3-(3-acetylphenyl)propanenitrile | 908146-11-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(3-acetylphenyl)propanenitrile
• CAS: 908146-11-2
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: BTLAYZPIDQHRBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-acetylphenyl)propanenitrile 在 sodium hydroxide 、 sodium hydride 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 1.0h， 生成 4-[3-(2-Cyano-ethyl)-phenyl]-2,4-dioxo-butyric acid
  参考文献：
  名称：

  Azido-Containing aryl β-Diketo acid HIV-1 integrase inhibitors

  摘要：

  Aryl beta-diketo acids (ADK) comprise a general class of potent HIV-1 integrase (IN) inhibitors, which can exhibit selective inhibition of strand transfer reactions in extracellular recombinant IN assays and provide potent antiviral effects in HIV-infected cells. Recent studies have shown that polycyclic aryl or aryl rings bearing aryl-containing substituents are components of potent members of this class. Reported herein is the first use of azido functionality as an aryl replacement in beta-diketo acid IN inhibitors. The ability of azido-containing inhibitors to exhibit potent inhibition of IN and antiviral protection in HIV-infected cells, renders the azide group of potential value in the further development of ADK-based IN inhibitors. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00059-3
• 作为产物：
  描述：

  3'-溴苯乙酮 、 丙烯腈 在 CoBr₂(bpy) 、 lithium bromide 锰 、 水 、 三氟乙酸 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 以63%的产率得到3-(3-acetylphenyl)propanenitrile
  参考文献：
  名称：

  CoBr 2（Bpy）：将芳基卤化物或三氟甲磺酸酯直接共轭添加到活化烯烃上的高效催化剂

  摘要：

  描述了致力于将官能化的芳基化合物直接共轭加成到迈克尔受体上的有效的钴催化方法。CoBr 2（2,2'-联吡啶）配合物似乎是一种非常合适的催化剂，可用于活化各种芳族试剂，从卤化物到被反应基团官能化的三氟甲磺酸酯。该方法允许以良好的至优异的产率合成由1，4-加成产生的化合物。该原始方法的多功能性代表了使用有机金属试剂的大多数已知方法的简单替代方案。

  DOI：

  10.1021/jo060855f

文献信息

• SULFONIC ACIDS, THEIR DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  申请人：Dompé S.P.A.

  公开号：EP1606248A2

  公开（公告）日：2005-12-21
• [EN] SULFONIC ACIDS, THEIR DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] ACIDES SULFONIQUES, LEURS DERIVES ET COMPOSITIONS PHARMACEUTIQUES CONTENANT CES COMPOSES
  申请人：DOMPE SPA

  公开号：WO2004080951A2

  公开（公告）日：2004-09-23

  Selected sulfonic acids, their derivatives and pharmaceutical compositions containing such compounds are useful in inhibiting the chernotactic activation of neutrophils (PMN leukocytes) induced by the interaction of Interleukin-8 (IL-8) with CXCRI and CXCR2 membrane receptors. The compounds are used for the prevention and treatment of pathologies deriving from said activation. Notably, the selected sulfonic acids and their derivativas are devoid of cyclo-oxygenase inhibition activity and are particularly useful in the treatment of neutrofil-dependent pathologies such as psoriasis, ulcerative colitis, melanoma, chronic obstructive pulmonary disease (COPD), bullous pemphigoid, rheumatoid arthritis, idiopathic fibrosis, glomerulonephritis and in the prevention and treatment of damages caused by ischemia and reperfusion.
• CoBr₂(Bpy):  An Efficient Catalyst for the Direct Conjugate Addition of Aryl Halides or Triflates onto Activated Olefins
  作者：Muriel Amatore、Corinne Gosmini、Jacques Périchon

  DOI：10.1021/jo060855f

  日期：2006.8.1

  method devoted to the direct conjugate addition of functionalized aryl compounds onto Michael acceptors is described. The CoBr2(2,2‘-bipyridine) complex appears to be an extremely suitable catalyst for the activation of a variety of aromatic reagents ranging from halides to triflates functionalized by reactive groups. This procedure allows for the synthesis of compounds resulting from 1,4-addition in good

  描述了致力于将官能化的芳基化合物直接共轭加成到迈克尔受体上的有效的钴催化方法。CoBr 2（2,2'-联吡啶）配合物似乎是一种非常合适的催化剂，可用于活化各种芳族试剂，从卤化物到被反应基团官能化的三氟甲磺酸酯。该方法允许以良好的至优异的产率合成由1，4-加成产生的化合物。该原始方法的多功能性代表了使用有机金属试剂的大多数已知方法的简单替代方案。
• Azido-Containing aryl β-Diketo acid HIV-1 integrase inhibitors
  作者：Xuechun Zhang、Godwin C.G Pais、Evguenia S Svarovskaia、Christophe Marchand、Allison A Johnson、Rajeshri G Karki、Marc C Nicklaus、Vinay K Pathak、Yves Pommier、Terrence R Burke

  DOI：10.1016/s0960-894x(03)00059-3

  日期：2003.3

  Aryl beta-diketo acids (ADK) comprise a general class of potent HIV-1 integrase (IN) inhibitors, which can exhibit selective inhibition of strand transfer reactions in extracellular recombinant IN assays and provide potent antiviral effects in HIV-infected cells. Recent studies have shown that polycyclic aryl or aryl rings bearing aryl-containing substituents are components of potent members of this class. Reported herein is the first use of azido functionality as an aryl replacement in beta-diketo acid IN inhibitors. The ability of azido-containing inhibitors to exhibit potent inhibition of IN and antiviral protection in HIV-infected cells, renders the azide group of potential value in the further development of ADK-based IN inhibitors. (C) 2003 Elsevier Science Ltd. All rights reserved.