2-ethylamino[1,2,4]thiadiazolo[2,3-a]benzimidazole | 252270-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-ethylamino[1,2,4]thiadiazolo[2,3-a]benzimidazole
• 英文别名: N-ethyl-[1,2,4]thiadiazolo[2,3-a]benzimidazol-2-amine
• CAS: 252270-19-2
• 化学式: C₁₀H₁₀N₄S
• 分子量: 218.282
• InChiKey: OAPHPGZAYYAYNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  70.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethylamino[1,2,4]thiadiazolo[2,3-a]benzimidazole 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 Benzo[4,5]imidazo[1,2-b][1,2,4]thiadiazol-2-yl-ethyl-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amine
  参考文献：
  名称：

  Phosphodiesterase inhibitory properties of losartan. design and synthesis of new lead compounds

  摘要：

  A 4-centre PDE 4 pharmacophore search has been carried out in several 3D-databases containing compounds belonging to different therapeutic areas. Losartan, an angiotensin-II antagonist, has been identified as a new lead compound for developping PDE 4 inhibitors. New families of compounds derived from losartan has been synthesized and their PDE inhibition has been measured. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00058-4
• 作为产物：
  描述：

  N-ethyl-N'-(2-benzimidazolyl)thiourea 在 sodium hydroxide 、 双氧水 作用下， 反应 2.0h， 以99%的产率得到2-ethylamino[1,2,4]thiadiazolo[2,3-a]benzimidazole
  参考文献：
  名称：

  杂芳基硫脲中的分子内氧化环化：桥头杂环系统的通用途径。

  摘要：

  N-烷基-N'-杂芳基硫脲中的分子内氧化代表了通往包括桥头系统在内的稠合杂环系统的便捷且通用的合成途径。这种杂环是生物活性化合物的主要特征。

  DOI：

  10.1002/jhet.5570360427

文献信息

• Phosphodiesterase inhibitory properties of losartan. design and synthesis of new lead compounds
  作者：Victor Segarra、M. Isabel Crespo、Ferran Pujol、Jorge Beleta、Teresa Doménech、Montserrat Miralpeix、Jose M. Palacios、Ana Castro、Ana Martinez

  DOI：10.1016/s0960-894x(98)00058-4

  日期：1998.3

  A 4-centre PDE 4 pharmacophore search has been carried out in several 3D-databases containing compounds belonging to different therapeutic areas. Losartan, an angiotensin-II antagonist, has been identified as a new lead compound for developping PDE 4 inhibitors. New families of compounds derived from losartan has been synthesized and their PDE inhibition has been measured. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Intramolecular oxidative cyclizations in heteroarylthioureas: A versatile pathway to bridgehead heterocyclic systems
  作者：Ana Castro、Ana Martinez

  DOI：10.1002/jhet.5570360427

  日期：1999.7

  Intramolecular oxidations in N-alkyl-N'-heteroarylthioureas represent a facile and versatile synthetic pathway to fused heterocyclic systems including the bridgehead ones. This kind of heterocycles are the main feature in commom biologically active compounds.

  N-烷基-N'-杂芳基硫脲中的分子内氧化代表了通往包括桥头系统在内的稠合杂环系统的便捷且通用的合成途径。这种杂环是生物活性化合物的主要特征。