1-(3-Bromophenyl)-3-(2-phenylmethoxyphenyl)prop-2-en-1-one | 351339-21-4

• 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-(3-Bromophenyl)-3-(2-phenylmethoxyphenyl)prop-2-en-1-one
• CAS: 351339-21-4
• 化学式: C₂₂H₁₇BrO₂
• 分子量: 393.28
• InChiKey: BLMIQYDYDBEQSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3'-溴苯乙酮 、 2-苄氧基苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 1-(3-Bromophenyl)-3-(2-phenylmethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Novel chalcones and 1,3,5-triphenyl-2-pyrazoline derivatives as antibacterial agents

  摘要：

  Novel sixteen chalcones and thirteen 1,3,5‐triphenyl‐2‐pyrazolines were synthesized and characterized using FT‐IR, HR‐Mass, NMR (1H‐NMR, 13C‐NMR, 135 DEPT, 1H–1H CoSY and 1H and 13C CoSY) and XRD. These compounds were evaluated for their antibacterial activity against six micro‐organisms, namely Bacillus subtilis NCIM 2718, Staphylococcus aureus NCIM 5021, Salmonella typhi NCIM 2501, Enterobacter aerogenes NCIM 5139, Pseudomonas aeruginosa NCIM 5029, and Proteus vulgaris NCIM 2813 by twofold dilution method using resazurin as the indicator dye. In the case of chalcones, compounds with hydroxyl and bromo substitutions in the B‐ring favor activity and benzyloxy substitution irrespective of its position in the A‐ring. In the case of 1,3,5‐triphenyl‐2‐pyrazolines, chloro substitution in the A‐ring favors activity. Hydrophilic/lipophilic balance of the compounds plays a major role in their antibacterial activity.

  DOI：

  10.1111/j.1747-0285.2010.01020.x

文献信息

• Novel chalcones and 1,3,5-triphenyl-2-pyrazoline derivatives as antibacterial agents
  作者：Ponnurengam Malliappan Sivakumar、Suresh Ganesan、Prabhawathi Veluchamy、Mukesh Doble

  DOI：10.1111/j.1747-0285.2010.01020.x

  日期：2010.11

  Novel sixteen chalcones and thirteen 1,3,5‐triphenyl‐2‐pyrazolines were synthesized and characterized using FT‐IR, HR‐Mass, NMR (1H‐NMR, 13C‐NMR, 135 DEPT, 1H–1H CoSY and 1H and 13C CoSY) and XRD. These compounds were evaluated for their antibacterial activity against six micro‐organisms, namely Bacillus subtilis NCIM 2718, Staphylococcus aureus NCIM 5021, Salmonella typhi NCIM 2501, Enterobacter aerogenes NCIM 5139, Pseudomonas aeruginosa NCIM 5029, and Proteus vulgaris NCIM 2813 by twofold dilution method using resazurin as the indicator dye. In the case of chalcones, compounds with hydroxyl and bromo substitutions in the B‐ring favor activity and benzyloxy substitution irrespective of its position in the A‐ring. In the case of 1,3,5‐triphenyl‐2‐pyrazolines, chloro substitution in the A‐ring favors activity. Hydrophilic/lipophilic balance of the compounds plays a major role in their antibacterial activity.