1-(4-Bromophenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one | 177984-97-3

• 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-(4-Bromophenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
• CAS: 177984-97-3
• 化学式: C₁₆H₁₃BrO₃
• 分子量: 333.181
• InChiKey: GPTGSTAVSZOPGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-Bromophenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one 在 乙醇 、 potassium hydroxide 作用下， 反应 8.0h， 生成
  参考文献：
  名称：

  Synthesis and In Vitro Antimicrobial, Anthelmintic and Insecticidal Activities Study of 4(4'-Bromophenyl)-6-substituted-aryl-1-acetyl pyrimidine-2-thiols

  摘要：

  一系列新的4(4'-溴苯基)-6-取代芳基-1-乙酰嘧啶-2-硫醇衍生物通过在乙醇钾氢氧化物存在下，将查尔酮与硫脲加热，然后用乙酰氯处理而合成。这些化合物的结构通过红外光谱和H¹NMR光谱研究以及元素分析进行了表征。这些化合物被筛选其抗微生物、驱虫和杀虫活性。所有这些化合物表现出显著至中等的生物活性。

  DOI：

  10.1155/2010/927601
• 作为产物：
  描述：

  4-溴苯乙酮 、 香草醛 在 乙醇 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 1-(4-Bromophenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and In Vitro Antimicrobial, Anthelmintic and Insecticidal Activities Study of 4(4'-Bromophenyl)-6-substituted-aryl-1-acetyl pyrimidine-2-thiols

  摘要：

  一系列新的4(4'-溴苯基)-6-取代芳基-1-乙酰嘧啶-2-硫醇衍生物通过在乙醇钾氢氧化物存在下，将查尔酮与硫脲加热，然后用乙酰氯处理而合成。这些化合物的结构通过红外光谱和H¹NMR光谱研究以及元素分析进行了表征。这些化合物被筛选其抗微生物、驱虫和杀虫活性。所有这些化合物表现出显著至中等的生物活性。

  DOI：

  10.1155/2010/927601

文献信息

• Facile Microwave-assisted Synthesis of 1,3,5-Trisubstituted Pyrazoline Derivatives Incorporating Sulfonyl Moiety
  作者：Fei Liu、Jin-Feng Yang、Hong Liu、Wen-Zhen Wei、Yan-Mei Ma

  DOI：10.1002/jccs.201500385

  日期：2016.3

  8a∼8f, 9a∼9f) with p‐toluene sulfonhydrazide af‐ forded 1,3,5‐trisubstitued pyrazoline derivatives using microwave‐assisted process in 25 min and 140 watt power in glycol. The structures of targeted compounds were established by IR, 1H NMR, MS and ele‐ mental analysis. The results indicate that microwave‐assisted synthetic process presents advantages in terms of enhancement in rate, decrease in reaction

  我们开发的1,3,5-三取代的吡唑啉建设（环境友好，便捷的微波辅助进程10A〜10F，11A〜11F，12A〜12F，13A〜13F）。查耳酮，作为密钥intermedi-茨，通过各适当取代的芳族醛（的的缩合得到的1〜4）与4-取代的苯乙酮（图5a〜图5f通过微波辐射的作用下克莱森-施密特反应）。查耳酮（环化6A〜6F，7A〜7F，图8A〜8F，图9A〜9F）与p -甲苯sulfonhydrazide AF-涉水使用微波辅助的过程在25分钟内和在乙二醇140瓦特功率1,3,5-三取代吡唑啉衍生物。通过IR，1 H NMR，MS和元素分析确定了目标化合物的结构。结果表明，微波辅助合成工艺具有提高反应速率，减少反应时间，反应干净，操作方便等优点。
• Bamnela, Rita; Shrivastava, Asian Journal of Chemistry, 2010, vol. 22, # 8, p. 6553 - 6558
  作者：Bamnela, Rita、Shrivastava

  DOI：——

  日期：——
• Synthesis and cytotoxicity studies of 3,5-diaryl N-acetyl pyrazoline—isatin hybrids
  作者：Manmohan Sharma、Sahil Sharma、Abhishek Buddhiraja、A. K. Saxena、Kunal Nepali、P. M. S. Bedi

  DOI：10.1007/s00044-014-1001-5

  日期：2014.10

  Numerous reports highlighting the cytotoxic effects of 3,5-diaryl N-acetyl-pyrazolines and isatin tempted us to synthesise conjugates of the functionalities via alkyl armed triazole tetheration. The hybrids were synthesized by click chemistry approach and were evaluated against a panel of cell lines i.e. viz HeLa (cervix cancer), CAKI-I (Renal cancer), PC-3 (Prostate cancer) and Miapaca-2 (pancreatic cancer). The hybrids were classified into right-handed and left-handed conjugates on the basis of the placement of the isatin ring. The length of the alkyl armed triazole linker was varied from 2 to 6. Structure activity relationship has also been presented. A preliminary cytotoxic assay was performed on the series of 3,5-diaryl N-acetyl-pyrazolines and only the potent 3,5-diaryl N-acetyl-pyrazolines were selected for their inclusion in the hybrid scaffold. Among the cell lines employed, HeLa cell line was the most sensitive towards the exposure of test compounds. Out of all the compounds evaluated, two right-handed conjugates MI-7b and MI-8b and two left-handed conjugates MI-4b, MI-6b displayed significant cytotoxic potential and exhibited an IC50 range from 1.3 to 3.5 mu M against HeLa Cell line..
• Synthesis and In Vitro Antimicrobial, Anthelmintic and Insecticidal Activities Study of 4(4'-Bromophenyl)-6-substituted-aryl-1-acetyl pyrimidine-2-thiols
  作者：Rita Bamnela、S. P. Shrivastava

  DOI：10.1155/2010/927601

  日期：——

  A new series of 4(4'-bromophenyl)-6-substituted aryl-1-acetyl pyrimidine-2-thiol derivatives were synthesized by heating chalcones with thiourea, in the presence of ethanolic potassium hydroxide, followed by treatment with acetyl chloride. The structure of the compounds was characterized by IR and H¹NMR spectral study and elemental analysis. The compounds were screened for their antimicrobial, anthelmintic and insecticidal activities. All the compounds exhibited significant to moderate biological activities.

  一系列新的4(4'-溴苯基)-6-取代芳基-1-乙酰嘧啶-2-硫醇衍生物通过在乙醇钾氢氧化物存在下，将查尔酮与硫脲加热，然后用乙酰氯处理而合成。这些化合物的结构通过红外光谱和H¹NMR光谱研究以及元素分析进行了表征。这些化合物被筛选其抗微生物、驱虫和杀虫活性。所有这些化合物表现出显著至中等的生物活性。