2,4-bis(4-nitrophenyl)-1,3-oxazole | 1416325-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4-bis(4-nitrophenyl)-1,3-oxazole
• CAS: 1416325-24-0
• 化学式: C₁₅H₉N₃O₅
• 分子量: 311.254
• InChiKey: ZPMGGFAYXNAZPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-bis(4-nitrophenyl)-1,3-oxazole 在 氢气 、 palladium(II) hydroxide 作用下， 以 甲醇 为溶剂， 生成 4-[2-(4-Aminophenyl)-1,3-oxazol-4-yl]aniline
  参考文献：
  名称：

  HCV NS5A replication complex inhibitors. Part 3: discovery of potent analogs with distinct core topologies

  摘要：

  In a recent disclosure,(1) we described the discovery of dimeric, prolinamide-based NS5A replication complex inhibitors exhibiting excellent potency towards an HCV genotype 1b replicon. That disclosure dealt with the SAR exploration of the peripheral region of our lead chemotype, and herein is described the SAR uncovered from a complementary effort that focused on the central core region. From this effort, the contribution of the core region to the overall topology of the pharmacophore, primarily vector orientation and planarity, was determined, with a set of analogs exhibiting < 10 nM EC50 in a genotype 1b replicon assay. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.086
• 作为产物：
  描述：

  2,4-二苯噁唑 在 硝酸 作用下， 生成 2,4-bis(4-nitrophenyl)-1,3-oxazole
  参考文献：
  名称：

  HCV NS5A replication complex inhibitors. Part 3: discovery of potent analogs with distinct core topologies

  摘要：

  In a recent disclosure,(1) we described the discovery of dimeric, prolinamide-based NS5A replication complex inhibitors exhibiting excellent potency towards an HCV genotype 1b replicon. That disclosure dealt with the SAR exploration of the peripheral region of our lead chemotype, and herein is described the SAR uncovered from a complementary effort that focused on the central core region. From this effort, the contribution of the core region to the overall topology of the pharmacophore, primarily vector orientation and planarity, was determined, with a set of analogs exhibiting < 10 nM EC50 in a genotype 1b replicon assay. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.086

文献信息

• Ultrasound and deep eutectic solvent (DES): A novel blend of techniques for rapid and energy efficient synthesis of oxazoles
  作者：Balvant S. Singh、Hyacintha R. Lobo、Dipak V. Pinjari、Krishna J. Jarag、Aniruddha B. Pandit、Ganapati S. Shankarling

  DOI：10.1016/j.ultsonch.2012.06.003

  日期：2013.1

  The present work deals with the synthesis of novel oxazole compounds by using effective combination of ultrasound (US) and deep eutectic solvent (DES). The reaction was also conducted by thermal method (NUS) and the comparative studies are provided. It was observed that applying ultrasound not only improved yields and reduced reaction times but also saved more than 85% energy as shown by energy consumption calculations. The advantages of using DES as reaction medium is highlighted from the fact that it is bio-degradable, non-toxic, recyclable and could be easily prepared using inexpensive raw materials. The recyclability for DES was studied wherein it was found that ultrasound has no negative effects on DES even up to four runs. In addition, the present work is the first report on the combinative use of DES and US in organic synthesis. (C) 2012 Elsevier B.V. All rights reserved.