(E)-3-(3-fluorophenyl)-1-[2-hydroxy-4,6-dimethoxy-3-(pyrrolidin-1-ylmethyl)phenyl]prop-2-en-1-one | 1208064-94-1

• 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: (E)-3-(3-fluorophenyl)-1-[2-hydroxy-4,6-dimethoxy-3-(pyrrolidin-1-ylmethyl)phenyl]prop-2-en-1-one
• CAS: 1208064-94-1
• 化学式: C₂₂H₂₄FNO₄
• 分子量: 385.435
• InChiKey: UQYMYHCWAICUTC-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 聚合甲醛 、 (E)-3-(3-fluorophenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one 在 盐酸 作用下， 以 异丙醇 为溶剂， 生成 (E)-3-(3-fluorophenyl)-1-[2-hydroxy-4,6-dimethoxy-3-(pyrrolidin-1-ylmethyl)phenyl]prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and biological evaluation of nitrogen-containing chalcones as possible anti-inflammatory and antioxidant agents

  摘要：

  A novel series of nitrogen-containing chalcones were synthesized by Mannich reaction and were screened for anti-inflammatory related activities such as inhibition of cyclooxygenase-2 (COX-2), trypsin and beta-glucuronidase. The antioxidant potential was demonstrated using 1,1-diphenyl-2-picryl hydrazine (DPPH) radical scavenging activity. The results of the above studies shows that the compounds synthesized were found to be effective inhibitors of above pro-inflammatory enzymes, and were found to be possess moderate radical scavenging potential. Overall, the results of the studies reveal that the chalcones with N-methyl piperazine methyl and piperidine methyl substitution (4c, 3b, 4d, 6b) seems to be important for inhibition of beta-glucuronidase. Whereas the chalcones with piperidine methyl substitution (8b, 7b, 7c, 6c, 4b, 3c, 3b) were observed as effective inhibitors of COX-2, while the same compounds were found to be less reactive against COX-1 as compared to COX-2. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.068

文献信息

• Synthesis and biological evaluation of nitrogen-containing chalcones as possible anti-inflammatory and antioxidant agents
  作者：Babasaheb P. Bandgar、Sachin A. Patil、Rajesh N. Gacche、Balaji L. Korbad、Balwant S. Hote、Santosh N. Kinkar、Shivkumar S. Jalde

  DOI：10.1016/j.bmcl.2009.11.068

  日期：2010.1

  A novel series of nitrogen-containing chalcones were synthesized by Mannich reaction and were screened for anti-inflammatory related activities such as inhibition of cyclooxygenase-2 (COX-2), trypsin and beta-glucuronidase. The antioxidant potential was demonstrated using 1,1-diphenyl-2-picryl hydrazine (DPPH) radical scavenging activity. The results of the above studies shows that the compounds synthesized were found to be effective inhibitors of above pro-inflammatory enzymes, and were found to be possess moderate radical scavenging potential. Overall, the results of the studies reveal that the chalcones with N-methyl piperazine methyl and piperidine methyl substitution (4c, 3b, 4d, 6b) seems to be important for inhibition of beta-glucuronidase. Whereas the chalcones with piperidine methyl substitution (8b, 7b, 7c, 6c, 4b, 3c, 3b) were observed as effective inhibitors of COX-2, while the same compounds were found to be less reactive against COX-1 as compared to COX-2. (C) 2009 Elsevier Ltd. All rights reserved.