2-nitro-1-quinolin-2-ylethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-nitro-1-quinolin-2-ylethanone
• 化学式: C₁₁H₈N₂O₃
• 分子量: 216.196
• InChiKey: RNSFGAICDVNVQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-nitro-1-quinolin-2-ylethanone 、 3,4-dimethoxy-(phenylmethoxy)benzaldehyde 在 ammonium acetate 作用下， 以 甲苯 为溶剂， 反应 3.5h， 以87%的产率得到1-(3,4-Dimethoxy-2-phenylmethoxyphenyl)-2-nitropyrrolo[1,2-a]quinolin-3-ol
  参考文献：
  名称：

  Total Synthesis of Streptonigrone

  摘要：

  A total synthesis of streptonigrone, 1, is described, which incorporates a one-step synthesis of substituted pyridones devised in our laboratory. Other aspects of the synthesis that differentiate the present approach from previous ones are the use of a Conrad - Limpach reaction, rather than the customary Friedlander methodology, to assemble the quinoline segment of 1, and the implementation of an anionic sequence for the functionalization of a key pyridone intermediate.

  DOI：

  10.1021/jo701435p
• 作为产物：
  描述：

  喹啉-2-甲醛 、 溴代硝基甲烷 在 四甲基胍 作用下， 以 甲苯 为溶剂， 以40%的产率得到2-nitro-1-quinolin-2-ylethanone
  参考文献：
  名称：

  2-Quinolinecarboxaldehyde: an unusual partner in the Henry reaction and subsequent elimination

  摘要：

  2-Quinolinecarboxaldehyde participates in a standard Henry reaction when combined with a nitroalkane and catalytic amounts of base. However, water is not readily eliminated from the resulting beta-nitro alcohol intermediate to form the expected nitroalkene. Instead, the elimination of nitrous acid is observed furnishing an unexpected ketone product. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.044

文献信息

• [EN] COMPOUNDS FOR THE TREATMENT OF PARAMOXYVIRUS VIRAL INFECTIONS<br/>[FR] COMPOSÉS POUR LE TRAITEMENT D'INFECTIONS VIRALES PAR PARAMYXOVIRUS
  申请人：ALIOS BIOPHARMA INC

  公开号：WO2014031784A1

  公开（公告）日：2014-02-27

  Disclosed herein are new antiviral compounds, together with pharmaceutical compositions that include one or more antiviral compounds, and methods of synthesizing the same. Also disclosed herein are methods of ameliorating and/or treating a paramyxovirus viral infection with one or more small molecule compounds. Examples of paramyxovirus infection include an infection caused by human respiratory syncytial virus (RSV).

  本文披露了新的抗病毒化合物，以及包含一种或多种抗病毒化合物的药物组合物，并且揭示了合成这些化合物的方法。本文还披露了利用一种或多种小分子化合物改善和/或治疗副黏病毒病毒感染的方法。副黏病毒感染的例子包括由人类呼吸道合胞病毒（RSV）引起的感染。
• COMPOUNDS FOR THE TREATMENT OF PARAMOXYVIRUS VIRAL INFECTIONS
  申请人：Alios Bio Pharma, Inc.

  公开号：US20150238498A1

  公开（公告）日：2015-08-27

  Disclosed herein are new antiviral compounds, together with pharmaceutical compositions that include one or more antiviral compounds, and methods of synthesizing the same. Also disclosed herein are methods of ameliorating and/or treating a paramyxovirus viral infection with one or more small molecule compounds. Examples of paramyxovirus infection include an infection caused by human respiratory syncytial virus (RSV).

  本文披露了一些新的抗病毒化合物，以及包含一种或多种抗病毒化合物的药物组合物和合成它们的方法。还披露了使用一种或多种小分子化合物改善和/或治疗副黏液病毒病毒感染的方法。副黏液病毒感染的例子包括由人类呼吸道合胞病毒(RSV)引起的感染。
• COMPOUNDS FOR THE TREATMENT OF PARAMYXOVIRUS VIRAL INFECTIONS
  申请人：Alios BioPharma, Inc.

  公开号：US20170283429A1

  公开（公告）日：2017-10-05

  Disclosed herein are new antiviral compounds, together with pharmaceutical compositions that include one or more antiviral compounds, and methods of synthesizing the same. Also disclosed herein are methods of ameliorating and/or treating a paramyxovirus viral infection with one or more small molecule compounds. Examples of paramyxovirus infection include an infection caused by human respiratory syncytial virus (RSV).
• US9724351B2
  申请人：——

  公开号：US9724351B2

  公开（公告）日：2017-08-08
• 2-Quinolinecarboxaldehyde: an unusual partner in the Henry reaction and subsequent elimination
  作者：Ashley Nomland、Ivory D. Hills

  DOI：10.1016/j.tetlet.2008.07.044

  日期：2008.9

  2-Quinolinecarboxaldehyde participates in a standard Henry reaction when combined with a nitroalkane and catalytic amounts of base. However, water is not readily eliminated from the resulting beta-nitro alcohol intermediate to form the expected nitroalkene. Instead, the elimination of nitrous acid is observed furnishing an unexpected ketone product. (C) 2008 Elsevier Ltd. All rights reserved.