(E)-N-(4-hydroxy-3-(3-(2-methoxyphenyl)acryloyl)phenyl)acetamide | 1245282-54-5

• 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)-N-(4-hydroxy-3-(3-(2-methoxyphenyl)acryloyl)phenyl)acetamide
• 英文别名: N-{4-hydroxy-3-[(2E)-3-(2-methoxyphenyl)prop-2-enoyl]phenyl}acetamide；N-[4-hydroxy-3-[(E)-3-(2-methoxyphenyl)prop-2-enoyl]phenyl]acetamide
• CAS: 1245282-54-5
• 化学式: C₁₈H₁₇NO₄
• 分子量: 311.337
• InChiKey: YECSMTBOWXTLFJ-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-N-(4-hydroxy-3-(3-(2-methoxyphenyl)acryloyl)phenyl)acetamide 在 双氧水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以66%的产率得到N-(3-hydroxy-2-(2-methoxyphenyl)-4-oxo-4H-chromen-6-yl)acetamide
  参考文献：
  名称：

  Anti-HIV and antiplasmodial activity of original flavonoid derivatives

  摘要：

  In our search for potent anti-HIV and antiplasmodial agents, novel series of flavonoid derivatives and their chalcone intermediates were synthesized and evaluated for inhibition of HIV multiplication and antiproliferative activity on Plasmodium falciparum parasites. Chalcones exhibited a more selective antiplasmodial activity than flavonoids. Methoxyflavone 7e was the only one compound active in both P. falciparum and HIV-1 whereas aminomethoxyflavones showed activity against HIV-2. Para substitution on the B ring seemed to increase HIV-2 potency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.067
• 作为产物：
  描述：

  2-羟基-5-乙酰氨基苯乙酮 、 邻甲氧基苯甲醛 在 lithium hydroxide monohydrate 作用下， 以 甲醇 为溶剂， 以89%的产率得到(E)-N-(4-hydroxy-3-(3-(2-methoxyphenyl)acryloyl)phenyl)acetamide
  参考文献：
  名称：

  Anti-HIV and antiplasmodial activity of original flavonoid derivatives

  摘要：

  In our search for potent anti-HIV and antiplasmodial agents, novel series of flavonoid derivatives and their chalcone intermediates were synthesized and evaluated for inhibition of HIV multiplication and antiproliferative activity on Plasmodium falciparum parasites. Chalcones exhibited a more selective antiplasmodial activity than flavonoids. Methoxyflavone 7e was the only one compound active in both P. falciparum and HIV-1 whereas aminomethoxyflavones showed activity against HIV-2. Para substitution on the B ring seemed to increase HIV-2 potency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.067

文献信息

• [EN] AURONE DERIVATIVES AND USES THEREOF FOR CONTROLLING BACTERIA AND/OR FUNGI<br/>[FR] DÉRIVÉS D'AURONES ET LEURS UTILISATIONS POUR LUTTER CONTRE DES BACTÉRIES ET/OU DES CHAMPIGNONS
  申请人：UNIV AIX MARSEILLE

  公开号：WO2022008678A3

  公开（公告）日：2022-02-17
• Anti-HIV and antiplasmodial activity of original flavonoid derivatives
  作者：Gilles Casano、Aurélien Dumètre、Christophe Pannecouque、Sébastien Hutter、Nadine Azas、Maxime Robin

  DOI：10.1016/j.bmc.2010.06.067

  日期：2010.8

  In our search for potent anti-HIV and antiplasmodial agents, novel series of flavonoid derivatives and their chalcone intermediates were synthesized and evaluated for inhibition of HIV multiplication and antiproliferative activity on Plasmodium falciparum parasites. Chalcones exhibited a more selective antiplasmodial activity than flavonoids. Methoxyflavone 7e was the only one compound active in both P. falciparum and HIV-1 whereas aminomethoxyflavones showed activity against HIV-2. Para substitution on the B ring seemed to increase HIV-2 potency. (C) 2010 Elsevier Ltd. All rights reserved.