2-[(5-trifluoromethyl)-1H-benzimidazol-2-yl]phenol | 104619-92-3

• 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-[(5-trifluoromethyl)-1H-benzimidazol-2-yl]phenol
• 英文别名: 5-(Trifluoromethyl)-2-(2-hydroxyphenyl)-1H-benzoimidazole；2-[6-(trifluoromethyl)-1H-benzimidazol-2-yl]phenol
• CAS: 104619-92-3
• 化学式: C₁₄H₉F₃N₂O
• 分子量: 278.233
• InChiKey: ZVFCCBOJDNHIKV-UHFFFAOYSA-N

物化性质

• 熔点：
  263.6-265.4 °C(Solv: ethanol (64-17-5))
• 沸点：
  439.4±55.0 °C(Predicted)
• 密度：
  1.446±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  48.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  壬酸 、 2-[(5-trifluoromethyl)-1H-benzimidazol-2-yl]phenol 在 PPA 作用下， 反应 6.0h， 以21%的产率得到1-壬烷酮,1-[4-羟基-3-[5-(三氟甲基)-1H-苯并咪唑-2-基]苯基]-
  参考文献：
  名称：

  Substituted 2-(2-hydroxyphenyl)benzimidazoles as potential agents for the control of periodontal diseases

  摘要：

  A series of 16 substituted 2-(2-hydroxphenyl)benzimidazoles was synthesized and evaluated in vitro for antibacterial activity against bacteria associated with periodontal diseases. Several compounds demonstrated a high level of activity, in tube dilution assay, against Actinomycetes viscosus and Bacteriodes gingivalis. These results indicate that several of these compounds may serve as topical antibacterial agents for the control of acute marginal inflammatory gingivitis and periodontitis.

  DOI：

  10.1021/jm00384a035
• 作为产物：
  描述：

  水杨酰胺 在 四氢吡咯 、 三氯氧磷 、 三氯化磷 作用下， 以 乙腈 、 苯 为溶剂， 反应 23.0h， 生成 2-[(5-trifluoromethyl)-1H-benzimidazol-2-yl]phenol
  参考文献：
  名称：

  Substituted 2-(2-hydroxyphenyl)benzimidazoles as potential agents for the control of periodontal diseases

  摘要：

  A series of 16 substituted 2-(2-hydroxphenyl)benzimidazoles was synthesized and evaluated in vitro for antibacterial activity against bacteria associated with periodontal diseases. Several compounds demonstrated a high level of activity, in tube dilution assay, against Actinomycetes viscosus and Bacteriodes gingivalis. These results indicate that several of these compounds may serve as topical antibacterial agents for the control of acute marginal inflammatory gingivitis and periodontitis.

  DOI：

  10.1021/jm00384a035

文献信息

• 6,7-Dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4]oxazepine derivatives as selective inhibitors of PI3Kα
  作者：Yong Yin、Yan-Qing Zhang、Biao Jin、Shao Sha、Xun Wu、Chetan B. Sangani、She-Feng Wang、Fang Qiao、Ai-Min Lu、Peng-Cheng Lv、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2015.01.052

  日期：2015.3

  Twenty eight 6,7-dihydrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4] oxazepine derivatives were synthesized and evaluated their biological activities as PI3K inhibitors. Biological evaluation against four human tumor cell lines revealed that most target compounds showed impressively better antiproliferative activities than that of LY294002. Among these compounds, compound 25 exhibited the most potent and selective activity for PI3K alpha, with the IC50 value of 0.016 mu M, an approximately 30-fold increase in comparison with LY294002, it also has an increased potency of approximately 11-fold for PI3K beta. It indicated the potential of developing 6,7-dihydrobenzo[f] benzo[4,5]imidazo[1,2-d][1,4] oxazepine derivatives as the new PI3K alpha selective inhibitors for tumor treatment. (C) 2015 Elsevier Ltd. All rights reserved.
• Microwave‐Assisted One‐Pot Synthesis of 2‐(Substituted phenyl)‐1<i>H</i>‐benzimidazole Derivatives
  作者：Gabriel Navarrete‐Vázquez、Hermenegilda Moreno‐Diaz、Samuel Estrada‐Soto、Mariana Torres‐Piedra、Ismael León‐Rivera、Hugo Tlahuext、Omar Muñoz‐Muñiz、Hector Torres‐Gómez

  DOI：10.1080/00397910701473325

  日期：2007.8.1
• COBURN R. A.; CLARK M. T.; EVANS R. T.; GENCO R. J., J. MED. CHEM., 30,(1987) N 1, 205-208
  作者：COBURN R. A.、 CLARK M. T.、 EVANS R. T.、 GENCO R. J.

  DOI：——

  日期：——