1-(4-trifluoromethoxybenzyl)-1,3-dihydro-benzoimidazol-2-one | 913267-46-6

• 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: 1-(4-trifluoromethoxybenzyl)-1,3-dihydro-benzoimidazol-2-one
• 英文别名: 1-(4-Trifluoromethoxybenzyl)-1,3-dihydrobenzimidazol-2-one；3-[[4-(trifluoromethoxy)phenyl]methyl]-1H-benzimidazol-2-one
• CAS: 913267-46-6
• 化学式: C₁₅H₁₁F₃N₂O₂
• 分子量: 308.26
• InChiKey: BQQJYQQEJBQKPB-UHFFFAOYSA-N

物化性质

• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-trifluoromethoxybenzyl)-1,3-dihydro-benzoimidazol-2-one 在 三氯氧磷 作用下， 生成 2-Chloro-1-(4-trifluoromethoxy-benzyl)-1H-benzoimidazole
  参考文献：
  名称：

  Discovery of novel, orally available benzimidazoles as melanin concentrating hormone receptor 1 (MCHR1) antagonists

  摘要：

  Melanin concentrating hormone (MCH) is an important mediator of energy homeostasis and plays role in several disorders such as obesity, stress, depression and anxiety. The synthesis and biological evaluation of novel benzimidazole derivatives as MCHR1 antagonists are described. The in vivo proof of principle for weight loss with a lead compound from this series is exemplified. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.086
• 作为产物：
  描述：

  2-硝基苯胺 在 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 生成 1-(4-trifluoromethoxybenzyl)-1,3-dihydro-benzoimidazol-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 2,3-dihydroimidazo[1,2-a]benzimidazole derivatives against Leishmania donovani and Trypanosoma cruzi

  摘要：

  A high-throughput (HTS) and high-content screening (HCS) campaign of a commercial library identified 2,3-dihydroimidazo[1,2-a]benzimidazole analogues as a novel class of anti-parasitic agents. A series of synthetic derivatives were evaluated for their in vitro anti-leishmanial and anti-trypanosomal activities against Leishmania donovani and Trypanosoma cruzi, which have been known as the causative parasites for visceral leishmaniasis and Chagas disease, respectively. In the case of Leishmania, the compounds were tested in both intracellular amastigote and extracellular promastigote assays. Compounds 4 and 24 showed promising anti-leishmanial activity against intracellular L. donovani (3.05 and 5.29 μM, respectively) and anti-trypanosomal activity against T. cruzi (1.10 and 2.10 μM, respectively) without serious cytotoxicity toward THP-1 and U2OS cell lines.

  DOI：

  10.1016/j.ejmech.2014.07.038

文献信息

• Substituted Cyclic Urea Derivatives and the Use Thereof as Vanilloid Receptor 1 Modulators
  申请人：FRANK Robert

  公开号：US20080090855A1

  公开（公告）日：2008-04-17

  The present invention relates to substituted cyclic urea derivatives corresponding to formula I, to processes for the preparation thereof, to medicinal drugs containing such compounds, to the use of such compounds in the preparation of medicinal drugs and in related treatment methods.

  本发明涉及对应于式I的取代环状脲衍生物，其制备方法，含有此类化合物的药物，以及在相关治疗方法中使用此类化合物制备药物的用途。
• Substituted cyclic urea derivatives and the use thereof as vanilloid receptor 1 modulators
  申请人：Gruenenthal GmbH

  公开号：US08207182B2

  公开（公告）日：2012-06-26

  The present invention relates to substituted cyclic urea derivatives corresponding to formula I, to processes for the preparation thereof, to medicinal drugs containing such compounds, to the use of such compounds in the preparation of medicinal drugs and in related treatment methods.

  本发明涉及与式I相对应的取代环状脲衍生物，其制备方法，含有这种化合物的药物，以及在制备药物和相关治疗方法中使用这种化合物的用途。
• Discovery of novel, orally available benzimidazoles as melanin concentrating hormone receptor 1 (MCHR1) antagonists
  作者：Pradip K. Sasmal、Sanjita Sasmal、P. Tirumala Rao、B. Venkatesham、M. Roshaiah、Chandrasekhar Abbineni、Ish Khanna、Vikram P. Jadhav、J. Suresh、Rashmi Talwar、Syed Muzeeb、Jean-Marie Receveur、Thomas M. Frimurer、Øystein Rist、Lisbeth Elster、Thomas Högberg

  DOI：10.1016/j.bmcl.2010.07.086

  日期：2010.9

  Melanin concentrating hormone (MCH) is an important mediator of energy homeostasis and plays role in several disorders such as obesity, stress, depression and anxiety. The synthesis and biological evaluation of novel benzimidazole derivatives as MCHR1 antagonists are described. The in vivo proof of principle for weight loss with a lead compound from this series is exemplified. (c) 2010 Elsevier Ltd. All rights reserved.
• WO2006/111346
  申请人：——

  公开号：——

  公开（公告）日：——
• SUBSTITUIERTE ZYKLISCHE HARNSTOFF-DERIVATE UND DEREN VERWENDUNG ALS VANILLOID-REZEPTOR 1 MODULATOREN
  申请人：Grünenthal GmbH

  公开号：EP1874733B1

  公开（公告）日：2012-06-20