1,2-di-furan-2-yl-4-phenyl-butane-1,4-dione | 64388-86-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-di-furan-2-yl-4-phenyl-butane-1,4-dione
• 英文别名: 1,2-Di-(2-furyl)-4-phenylbutan-1,4-dion；1,2-Bis(furan-2-yl)-4-phenylbutane-1,4-dione
• CAS: 64388-86-9
• 化学式: C₁₈H₁₄O₄
• 分子量: 294.307
• InChiKey: YWWVRQCVYJRFIL-UHFFFAOYSA-N

物化性质

• 熔点：
  84-85 °C
• 沸点：
  461.1±45.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-di-furan-2-yl-4-phenyl-butane-1,4-dione 在 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.08h， 生成 N-(benzo[d]thiazol-2-yl)-2-(2,3-di(furan-2-yl)-5-phenyl-1H-pyrrol-1-yl)acetamide
  参考文献：
  名称：

  Design, synthesis and anti-mycobacterial activity of 1,2,3,5-tetrasubstituted pyrrolyl-N-acetic acid derivatives

  摘要：

  A novel synthesis of highly substituted pyrrole-N-acetic derivatives is described through the coupling of 1,4-diketones with amino acids following Paal-Knorr's approach. These pyrrole-N-acetic acid derivatives are found to exhibit potent anti-mycobacterial activity against Mycobacterium smegmatis and Mycobacterium tuberculosis strain H37Rv. In particular, 5n, 5q &5r are found to display excellent anti-mycobacterial activity against M. tuberculosis strain H37Rv with MIC values in the range of 2.97 μM. Conversely, these compounds showed low cytotoxicity (selectivity index: >16.83) against HEK-293T cell line.

  DOI：

  10.1016/j.ejmech.2014.06.075
• 作为产物：
  描述：

  糠醛 、 (2E)-3-(2-呋喃基)-1-苯基-2-丙烯-1-酮 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 1,2-di-furan-2-yl-4-phenyl-butane-1,4-dione
  参考文献：
  名称：

  Design, synthesis and anti-mycobacterial activity of 1,2,3,5-tetrasubstituted pyrrolyl-N-acetic acid derivatives

  摘要：

  A novel synthesis of highly substituted pyrrole-N-acetic derivatives is described through the coupling of 1,4-diketones with amino acids following Paal-Knorr's approach. These pyrrole-N-acetic acid derivatives are found to exhibit potent anti-mycobacterial activity against Mycobacterium smegmatis and Mycobacterium tuberculosis strain H37Rv. In particular, 5n, 5q &5r are found to display excellent anti-mycobacterial activity against M. tuberculosis strain H37Rv with MIC values in the range of 2.97 μM. Conversely, these compounds showed low cytotoxicity (selectivity index: >16.83) against HEK-293T cell line.

  DOI：

  10.1016/j.ejmech.2014.06.075

文献信息

• Design, synthesis and anti-mycobacterial activity of 1,2,3,5-tetrasubstituted pyrrolyl-N-acetic acid derivatives
  作者：Lakshmi Reddy Pagadala、Lakshmi Devi Mukkara、Satyanarayana Singireddi、Ashita Singh、Veera Reddy Thummaluru、Padma Sridevi Jagarlamudi、Raja Sekhar Guttala、Yogeeswari Perumal、Sriram Dharmarajan、Suryanarayana Murty Upadhyayula、Ramesh Ummanni、Venkata Subba Reddy Basireddy、Narender Ravirala

  DOI：10.1016/j.ejmech.2014.06.075

  日期：2014.9

  A novel synthesis of highly substituted pyrrole-N-acetic derivatives is described through the coupling of 1,4-diketones with amino acids following Paal-Knorr's approach. These pyrrole-N-acetic acid derivatives are found to exhibit potent anti-mycobacterial activity against Mycobacterium smegmatis and Mycobacterium tuberculosis strain H37Rv. In particular, 5n, 5q &5r are found to display excellent anti-mycobacterial activity against M. tuberculosis strain H37Rv with MIC values in the range of 2.97 μM. Conversely, these compounds showed low cytotoxicity (selectivity index: >16.83) against HEK-293T cell line.