4-(4-氯苯氧基)-3-氟苯胺 | 946664-06-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(4-氯苯氧基)-3-氟苯胺
• 英文名称: 4-(4-Chlorophenoxy)-3-fluoroaniline
• CAS: 946664-06-8
• 化学式: C₁₂H₉ClFNO
• mdl: MFCD08687429
• 分子量: 237.661
• InChiKey: QUDNGESABWWZII-UHFFFAOYSA-N

物化性质

• 沸点：
  331.9±37.0 °C(Predicted)
• 密度：
  1.331±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  3,5-二氯水杨酸 、 4-(4-氯苯氧基)-3-氟苯胺 在 亚磷酸三苯酯 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 3,5-dichloro-N-(4-(4-chlorophenoxy)-3-fluorophenyl)-2-hydroxybenzamide
  参考文献：
  名称：

  Salicylanilide Analog Minimizes Relapse of Clostridioides difficile Infection in Mice

  摘要：

  Clostridioides difficile infection (CDI) causes serious and sometimes fatal symptoms like diarrhea and pseudomem-branous colitis. Although antibiotics for CDI exist, they are either expensive or cause recurrence of the infection due to their altering the colonic microbiota, which is necessary to suppress the infection. Here, we leverage a class of known membrane-targeting compounds that we previously showed to have broad inhibitory activity across multiple Clostridioides difficile strains while preserving the microbiome to develop an efficacious agent. A new series of salicylanilides was synthesized, and the most potent analog was selected through an in vitro inhibitory assay to evaluate its pharmacokinetic parameters and potency in a CDI mouse model. The results revealed reduced recurrence of CDI and diminished disturbance of the microbiota in mice compared to standard-of-care vancomycin, thus paving the way for novel therapy that can potentially target the cell membrane of C. difficile to minimize relapse in the recovering patient.

  DOI：

  10.1021/acs.jmedchem.0c00123
• 作为产物：
  描述：

  3,4-二氟硝基苯 在 铁粉 、 氯化铵 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 4-(4-氯苯氧基)-3-氟苯胺
  参考文献：
  名称：

  Salicylanilide Analog Minimizes Relapse of Clostridioides difficile Infection in Mice

  摘要：

  Clostridioides difficile infection (CDI) causes serious and sometimes fatal symptoms like diarrhea and pseudomem-branous colitis. Although antibiotics for CDI exist, they are either expensive or cause recurrence of the infection due to their altering the colonic microbiota, which is necessary to suppress the infection. Here, we leverage a class of known membrane-targeting compounds that we previously showed to have broad inhibitory activity across multiple Clostridioides difficile strains while preserving the microbiome to develop an efficacious agent. A new series of salicylanilides was synthesized, and the most potent analog was selected through an in vitro inhibitory assay to evaluate its pharmacokinetic parameters and potency in a CDI mouse model. The results revealed reduced recurrence of CDI and diminished disturbance of the microbiota in mice compared to standard-of-care vancomycin, thus paving the way for novel therapy that can potentially target the cell membrane of C. difficile to minimize relapse in the recovering patient.

  DOI：

  10.1021/acs.jmedchem.0c00123

文献信息

• Salicylanilides Reduce SARS-CoV-2 Replication and Suppress Induction of Inflammatory Cytokines in a Rodent Model
  作者：Steven Blake、Namir Shaabani、Lisa M. Eubanks、Junki Maruyama、John T. Manning、Nathan Beutler、Slobodan Paessler、Henry Ji、John R. Teijaro、Kim D. Janda

  DOI：10.1021/acsinfecdis.1c00253

  日期：2021.8.13