N-(5-ethylthiazol-2-yl)-2-(2-(furan-2-yl)-3-(naphthalen-2-yl)-5-phenyl-1H-pyrrol-1-yl)acetamide | 1621526-40-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N-(5-ethylthiazol-2-yl)-2-(2-(furan-2-yl)-3-(naphthalen-2-yl)-5-phenyl-1H-pyrrol-1-yl)acetamide
• 英文别名: N-(5-ethyl-1,3,4-thiadiazol-2-yl)-2-[2-(furan-2-yl)-3-naphthalen-1-yl-5-phenylpyrrol-1-yl]acetamide
• CAS: 1621526-40-6
• 化学式: C₃₀H₂₄N₄O₂S
• 分子量: 504.612
• InChiKey: VGVDWGBJZYAPMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(naphthalen-1-yl)-1-phenylprop-2-en-1-one 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 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 30.08h， 生成 N-(5-ethylthiazol-2-yl)-2-(2-(furan-2-yl)-3-(naphthalen-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

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.