2,3,4,5-tetramethoxy-β-nitrostyrene | 82261-07-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3,4,5-tetramethoxy-β-nitrostyrene
• 英文别名: (E)-2,3,4,5-tetramethoxy-β-nitro-styrene；(E)-2,3,4,5-Tetramethoxy-β-nitro-styrol；Phenylethylene, 2-nitro-2',3',4',5'-tetramethoxy-；1,2,3,4-tetramethoxy-5-[(E)-2-nitroethenyl]benzene
• CAS: 82261-07-2
• 化学式: C₁₂H₁₅NO₆
• 分子量: 269.254
• InChiKey: ARGVNWIGOFVKRE-AATRIKPKSA-N

物化性质

• 沸点：
  405.5±40.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3,4,5-tetramethoxy-β-nitrostyrene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 2,3,4,5-tetramethoxy-β-phenylethylamine
  参考文献：
  名称：

  Takahashi, Kimio; Brossi, Arnold; Diseases, Kidney, Heterocycles, 1982, vol. 19, # 4, p. 691 - 695

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2,3,4-四甲氧基苯 在 乙酸铵 、 三氯氧磷 作用下， 以 溶剂黄146 为溶剂， 生成 2,3,4,5-tetramethoxy-β-nitrostyrene
  参考文献：
  名称：

  Takahashi, Kimio; Brossi, Arnold; Diseases, Kidney, Heterocycles, 1982, vol. 19, # 4, p. 691 - 695

  摘要：

  DOI：

文献信息

• MESCALINE ANALOGS. II. TETRA- AND PENTA-METHOXY-β-PHENETHYLAMINES
  作者：F. BENINGTON、R. D. MORIN、LELAND C. CLARK

  DOI：10.1021/jo01119a017

  日期：1955.1
• E-Combretastatin and E-resveratrol structural modifications: Antimicrobial and cancer cell growth inhibitory β-E-nitrostyrenes
  作者：Robin K. Pettit、George R. Pettit、Ernest Hamel、Fiona Hogan、Bryan R. Moser、Sonja Wolf、Sandy Pon、Jean-Charles Chapuis、Jean M. Schmidt

  DOI：10.1016/j.bmc.2009.07.076

  日期：2009.9

  As part of a broad-based SAR investigation of E-resveratrol (strong sirtuin activator and antineoplastic) and the anticancer vascular-targeting combretastatin-type stilbenes, a series of twenty-three beta-E-nitrostyrenes was synthesized in order to evaluate potential antineoplastic, antitubulin, and antimicrobial activities. The beta-E-nitrostyrenes evaluated ranged from monosubstituted phenols to trimethoxy and 3-methoxy- 4,5-methylenedioxy derivatives. Two of the beta-nitrostyrenes were synthesized as water-soluble sodium phosphate derivatives (4t, 4v). All except four (4r, 4s, 4t, 4u) of the series significantly inhibited a minipanel of human cancer cell lines. All but eight led to an IC50 of < 10 mu M for inhibition of tubulin polymerization, and all except three (4l, 4t, 4v) displayed antimicrobial activity. (C) 2009 Published by Elsevier Ltd.
• Takahashi, Kimio; Brossi, Arnold; Diseases, Kidney, Heterocycles, 1982, vol. 19, # 4, p. 691 - 695
  作者：Takahashi, Kimio、Brossi, Arnold、Diseases, Kidney

  DOI：——

  日期：——