4-chloro-4'-methoxy-benzoin | 97723-29-0

• 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: 4-chloro-4'-methoxy-benzoin
• 英文别名: 4-Chlor-4'-methoxy-benzoin；p-Chlor-benzanisoin；1-(4-Chlorophenyl)-2-hydroxy-2-(4-methoxyphenyl)ethanone
• CAS: 97723-29-0
• 化学式: C₁₅H₁₃ClO₃
• 分子量: 276.719
• InChiKey: CYXZIZSVKCYKIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  4-chloro-4'-methoxy-benzoin 在 乙醇 、 Fehling solution 作用下， 生成 1-(4-氯苯基)-2-(4-甲氧基苯基)乙烷-1,2-二酮
  参考文献：
  名称：

  The Grignard Reaction in the Synthesis of Ketones. V. The Preparation of the Isomeric p-Chlorobenzanisoins

  摘要：

  DOI：

  10.1021/ja01320a042
• 作为产物：
  描述：

  4-甲氧基苯乙酰胺 在 四氯化碳 、 乙醚 、 乙醇 、 溴 、 sodium ethanolate 作用下， 生成 4-chloro-4'-methoxy-benzoin
  参考文献：
  名称：

  The Grignard Reaction in the Synthesis of Ketones. V. The Preparation of the Isomeric p-Chlorobenzanisoins

  摘要：

  DOI：

  10.1021/ja01320a042

文献信息

• Behavior of Benzoins and Hydroxy ketones in Acid Media: I. Reaction of 1-Aryl-2-(2,5-dimethylthiophen-3-yl)-2-hydroxyethanones with Thiols in Trifluoroacetic Acid
  作者：M. M. Krayushkin、B. V. Lichitskii、A. P. Mikhalev、A. A. Dudinov、S. N. Ivanov

  DOI：10.1007/s11178-005-0125-y

  日期：2005.1

  Reactions of 1-aryl-2-(2,5-dimethylthiophen-3-yl)-2-hydroxyethanones with thiols in trifluoroacetic acid lead to formation of substituted 1-aryl-2-(2,5-dimethylthiophen-3-yl)-2-sulfanylethanones.

  1-芳基-2-(2,5-二甲基噻吩-3-基)-2-羟基乙酮与硫醇在三氟乙酸中反应，形成取代的 1-芳基-2-(2,5-二甲基噻吩-3-基) -2-磺基乙酮。
• The Mechanistic Fate of the Anilino Moiety in the Rearrangement of α-Anilinoketones
  作者：K. LeRoi. Nelson、Jerold C. Robertson、John J. Duvall

  DOI：10.1021/ja01058a028

  日期：1964.2
• Karavan, V. S.; Simonov, D. A., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 1.2, p. 145 - 148
  作者：Karavan, V. S.、Simonov, D. A.

  DOI：——

  日期：——
• Synthesis and SAR study of 4,5-diaryl-1H-imidazole-2(3H)-thione derivatives, as potent 15-lipoxygenase inhibitors
  作者：Amir Assadieskandar、Mohsen Amini、Marjan Salehi、Hamid Sadeghian、Maliheh Alimardani、Amirhossein Sakhteman、Hamid Nadri、Abbas Shafiee

  DOI：10.1016/j.bmc.2012.09.050

  日期：2012.12

  A series of 4,5-diaryl-1H-imidazole-2(3H)-thione was synthesized and their inhibitory potency against soybean 15-lipoxygenase and free radical scavenging activities were determined. Compound 11 showed the best IC50 for 15-LOX inhibition (IC50 = 4.7 mu M) and free radical scavenging activity (IC50 = 14 mu M). Methylation of SH at C-2 position of imidazole has dramatically decreased the 15-LOX inhibition and radical scavenging activity as it can be observed in the inactive compound 14 (IC50 >250 mu M). Structure activity similarity (SAS) showed that the most important chemical modification in this series was methylation of SH group and Docking studies revealed a proper orientation for SH group towards Fe core of the 15-LOX active site. Therefore it was concluded that iron chelating could be a possible mechanism for enzyme inhibition in this series of compounds. (C) 2012 Elsevier Ltd. All rights reserved.
• MOROZOV A. A., DOKL. AN CCCP, 292,(1987) N 1, 141-144
  作者：MOROZOV A. A.

  DOI：——

  日期：——