�. Lukevits、L. Baumane、R. Gavar、Ya. Stradyn'

  DOI：10.1007/bf00515582

  日期：1991.12
• Synthesis and neurotropic properties of N-acylphenothiazines
  作者：E. Lukevics、M. Trushule、I. Germane、I. Turovskii

  DOI：10.1007/bf02256765

  日期：1997.2
• Synthesis of diacylhydrazines and oxadiazoles starting from 3-phenyl-5-methyl-4-isoxazoyl hydrazide
  作者：G. V. Andosova、V. N. Konyukhov、Z. V. Pushkareva、G. Kh. Khisamutdinov、A. S. Barybin、V. I. Il'enko、O. F. Alferova

  DOI：10.1007/bf00778059

  日期：1978.8
• Acyl derivatives of isoxazolid-3-one and their properties
  作者：A. D. Voitenko、Ya. A. Kastron、É. É. Liepin'sh、S. K. Germane

  DOI：10.1007/bf01156264

  日期：1976.9
• Research on imidazo[1,2-a] benzimidazole derivatives
  作者：V. A. Anisimova、N. I. Avdyunina、A. M. Simonov、G. V. Kovalev、S. M. Gofman

  DOI：10.1007/bf00476729

  日期：1976.12