2-(3,5-diphenyl-2-p-tolyl-1H-pyrrol-1-yl)aceticacid | 1621526-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(3,5-diphenyl-2-p-tolyl-1H-pyrrol-1-yl)aceticacid
• 英文别名: 2-[3,5-Diphenyl-2-(p-tolyl)pyrrol-1-yl]acetic acid；2-[2-(4-methylphenyl)-3,5-diphenylpyrrol-1-yl]acetic acid
• CAS: 1621526-52-0
• 化学式: C₂₅H₂₁NO₂
• 分子量: 367.447
• InChiKey: UEFKMFPPTXTBKY-UHFFFAOYSA-N

物化性质

• 熔点：
  124-126 °C
• 沸点：
  525.5±50.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-甲基苯基)-2,4-二苯基丁烷-1,4-二酮 、 聚甘氨酸 在 溶剂黄146 作用下， 反应 12.0h， 以86%的产率得到2-(3,5-diphenyl-2-p-tolyl-1H-pyrrol-1-yl)aceticacid
  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.