4-{4-[2-(1,3-dioxo-2,3-dihydro-1H-2-isoindolyl)ethyl]phenoxy}butanenitrile | 300715-42-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 4-{4-[2-(1,3-dioxo-2,3-dihydro-1H-2-isoindolyl)ethyl]phenoxy}butanenitrile
• 英文别名: 4-[4-[2-(1,3-Dioxoisoindol-2-yl)ethyl]phenoxy]butanenitrile
• CAS: 300715-42-8
• 化学式: C₂₀H₁₈N₂O₃
• 分子量: 334.375
• InChiKey: ZLNSIQMGOAWEID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-{4-[2-(1,3-dioxo-2,3-dihydro-1H-2-isoindolyl)ethyl]phenoxy}butanenitrile 在 盐酸 、 溶剂黄146 作用下， 反应 0.5h， 以72%的产率得到4-{4-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-phenoxy}-butyric acid
  参考文献：
  名称：

  Novel phthalimide derivatives, designed as leukotriene D4 receptor antagonists

  摘要：

  A series of phthalimide acid derivatives was synthesized and evaluated as leukotriene D-4 receptor antagonists. The tetrazolephthalimide LASSBio 552 (7) was shown to be able to inhibit the contractile activity induced by 100 nM of LTD4 in guinea-pig tracheal strips with an IC50 = 31.2 muM. In addition, LASSBio 552 (7) has been showed to present a better efficacy than zafirlukast (1) used as standard. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00203-2
• 作为产物：
  描述：

  对羟基苯乙胺 在 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 4-{4-[2-(1,3-dioxo-2,3-dihydro-1H-2-isoindolyl)ethyl]phenoxy}butanenitrile
  参考文献：
  名称：

  Novel phthalimide derivatives, designed as leukotriene D4 receptor antagonists

  摘要：

  A series of phthalimide acid derivatives was synthesized and evaluated as leukotriene D-4 receptor antagonists. The tetrazolephthalimide LASSBio 552 (7) was shown to be able to inhibit the contractile activity induced by 100 nM of LTD4 in guinea-pig tracheal strips with an IC50 = 31.2 muM. In addition, LASSBio 552 (7) has been showed to present a better efficacy than zafirlukast (1) used as standard. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00203-2

文献信息

• <i>O</i>-Alkylation of Bioactive Phthalimide Derivatives Under Microwave Irradiation in Dry Media
  作者：Lidia M. Lima、Eliezer J. Barreiro、Carlos A. M. Fraga

  DOI：10.1080/00397910008086969

  日期：2000.9

  Abstract In this paper we describe the synthesis of a new series of substituted 2-(4-alkoxy or 4-acyloxyphenethyl)-phthalimide derivatives (4--11). in good yields (58--87%), exploring the remarkable fast O-alkylation or O-acylation of 2-(4-hydroxyphenethyl)-phthalimide (3) in dry media under microwave irradiation.

  摘要 在本文中，我们描述了一系列新的取代 2-（4-烷氧基或 4-酰氧基苯乙基）-邻苯二甲酰亚胺衍生物 (4--11) 的合成。以良好的产率 (58--87%)，探索在微波辐射下在干燥介质中 2-(4-羟基苯乙基)-邻苯二甲酰亚胺 (3) 的显着快速 O-烷基化或 O-酰化。
• Novel phthalimide derivatives, designed as leukotriene D4 receptor antagonists
  作者：Lı́dia M. Lima、Fernanda C.F. de Brito、Simone D. de Souza、Ana L.P. Miranda、Carlos R. Rodrigues、Carlos A.M. Fraga、Eliezer J. Barreiro

  DOI：10.1016/s0960-894x(02)00203-2

  日期：2002.6

  A series of phthalimide acid derivatives was synthesized and evaluated as leukotriene D-4 receptor antagonists. The tetrazolephthalimide LASSBio 552 (7) was shown to be able to inhibit the contractile activity induced by 100 nM of LTD4 in guinea-pig tracheal strips with an IC50 = 31.2 muM. In addition, LASSBio 552 (7) has been showed to present a better efficacy than zafirlukast (1) used as standard. (C) 2002 Elsevier Science Ltd. All rights reserved.