2-(4-chlorophenyl)-1-(2-hydroxyphenyl)ethanone | 1175006-64-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(4-chlorophenyl)-1-(2-hydroxyphenyl)ethanone
• CAS: 1175006-64-0
• 化学式: C₁₄H₁₁ClO₂
• 分子量: 246.693
• InChiKey: HQJAXAOTRPJGMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(4-chlorophenyl)-1-(2-hydroxyphenyl)ethanone 在 2,6-二叔丁基-4-甲基吡啶 、 1,3-双(二苯基膦)丙烷 、 palladium diacetate 、 potassium carbonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 生成 盐酸氮卓斯汀杂质E
  参考文献：
  名称：

  3-Ylidenephthalides as a new class of transient receptor potential channel TRPA1 and TRPM8 modulators

  摘要：

  Following the recent identification of the naturally occurring 3-ylidene-4,5-dihydrophthalide ligustilide and its oxidation product dehydroligustilide as novel TRPA1 modulators, a series of seventeen 3-ylide-nephthalides was synthesized and tested on TRPA1 and TRPM8 channels. Most of these compounds acted as strong modulators of the two channel types with EC50 and/or IC50 values distinctly lower than those of the reference compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.039
• 作为产物：
  描述：

  phenyl 2-(4-chlorophenyl)acetate 在 aluminum (III) chloride 作用下， 反应 1.0h， 生成 2-(4-chlorophenyl)-1-(2-hydroxyphenyl)ethanone
  参考文献：
  名称：

  3-Ylidenephthalides as a new class of transient receptor potential channel TRPA1 and TRPM8 modulators

  摘要：

  Following the recent identification of the naturally occurring 3-ylidene-4,5-dihydrophthalide ligustilide and its oxidation product dehydroligustilide as novel TRPA1 modulators, a series of seventeen 3-ylide-nephthalides was synthesized and tested on TRPA1 and TRPM8 channels. Most of these compounds acted as strong modulators of the two channel types with EC50 and/or IC50 values distinctly lower than those of the reference compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.039

文献信息

• Design and synthesis of 4,5-diaryl/heteroarylthiophene-2-carboxylic acid derivatives and evaluation of their biological activities
  作者：Ananda Mohan Arasavelli、Ganapavarapu Sharma Veera Raghava、Siddaiah Vidavalur

  DOI：10.1515/hc-2016-0131

  日期：2017.2.1

  Abstract Synthesis, characterization and biological activity of novel 4,5-diaryl/heteroaryl thiophene-2-carboxylic acid derivatives are described. Aryl/heteroaryl esters were converted to substituted thiophene esters via a Vilsmeier-Haack reaction, which were then hydrolyzed to 4,5-diaryl/heteroaryl thiophene-2-carboxylic acid derivatives 8a–h. All products were characterized by 1H NMR, 13C NMR, IR

  摘要 描述了新型 4,5-二芳基/杂芳基噻吩-2-羧酸衍生物的合成、表征和生物活性。芳基/杂芳基酯通过 Vilsmeier-Haack 反应转化为取代的噻吩酯，然后水解为 4,5-二芳基/杂芳基噻吩-2-羧酸衍生物 8a-h。所有产品均通过 1H NMR、13C NMR、IR 和 MS 进行表征。评估了合成化合物对两种革兰氏阳性菌和两种革兰氏阴性菌的抗菌活性，以及​​它们对 PC-3 细胞系（人前列腺癌细胞系）的抗癌活性。
• Synthesis of isoflavones via base catalysed condensation reaction of deoxybenzoin
  作者：Wanmei Li、Fangming Liu、Pengfei Zhang

  DOI：10.3184/030823408x382135

  日期：2008.12

  Base catalysed condensation reaction of o-hydroxyl-α-phenylacetophenones with formyl reagents affords various substituted isoflavones. Many bases were tested in the condensation reaction and DMAP was found to be the most effective catalysis.

  邻羟基-α-苯基苯乙酮与甲酰基试剂的碱催化缩合反应得到各种取代的异黄酮。在缩合反应中测试了许多碱，发现 DMAP 是最有效的催化作用。