(2E)-1-(5-hydroxybenzofuran-2-yl)-3-phenylprop-2-en-1-one | 1222552-59-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (2E)-1-(5-hydroxybenzofuran-2-yl)-3-phenylprop-2-en-1-one
• CAS: 1222552-59-1
• 化学式: C₁₇H₁₂O₃
• 分子量: 264.28
• InChiKey: BSZJEUCIXCJDGY-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.44
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-(hydrazinocarbonylmethyl)-6H-indolo[2,3-b]quinoxaline 、 (2E)-1-(5-hydroxybenzofuran-2-yl)-3-phenylprop-2-en-1-one 在 溶剂黄146 作用下， 反应 10.0h， 以68%的产率得到1-[5-(5-Hydroxy-1-benzofuran-2-yl)-3-phenyl-3,4-dihydropyrazol-2-yl]-2-indolo[3,2-b]quinoxalin-6-ylethanone
  参考文献：
  名称：

  Potent in vitro and in vivo antitubercular activity of certain newly synthesized indophenazine 1,3,5-trisubstituted pyrazoline derivatives bearing benzofuran

  摘要：

  Fourteen newly synthesized derivatives of indophenazine 1,3,5-trisubstituted pyrazoline bearing benzofuran were prepared from benzofuran chalcones with indophenazine hydrazide through cycloaddition reaction. All the compounds were screened for their in vitro and in vivo antitubercular activity against drug resistant and multidrug-resistant Mycobacterium tuberculosis H37RV. The MIC50 and MIC90 were estimated and compared with rifampicin and gatifloxacin standard drugs. Nitro group containing at ortho 5j, meta 5e, furan ring containing 5m and ortho 5i, para 5h chloro containing compounds were exhibited significant in vitro, in vivo antitubercular activity against standard drugs.

  DOI：

  10.1007/s00044-010-9322-5
• 作为产物：
  描述：

  2,5-二羟基苯甲醛 在 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 30.0h， 生成 (2E)-1-(5-hydroxybenzofuran-2-yl)-3-phenylprop-2-en-1-one
  参考文献：
  名称：

  Potent in vitro and in vivo antitubercular activity of certain newly synthesized indophenazine 1,3,5-trisubstituted pyrazoline derivatives bearing benzofuran

  摘要：

  Fourteen newly synthesized derivatives of indophenazine 1,3,5-trisubstituted pyrazoline bearing benzofuran were prepared from benzofuran chalcones with indophenazine hydrazide through cycloaddition reaction. All the compounds were screened for their in vitro and in vivo antitubercular activity against drug resistant and multidrug-resistant Mycobacterium tuberculosis H37RV. The MIC50 and MIC90 were estimated and compared with rifampicin and gatifloxacin standard drugs. Nitro group containing at ortho 5j, meta 5e, furan ring containing 5m and ortho 5i, para 5h chloro containing compounds were exhibited significant in vitro, in vivo antitubercular activity against standard drugs.

  DOI：

  10.1007/s00044-010-9322-5