(E)-3-(2,6-dichlorophenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one | 88701-85-3

• 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: (E)-3-(2,6-dichlorophenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one
• CAS: 88701-85-3
• 化学式: C₁₅H₁₀Cl₂O₂
• 分子量: 293.149
• InChiKey: DBQYHWPRRQKNKQ-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(2,6-dichlorophenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one 在 五溴化钽 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以12%的产率得到2-(2,6-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one
  参考文献：
  名称：

  Silica gel supported TaBr5: new catalyst for the facile and rapid cyclization of 2′-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent-free conditions

  摘要：

  Silica gel supported TaBr5 (5-10 mol %) is anew solid-support catalyst that can be used under solvent-free conditions for the facile and efficient isomerization of 2'-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones. The catalyst is easily prepared, stable and employed under environmentally friendly conditions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.086
• 作为产物：
  描述：

  4-[(E)-2-(2,6-Dichloro-phenyl)-vinyl]-benzo[e][1,2,3]oxathiazine 2,2-dioxide 在 sodium hydroxide 、 水 作用下， 生成 (E)-3-(2,6-dichlorophenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Dhar, Durga N.; Bag, Amal K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 7, p. 627 - 631

  摘要：

  DOI：

文献信息

• Silica gel supported InBr3 and InCl3: new catalysts for the facile and rapid oxidation of 2′-hydroxychalcones and flavanones to their corresponding flavones under solvent free conditions
  作者：Naseem Ahmed、Hasrat Ali、Johan E. van Lier

  DOI：10.1016/j.tetlet.2004.11.062

  日期：2005.1

  Silica gel supported InBr3 or InCl3 (15–20 mol %) were explored as a new solid-support catalysts for the facile and efficient oxidation, under solvent free conditions, of 2′-hydroxychalcones and flavanones to yield the corresponding flavones in >80% yield. The catalysts are easily prepared, stable, and efficient under mild reaction conditions.

  硅胶负载的InBr 3或InCl 3（15–20 mol％）被研究为一种新型的固体载体催化剂，可在无溶剂条件下方便，有效地氧化2'-羟基查耳酮和黄烷酮，以产生>的相应黄酮。 80％的产率。在温和的反应条件下，该催化剂易于制备，稳定且有效。
• Synthesis and cdc25B inhibitory activity evaluation of chalcones
  作者：Fei Zhao、Qing-Jie Zhao、Jing-Xia Zhao、Da-Zhi Zhang、Qiu-Ye Wu、Yong-Sheng Jin

  DOI：10.1007/s10600-013-0563-7

  日期：2013.5

  A library of sixty-five chalcones was prepared for screening against the protein phosphatase, cdc25B. From this library, thirteen compounds were found having good inhibitory activity. Two compounds have excellent activity and can be used for the design of more potent antiproliferative agents.

  制备了一个包含六十五种查尔酮的库，用于针对蛋白磷酸酶cdc25B进行筛选。从这个库中，发现了十三种具有良好抑制活性的化合物。其中两种化合物表现出极佳的活性，可用于设计更有效的抗增殖剂。
• Synthesis, Antimicrobial Evaluation, and In Silico Molecular Docking Studies of Chalcone-Based 1,2,3-Triazoles
  作者：Ch. Prasad、P. Nagesh、Ch. Kishan、V. Murali Krishna、A. Balaswamy、V. Manga、B. Prashanth、Y. Aparna

  DOI：10.1134/s1070363223050171

  日期：2023.5

  Abstract A series of chalcone-based 1,2,3-triazole compounds was synthesized Condensation of aldehydes and ketones results in the formation of chalcones. Terminal alkyne of chalcones and different aryl azides cyclization produced chalcone-based 1,2,3-triazoles through 1,3-dipolar cycloaddition (click reaction). The compounds were screened to evaluate their in vitro antimicrobial activities against

  摘要 合成了一系列基于查耳酮的1,2,3-三唑化合物。醛和酮缩合导致形成查耳酮。查耳酮的末端炔与不同的芳基叠氮化物通过1,3-偶极环加成（点击反应）环化生成查耳酮基1,2,3-三唑。对这些化合物进行了筛选，以评价其对蜡样芽孢杆菌、大肠杆菌和黑曲霉真菌菌株的体外抗菌活性。与氨苄青霉素和巴维汀药物相比，2-甲基、4-氯、3-三氟甲基、酯和3,5-二氯取代的类似物显示出优异的抑制区。分子对接研究表明与大肠杆菌的选定蛋白质 6-磷酸葡萄糖胺和 3-植酸酶 A 具有良好的结合相互作用和A. niger分别。
• Silva, Artur M. S.; Pinto, Diana C. G. A.; Tavares, Hilario R., European Journal of Organic Chemistry, 1998, # 9, p. 2031 - 2038
  作者：Silva, Artur M. S.、Pinto, Diana C. G. A.、Tavares, Hilario R.、Cavaleiro, Jose A. S.、Jimeno, M. Luisa、Elguero, Jose

  DOI：——

  日期：——
• Compounds exhibiting efflux inhibitor activity and composition and uses thereof
  申请人：Wempe Fitzpatrick Michael

  公开号：US20070254859A1

  公开（公告）日：2007-11-01

  At least one compound chosen from compounds of Formula I: a pharmaceutically acceptable salt or ester thereof, a solvate thereof, a chelate thereof, a non-covalent complex thereof, a prodrug thereof, and mixtures of any of the foregoing, wherein: n is a number from 1 to 900, wherein the individual units may be the same or different; W is chosen from alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, aralkyl and substituted aralkyl; each of R 2 , R 3 , R 4 and R 5 is independently chosen from —H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, aralkyl and substituted aralkyl; Z′ is chosen from —O—, —N—, —NO—, —NR 4 —, —S—, —SO— and —SO 2 —, wherein R 4 is defined as above; each of X, X′, Y and Z is independently chosen from —CR 4 R 5 —, —NH—, —NR 4 —, —NO—, —O—, —NOR 4 —, —S—, —SO—, —SO 2 —, wherein R 4 and R 5 are defined as above; R 1 is chosen from a tocopherol, a steroid and a flavonoid; and R 6 is chosen from any R 1 , alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, aralkyl and substituted aralkyl.