2-(4-Dimethylaminophenyl)-vinyl-cyclopropylketon | 52121-54-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-(4-Dimethylaminophenyl)-vinyl-cyclopropylketon
• 英文别名: 1-Cyclopropyl-3-[4-(dimethylamino)phenyl]prop-2-en-1-one
• CAS: 52121-54-7
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: XRUUIBPWRPNDDL-UHFFFAOYSA-N

物化性质

• 沸点：
  380.6±25.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-Dimethylaminophenyl)-vinyl-cyclopropylketon 在 lithium aluminium tetrahydride 作用下， 生成 2-(4-Dimethylaminophenyl)ethyl cyclopropyl carbinol
  参考文献：
  名称：

  Antiviral activity of some .beta.-diketones. 1. Aryl alkyl diketones. In vitro activity against both RNA and DNA viruses

  摘要：

  The discovery that 4-[3-ethyl-6-[(3,4-methylenedioxy)phenyl]-3-hexenyl]-3,5-heptanedione (40) exhibited an in vitro inhibitory effect against equine rhinovirus led to a structure--activity study to establish the criteria for optimum activity. Modification of the bridge included removal of the ethyl group and reduction of the double bond. The heptanedione was replaced with hexanedione and pentanedione with a minimal effect. The effect of replacing the heptanedione with beta-keto esters and monoketones was also investigated. Maintaining the hexamethylene bridge and heptanedione, the methylenedioxy group was replaced with various substitutents. In general, most substituents did not adversely affect activity particularly against equine rhinovirus although there was some variation in activity against herpesvirus. Strongly hydrophilic groups significantly reduced activity. Finally, the effect of varying the length of the alkyl bridge was examined in the 4-hydroxyphenyl series, where peak activity was attained with n = 8.

  DOI：

  10.1021/jm00216a003
• 作为产物：
  描述：

  环丙甲基酮 、 对二甲氨基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-(4-Dimethylaminophenyl)-vinyl-cyclopropylketon
  参考文献：
  名称：

  Synthesis and biological evaluation of novel pyrazoline derivatives as anti-inflammatory and antioxidant agents

  摘要：

  通过查耳酮 1a-h 与硫代氨基脲或盐酸氨基脲的环化反应，合成了一系列新型 5-芳基-3-环丙基-4,5-二氢吡唑衍生物 2a-p，并将其作为抗炎/抗氧化剂进行了评估。元素分析和光谱数据证实了这些化合物的结构。还测定了它们对超氧化物的自由基清除活性。还测定了它们对肝细胞活力和 LPS 刺激巨噬细胞产生一氧化氮（NO）的影响。结果表明，化合物 2e 和 2n 具有最高的自由基清除活性和抗炎活性，因此可用于预防氧化应激和炎症相关疾病。

  DOI：

  10.1007/s12272-012-0606-9