imidazo[2,1-a]phthalazine | 13210-45-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: imidazo[2,1-a]phthalazine
• CAS: 13210-45-2
• 化学式: C₁₀H₇N₃
• 分子量: 169.186
• InChiKey: AITJQLFTXNAQDB-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：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  iridium(III) acetylacetonate 、 imidazo[2,1-a]phthalazine 以 乙醇 为溶剂， 反应 46.0h， 以7%的产率得到
  参考文献：
  名称：

  TWI520958

  摘要：

  公开号：
• 作为产物：
  描述：

  2,3-二氮杂萘 在 manganese(IV) oxide 、 氨 、 sodium carbonate 作用下， 以 甲苯 为溶剂， 反应 120.0h， 生成 imidazo[2,1-a]phthalazine
  参考文献：
  名称：

  A General and Efficient Five-Step One-Pot Procedure Leading to Nitrogen-Bridgehead Heterocycles Containing an Imidazole Ring

  摘要：

  A very simple annulation reaction was designed, allowing an imidazole moiety to be fused onto a range of pyridine-based derivatives. The methodology consists of an activation step via the formation of a pyridinium salt to increase the electrophilicity of the pyridine ring, followed by a cascade reaction triggered by a nucleophilic attack of the iminium moiety. Depending on the pyridinium salt, it is possible to obtain functionalized imidazole moieties.

  DOI：

  10.1021/ol070263z

文献信息

• One-Pot Synthesis of Imidazopyridine Derivatives
  作者：Alexis Parenty、Leroy Cronin

  DOI：10.1055/s-2007-1000936

  日期：2008.5

  Two highly efficient and general one-pot annulation reactions are described for the synthesis of imidazopyridine derivatives (IPs). The two procedures are complementary to each other: Whereas the first one allows the production of simpler IPs, the second leads to IPs with functionalized imidazole moiety. Both methodologies consist of an activation step, which raises the electrophilicity of the N-heterocyclic starting material (i.e., quaternarization of the N-heterocycle), followed by a cascade reaction involving nucleophilic addition, substitution, rearrangement, and oxidation steps. These methodologies can be used in the synthesis of a library of drug-like molecules.

  描述了两种高效且通用的一锅法缩合反应，用于合成咪唑并吡啶衍生物（IPs）。这两种程序相辅相成：第一种方法可生产更简单的IPs，而第二种方法则可生成具功能化咪唑基团的IPs。两种方法均包括一个激活步骤，提升N-杂环起始材料的电亲核性（即N-杂环的季铵化），随后进行级联反应，包括亲核加成、取代、重排和氧化步骤。这些方法可用于合成一系列类药物分子。
• Imidazolophthalazine derivatives as ligands for gabaa receptors
  申请人：——

  公开号：US20030153562A1

  公开（公告）日：2003-08-14

  A class of substituted imadazolo[2,1-a]phthalazine derivatives as ligands for GABAA receptors which are partial or full inverse agonists of an &agr;5 receptor subunit while being relatively free of activity at &agr;1 and/or &agr;2 and/or &agr;3 receptor subunit binding sites; they are therefore of benefit as a medicament for enhancing cognition but with the reduction or elimination of proconvulsant activity.

  一类取代咪唑并[2,1-a]菲噻嗪衍生物，作为GABAA受体的配体，它们是&agr;5受体亚单位的部分或完全反向激动剂，同时在&agr;1和/或&agr;2和/或&agr;3受体亚单位结合位点上相对缺乏活性；因此，它们对于增强认知而言是有益的药物，但具有减少或消除促痫性活性的作用。
• IMIDAZOLOPHTHALAZINE DERIVATIVES AS LIGANDS FOR GABAA RECEPTORS
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP1303518A1

  公开（公告）日：2003-04-23
• MIRNA BIOGENESIS IN EXOSOMES FOR DIAGNOSIS AND THERAPY
  申请人：Board of Regents, The University of Texas System

  公开号：EP2971162B1

  公开（公告）日：2019-05-08
• METAL COMPLEXES
  申请人：Stoessel Philipp

  公开号：US20110284799A1

  公开（公告）日：2011-11-24

  The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, comprising these metal complexes.