1-Methoxy-4-[3-(4-methoxyphenyl)-2-nitropropyl]benzene | 156775-28-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-Methoxy-4-[3-(4-methoxyphenyl)-2-nitropropyl]benzene
• CAS: 156775-28-9
• 化学式: C₁₇H₁₉NO₄
• 分子量: 301.342
• InChiKey: KTMQYHCIKNDWES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Methoxy-4-[3-(4-methoxyphenyl)-2-nitropropyl]benzene 在 chromium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以60%的产率得到文拉法辛杂质4
  参考文献：
  名称：

  Synthesis, Chemical Transformation and Antimicrobial Activity of a Novel Class of Nitroolefins: 1,3-Diaryl-2-nitroprop-1-enes

  摘要：

  synthesis of novel, biologically active 1,3-diaryl-2-nitroprop-1-enes (4) is reported. The synthesis involves condensation between aromatic aldehydes (1) and beta-aryl nitroethanes (3). The chemical transformation of the nitro group in diaryl nitropropenes to a carbonyl function has resulted in a new route to the synthesis of an alpha-hydroxy analog (7c) of a naturally occurring 3, 3'. 4, 4'-tetramethoxy chalcone. The antimicrobial activity of the 1, 3-diaryl-2-nitroprop-1-enes (4a-j) was tested against three gram positive bacteria, two gram negative bacteria and two fungi. These compounds exhibited broad spectrum and microbial activity.

  DOI：

  10.1080/00397919408011304
• 作为产物：
  描述：

  1-甲氧基-4-(2-硝基乙基)苯 在 potassium fluoride 、 sodium tetrahydroborate 、 盐酸二甲胺 、 silica gel 作用下， 以 氯仿 、 异丙醇 、 甲苯 为溶剂， 反应 0.25h， 生成 1-Methoxy-4-[3-(4-methoxyphenyl)-2-nitropropyl]benzene
  参考文献：
  名称：

  Synthesis, Chemical Transformation and Antimicrobial Activity of a Novel Class of Nitroolefins: 1,3-Diaryl-2-nitroprop-1-enes

  摘要：

  synthesis of novel, biologically active 1,3-diaryl-2-nitroprop-1-enes (4) is reported. The synthesis involves condensation between aromatic aldehydes (1) and beta-aryl nitroethanes (3). The chemical transformation of the nitro group in diaryl nitropropenes to a carbonyl function has resulted in a new route to the synthesis of an alpha-hydroxy analog (7c) of a naturally occurring 3, 3'. 4, 4'-tetramethoxy chalcone. The antimicrobial activity of the 1, 3-diaryl-2-nitroprop-1-enes (4a-j) was tested against three gram positive bacteria, two gram negative bacteria and two fungi. These compounds exhibited broad spectrum and microbial activity.

  DOI：

  10.1080/00397919408011304

文献信息

• Kodukulla Ram Prasad K., Trivedi Girish K., Vora J D., Mathur Hari H., Synth. Commun, 24 (1994) N 6, S 819-832
  作者：Kodukulla Ram Prasad K., Trivedi Girish K., Vora J D., Mathur Hari H.

  DOI：——

  日期：——
• Synthesis, Chemical Transformation and Antimicrobial Activity of a Novel Class of Nitroolefins: 1,3-Diaryl-2-nitroprop-1-enes
  作者：Ram Prasad K. Kodukulla、Girish K. Trivedi、Jyoti D. Vora、Hari H. Mathur

  DOI：10.1080/00397919408011304

  日期：1994.3

  synthesis of novel, biologically active 1,3-diaryl-2-nitroprop-1-enes (4) is reported. The synthesis involves condensation between aromatic aldehydes (1) and beta-aryl nitroethanes (3). The chemical transformation of the nitro group in diaryl nitropropenes to a carbonyl function has resulted in a new route to the synthesis of an alpha-hydroxy analog (7c) of a naturally occurring 3, 3'. 4, 4'-tetramethoxy chalcone. The antimicrobial activity of the 1, 3-diaryl-2-nitroprop-1-enes (4a-j) was tested against three gram positive bacteria, two gram negative bacteria and two fungi. These compounds exhibited broad spectrum and microbial activity.