acetophenone 4-phenylsemicarbazone

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: acetophenone 4-phenylsemicarbazone
• 英文别名: acetophenone N-phenylsemicarbazone；1-Phenyl-3-(1-phenylethylideneamino)urea
• 化学式: C₁₅H₁₅N₃O
• 分子量: 253.304
• InChiKey: POAIDNLCHHSYAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  acetophenone 4-phenylsemicarbazone 在 dimethylammonium chlorochromate 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 苯乙酮
  参考文献：
  名称：

  用于从肟、缩氨基脲、4-苯基缩氨基脲和对硝基苯腙中再生羰基化合物的高效、选择性和廉价的负载型氧化剂

  摘要：

  摘要 吸附在硅胶上的氯铬酸二甲基铵 (DMCC/SiO2) 可以在温和和非水条件下以良好的收率从肟、缩氨基脲、4-苯基缩氨基脲和对硝基苯腙中再生羰基化合物。

  DOI：

  10.1080/00397910008087230
• 作为产物：
  描述：

  acetone 4-phenylsemicarbazone 在 一水合肼 、 potassium iodide 作用下， 以 乙醇 为溶剂， 生成 acetophenone 4-phenylsemicarbazone
  参考文献：
  名称：

  几种酮 N-苯基氨基甲酸酯的阳极裂解为 N-苯基氨基甲酸甲酯和相应的二甲基缩醛

  摘要：

  摘要 在碘化钾和碱的存在下，以甲醇为溶剂，对几种酮 N-苯基氨基甲酸酯进行电氧化，得到几乎等量的 N-苯基氨基甲酸甲酯和相应的二甲基缩醛。在电氧化过程中观察到从阳极电解液中持续释放出气态氮。这些反应是在非常温和的反应条件下进行的，据推测是通过四电子氧化过程进行的，其中碘离子作为电子载体起着重要的作用。图形概要

  DOI：

  10.1080/00397911.2012.667184

文献信息

• An Efficient, Selective and Inexpensive Supported Oxidant for the Regeneration of Carbonyl Compounds from Oximes, Semicarbazones, 4-Phenylsemicarbazones, and P-Nitrophenylhydrazones
  作者：Gui-Sheng Zhang、Bing Chai

  DOI：10.1080/00397910008087230

  日期：2000.4

  Abstract Dimethylammonium chlorochromate adsorbed on silica gel (DMCC/SiO2) makes the regeneration of carbonyl compounds from oximes, semicarbazones, 4-phenyl-semicarbazones, and p-nitrophenylhydrazones in good yields under mild and non-aqueous conditions.

  摘要 吸附在硅胶上的氯铬酸二甲基铵 (DMCC/SiO2) 可以在温和和非水条件下以良好的收率从肟、缩氨基脲、4-苯基缩氨基脲和对硝基苯腙中再生羰基化合物。
• Methylammonium Chlorochromate Adsorbed on Silica Gel for Regeneration of Carbonyl Compounds from their Nitrogen-Containing Derivatives Under Mild and Non-Aqueous Conditions
  作者：Gui-Sheng Zhang、Bing Chai

  DOI：10.1080/00397910008087414

  日期：2000.7

  Oximes, p-nitrophenylhydrazones, 4-phenylsemicarbazones and semicarbazones are converted to their corresponding carbonyl compounds in good yields using methylammonium chlorochromate adsorbed on silica gel(MCC/SiO2) under mild and non-aqueous conditions.
• Trimethylammonium Chlorochromate Adsorbed on Alumina: An Efficient and Convenient Reagent for the Oxidative Cleavage of 4-Phenylsemicarbazones and Semicarbazones to Their Parent Carbonyl Compounds
  作者：Hui Gong、Gui-Sheng Zhang

  DOI：10.1080/00397919908086418

  日期：1999.8.1

  Deprotection of 4-phenylsemicarbazones and semicarbazones to their parent aldehydes and ketones in high yields has been carried out by using trimethylammonium chlorochromate adsorbed on alumina as selective oxidant under mild conditions.
• Microwave-assisted Synthesis and Bioevaluation of Some Semicarbazones
  作者：Laila Jafri、Farzana L. Ansari、Maryam Jamil、Saima Kalsoom、Sana Qureishi、Bushra Mirza

  DOI：10.1111/j.1747-0285.2012.01360.x

  日期：2012.6

  In continuation to our efforts in finding potential therapeutic agents, a variety of biologically significant semicarbazones were synthesized by the reaction of different carbonyl compounds with phenyl semicarbazides through microwave irradiation. Initially, 18 semicarbazones were studied for their antimicrobial, antitumor, and antioxidant potential. None of the tested compounds showed any antibacterial activity; however, some compounds showed significant antifungal activity. Interestingly, all compounds showed antitumor activity when tested against tumors grown on potato discs. These compounds were also tested for their effect on OH radical‐induced oxidative DNA damage. All the compounds showed DNA protection to varying extent. Based on the promising results of antitumor and antioxidant activities, another set of 24 semicarbazones was synthesized, and all of these semicarbazones were evaluated for their antioxidant potential. The results showed that the semicarbazones derived from 2‐nitrobenzaldehyde and acetophenone were the most active 2,2‐diphenyl‐1‐picrylhydrazyl 9 (DPPH) free radical scavengers. The overall results have led to the identification of some interesting compounds which seem to have great potential to be developed into effective anticancer drugs.
• Anodic Cleavage of Several Ketone <i>N</i>-Phenylsemicarbazones into Methyl <i>N</i>-Phenylcarbamate and the Corresponding Dimethyl Acetals
  作者：Shinnosuke Nishikawa、Haruki Yamamori、Kousuke Ohashi、Mitsuhiro Okimoto、Masayuki Hoshi、Takashi Yoshida

  DOI：10.1080/00397911.2012.667184

  日期：2013.7.3

  Abstract Several ketone N-phenylsemicarbazones were electrooxidized in the presence of potassium iodide and a base using methanol as the solvent to give nearly commensurate amounts of methyl N-phenylcarbamate and the corresponding dimethyl acetals. Continuous evolution of gaseous nitrogen was observed from the anolyte during the electrooxidation. The reactions were carried out under very mild reaction

  摘要 在碘化钾和碱的存在下，以甲醇为溶剂，对几种酮 N-苯基氨基甲酸酯进行电氧化，得到几乎等量的 N-苯基氨基甲酸甲酯和相应的二甲基缩醛。在电氧化过程中观察到从阳极电解液中持续释放出气态氮。这些反应是在非常温和的反应条件下进行的，据推测是通过四电子氧化过程进行的，其中碘离子作为电子载体起着重要的作用。图形概要