3-phenyl-1-(3-nitrophenyl)-3-phenylsulphanylpropan-1-one | 102469-58-9

• 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: 3-phenyl-1-(3-nitrophenyl)-3-phenylsulphanylpropan-1-one
• 英文别名: 1-(3-nitrophenyl)-3-phenyl-3-(phenylthio)propan-1-one；1-(3-nitro-phenyl)-3-phenyl-3-phenylsulfanyl-propan-1-one；1-(3-Nitro-phenyl)-3-phenyl-3-phenylmercapto-propan-1-on；1-(3-nitrophenyl)-3-phenyl-3-phenylsulfanylpropan-1-one
• CAS: 102469-58-9
• 化学式: C₂₁H₁₇NO₃S
• 分子量: 363.437
• InChiKey: WAXQEVWFMAESHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  88.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3'-nitro-chalcone 、 苯硫酚 反应 1.5h， 生成 3-phenyl-1-(3-nitrophenyl)-3-phenylsulphanylpropan-1-one
  参考文献：
  名称：

  Two expedient ‘one-pot’ methods for synthesis of β-aryl-β-mercaptoketones over anhydrous potassium carbonate or amberlyst-15 catalyst

  摘要：

  我们开发了两种简便的一锅法合成β-芳基-β-巯基酮的工艺，使用苯乙酮、苯甲醛和硫醇作为起始原料。这两种方法包括以下步骤：首先，将苯乙酮和苯甲醛的1:1混合物在微波照射下（5分钟）与中性氧化铝负载的无水碳酸钾或安伯利斯特-15反应；然后，向所得产物中加入硫醇，并在室温下保持1.5小时。

  DOI：

  10.1007/s12039-013-0513-8

文献信息

• Design and synthesis of 1,3-biarylsulfanyl derivatives as new anti-breast cancer agents
  作者：Atul Kumar、Vishwa Deepak Tripathi、Promod Kumar、Lalit Prakash Gupta、Akanksha、Ritu Trivedi、Hemant Bid、V.L. Nayak、Jawed A. Siddiqui、Bandana Chakravarti、Ruchi Saxena、Anila Dwivedi、M.I. Siddiquee、U. Siddiqui、Rituraj Konwar、Naibedya Chattopadhyay

  DOI：10.1016/j.bmc.2011.07.056

  日期：2011.9

  A new series of 1,3-biarylsulfanyl derivatives (homodibenzyl core motif) have been designed and synthesized as new estrogen receptor ligands by chopping benzothiophene core of raloxifene to engender secoraloxifene scaffold. All the synthesized compounds were screened for anti-proliferative, anti-osteoporotic, and anti-implantation activity. Compounds (35, 36) having basic amino anti-estrogenic side chain were exhibiting potential anti-proliferative activity in MCF-7, MDA-MB-231 and ishikawa cell lines. Some of the synthesized compounds having homodibenzyl motif (5, 8, 10) have shown moderate anti-osteoporotic activity. (C) 2011 Elsevier Ltd. All rights reserved.
• Two expedient ‘one-pot’ methods for synthesis of β-aryl-β-mercaptoketones over anhydrous potassium carbonate or amberlyst-15 catalyst
  作者：CHAYAN GUHA、RINA MONDAL、RAMMOHAN PAL、ASOK K MALLIK

  DOI：10.1007/s12039-013-0513-8

  日期：2013.11

  Two expedient one-pot methods have been developed for synthesis of β-aryl-β-mercaptoketones using acetophenones, benzaldehydes and thiols as starting materials. The methods involve microwave irradiation (5 min) of 1:1 mixtures of acetophenones and benzaldehydes over neutral alumina supported anhydrous potassium carbonate or amberlyst-15 in the first step, and that is followed by addition of thiol to the resulting material and keeping at room temperature for 1.5 h.

  我们开发了两种简便的一锅法合成β-芳基-β-巯基酮的工艺，使用苯乙酮、苯甲醛和硫醇作为起始原料。这两种方法包括以下步骤：首先，将苯乙酮和苯甲醛的1:1混合物在微波照射下（5分钟）与中性氧化铝负载的无水碳酸钾或安伯利斯特-15反应；然后，向所得产物中加入硫醇，并在室温下保持1.5小时。