1-(4-溴苯基)-2-(4-氯苯基)乙烷-1,2-二酮 | 23566-01-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(4-溴苯基)-2-(4-氯苯基)乙烷-1,2-二酮
• 英文名称: 1-(4-bromophenyl)-2-(4-chlorophenyl)ethane-1,2-dione
• 英文别名: 4'-Chlor-4-brom-benzil；4-Chlor-4-brombenzil
• CAS: 23566-01-0
• 化学式: C₁₄H₈BrClO₂
• 分子量: 323.573
• InChiKey: BFOJUCLLWDZHOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 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：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-溴苯基)-2-(4-氯苯基)乙烷-1,2-二酮 在 1,3-bis-n-butylimidazolium bromide 作用下， 以 二甲基亚砜 为溶剂， 生成 5-(4-bromophenyl)-6-(4-chlorophenyl)-N-(2-morpholinoethyl)-1,2,4-triazin-3-amine
  参考文献：
  名称：

  Design, green synthesis and pharmacological evaluation of novel 5,6-diaryl-1,2,4-triazines bearing 3-morpholinoethylamine moiety as potential antithrombotic agents

  摘要：

  The aim of this research work was to investigate a series of novel 5,6-diaryl-1,2,4-triazines (3a-3q) containing 3-morpholinoethylamine side chain, and to address their antiplatelet activity by in vitro, ex vivo and in vivo methods. All compounds were synthesized by environment benign route and their structures were unambiguously confirmed by spectral data. Compounds (3l) and (3m) were confirmed by their single crystal X-ray structures. Out of all the synthesized compounds, 10 were found to be more potent in vitro than aspirin; six of them were found to be prominent in ex vivo assays and one compound (3d) was found to have the most promising antithrombotic profile in vivo. Moreover, compound (3d) demonstrated less ulcerogenicity in rats as compared to aspirin. The selectivity of the most promising compound (3d) for COX-1 and COX-2 enzymes was determined with the help of molecular docking studies and the results were correlated with the biological activity.

  DOI：

  10.3109/14756366.2015.1060480
• 作为产物：
  描述：

  对氯苯乙酸 在 三氯化铝 、 selenium(IV) oxide 、 三氯化磷 作用下， 以 二甲基亚砜 为溶剂， 反应 0.02h， 生成 1-(4-溴苯基)-2-(4-氯苯基)乙烷-1,2-二酮
  参考文献：
  名称：

  Shirude; Patel; Giridhar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 4, p. 1080 - 1085

  摘要：

  DOI：

文献信息

• Copper-Catalyzed Oxidation of Deoxybenzoins to Benzils under Aerobic Conditions
  作者：Antonella Goggiamani、Sandro Cacchi、Giancarlo Fabrizi、Antonia Iazzetti、Rosanna Verdiglione

  DOI：10.1055/s-0033-1338451

  日期：——

  Abstract A novel copper-catalyzed approach to benzils from readily available deoxybenzoins under neutral conditions using air as the oxidant has been developed. The reaction tolerates a variety of useful substituents including chloro, bromo, iodo, keto, ester, and cyano groups. A novel copper-catalyzed approach to benzils from readily available deoxybenzoins under neutral conditions using air as the

  摘要 已经开发出一种新颖的铜催化方法，该方法是在中性条件下使用空气作为氧化剂，从容易获得的脱氧安息香素制取苯甲醚。该反应可耐受多种有用的取代基，包括氯，溴，碘，酮，酯和氰基。 已经开发出一种新颖的铜催化方法，该方法是在中性条件下使用空气作为氧化剂，从容易获得的脱氧安息香素制取苯甲醚。该反应可耐受多种有用的取代基，包括氯，溴，碘，酮，酯和氰基。
• Facile and highly chemoselective synthesis of benzil derivatives via oxidation of stilbenes in an I2–H2O system
  作者：Xianghua Zeng、Chengxia Miao、Shoufeng Wang、Chungu Xia、Wei Sun

  DOI：10.1039/c3ra41489b

  日期：——

  A facile and highly chemoselective protocol for the synthesis of benzil derivatives has been developed by oxidation of stilbenes in an I2–H2O system under air. Notably, the method was applicable to 26 examples and provided up to 98% yield, avoiding the use of acid, metal catalysts and so on.

  通过在空气中的I 2 -H 2 O系统中对苯乙烯进行氧化，已经开发出一种易于合成且具有高度化学选择性的苯甲酰衍生物的方案。值得注意的是，该方法适用于26个实例，并且提供了高达98％的收率，避免了使用酸，金属催化剂等。
• Synthesis, antileukemic and antiplatelet activities of 2,3-diaryl-6,7-dihydro-5H-1,4-diazepines
  作者：R. Ramajayam、Rajani Giridhar、M.R. Yadav、R. Balaraman、Hakim Djaballah、David Shum、Constantin Radu

  DOI：10.1016/j.ejmech.2007.11.023

  日期：2008.9

  The synthesis, antileukemic and antiplatelet activity evaluation of 2,3-diaryl-6,7-dihydro-5H-1,4-diazepines are described. In general, it was found that compound 17o showed moderate antileukemic activity against MOLT3 human leukemic cancer cell lines. An arachidonic acid induced platelet aggregation effect on washed rat platelets was studied. Compound 17i was found to be the most potent. The antiplatelet

  描述了2,3-二芳基-6,7-二氢-5H-1,4-二氮杂卓的合成，抗白血病和抗血小板活性的评价。通常，发现化合物17o显示出对MOLT3人白血病癌细胞系的中等抗白血病活性。研究了花生四烯酸对洗涤过的大鼠血小板的血小板聚集作用。发现化合物17i是最有效的。抗血小板特性可以通过干扰花生四烯酸途径来介导。
• Aitken, R. Alan; Cadogan, J. I. G.; Gosney, Ian, Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 101, # 1-4, p. 281 - 286
  作者：Aitken, R. Alan、Cadogan, J. I. G.、Gosney, Ian

  DOI：——

  日期：——
• Synthesis of novel substituted diaryl-1,4-diazepines
  作者：R. Ramajayam、Rajani Giridhar、M. R. Yadav

  DOI：10.1007/s10593-006-0178-z

  日期：2006.7