1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione | 1431642-63-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione
• CAS: 1431642-63-5
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: OLDOBPDJTXAWCG-UHFFFAOYSA-N

物化性质

• 沸点：
  545.9±50.0 °C(Predicted)
• 密度：
  1.314±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.83
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione 在 硫酸 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  设计，合成和生物学评估新型4H-chromen-4-one衍生物作为抗多药耐药结核的抗结核药。

  摘要：

  测试了通过支架变形苯并呋喃化合物TAM16获得的一系列4H-chromen-4-one衍生物的抗结核活性。化合物8d对药物敏感和耐多药结核病具有活性。初步可药性评估表明，化合物8d显示出良好的小鼠和人微粒体稳定性，低细胞毒性和可接受的口服生物利用度。体内研究表明，在治疗3周后，化合物8d在TB的急性小鼠模型中显示出适度的功效。因此，8d是一种有前途的抗结核药物。

  DOI：

  10.1016/j.ejmech.2020.112075
• 作为产物：
  描述：

  1-(2,5-bis(tert-butyldimethylsilyloxy)phenyl)ethanone 在 四丁基氟化铵 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 16.0h， 生成 1-(2,5-dihydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione
  参考文献：
  名称：

  Design, synthesis and structure–activity relationships of 3,5-diaryl-1H-pyrazoles as inhibitors of arylamine N-acetyltransferase

  摘要：

  The synthesis and inhibitory potencies of a novel series of 3,5-diaryl-1H-pyrazoles as specific inhibitors of prokaryotic arylamine N-acetyltransferase enzymes is described. The series is based on hit compound 1 3,5-diaryl-1H-pyrazole identified from a high-throughout screen that has been carried out previously and found to inhibit the growth of Mycobacterium tuberculosis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.052

文献信息

• Design, synthesis and structure–activity relationships of 3,5-diaryl-1H-pyrazoles as inhibitors of arylamine N-acetyltransferase
  作者：Elizabeth Fullam、James Talbot、Areej Abuhammed、Isaac Westwood、Stephen G. Davies、Angela J. Russell、Edith Sim

  DOI：10.1016/j.bmcl.2013.02.052

  日期：2013.5

  The synthesis and inhibitory potencies of a novel series of 3,5-diaryl-1H-pyrazoles as specific inhibitors of prokaryotic arylamine N-acetyltransferase enzymes is described. The series is based on hit compound 1 3,5-diaryl-1H-pyrazole identified from a high-throughout screen that has been carried out previously and found to inhibit the growth of Mycobacterium tuberculosis. (C) 2013 Elsevier Ltd. All rights reserved.
• Design, synthesis, and biological evaluation of novel 4H-chromen-4-one derivatives as antituberculosis agents against multidrug-resistant tuberculosis
  作者：Wenting Zhao、Bin Wang、Yuke Liu、Lei Fu、Li Sheng、Hongyi Zhao、Yu Lu、Dongfeng Zhang

  DOI：10.1016/j.ejmech.2020.112075

  日期：2020.3

  4H-chromen-4-one derivatives obtained by scaffold morphing of the benzofuran compound, TAM16, were tested for antitubercular activity. Compound 8d was active against drug-sensitive and multidrug-resistant tuberculosis. A preliminary druggability evaluation showed that compound 8d displayed favorable mouse and human microsomal stability, low cytotoxicity, and acceptable oral bioavailability. An in vivo study

  测试了通过支架变形苯并呋喃化合物TAM16获得的一系列4H-chromen-4-one衍生物的抗结核活性。化合物8d对药物敏感和耐多药结核病具有活性。初步可药性评估表明，化合物8d显示出良好的小鼠和人微粒体稳定性，低细胞毒性和可接受的口服生物利用度。体内研究表明，在治疗3周后，化合物8d在TB的急性小鼠模型中显示出适度的功效。因此，8d是一种有前途的抗结核药物。