3-(4-Hydroxyphenyl)-4,7-dihydroxycumarin(4-¹⁴C) | 25972-29-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3-(4-Hydroxyphenyl)-4,7-dihydroxycumarin(4-¹⁴C)
• 英文别名: 4,7-Dihydroxy-3-<4-hydroxy-phenyl>-cumarin；3-(4-Hydroxyphenyl)-4,7-dihydroxycoumarin；4,7-dihydroxy-3-(4-hydroxy-phenyl)-coumarin；4,7-Dihydroxy-3-(4-hydroxy-phenyl)-cumarin；4,7-Dihydroxy-3-(4-hydroxyphenyl)chromen-2-one
• CAS: 25972-29-6
• 化学式: C₁₅H₁₀O₅
• 分子量: 270.241
• InChiKey: KJOZVTXHSREPPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-hydroxy-7-methoxy-3-(4-methoxyphenyl)coumarin 在 吡啶盐酸盐 作用下， 反应 6.0h， 以92%的产率得到3-(4-Hydroxyphenyl)-4,7-dihydroxycumarin(4-¹⁴C)
  参考文献：
  名称：

  Structure–activity relationships of some 3-substituted-4-hydroxycoumarins as HIV-1 protease inhibitors

  摘要：

  The screening of the HIV-1 protease (PR) inhibitory activity (IC-50) of various substituted 3-phenyl-4-hydroxycoumarins, 3-benzyl-4-hydroxyeoumarins, 3-phenoxy-4-hydroxy-coumarins, 3-benzenesulfonyl-4-hydroxycoumarins and 3-(7-coumarinyloxy)-4-hydroxycoumarins was performed. The data indicate the importance of substituents at positions 5 and 7 of the coumarin ring on the inhibitory potency of the HIV-1-PR. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01264-8

文献信息

• Reactions of Active Methylene Compounds. V. New Synthesis of Hydroxy Substituted 2-Hydroxyphenyl Benzyl Ketones and 4 Hydroxy-3-phenylcoumarins, and Structures of the Latter and Related 2-Imides
  作者：Yoshiyuki Kawase

  DOI：10.1246/bcsj.32.11

  日期：1959.1
• Structure–activity relationships of some 3-substituted-4-hydroxycoumarins as HIV-1 protease inhibitors
  作者：Serge Kirkiacharian、Duong Thanh Thuy、Sames Sicsic、Robert Bakhchinian、Raffi Kurkjian、Thierry Tonnaire

  DOI：10.1016/s0014-827x(02)01264-8

  日期：2002.9

  The screening of the HIV-1 protease (PR) inhibitory activity (IC-50) of various substituted 3-phenyl-4-hydroxycoumarins, 3-benzyl-4-hydroxyeoumarins, 3-phenoxy-4-hydroxy-coumarins, 3-benzenesulfonyl-4-hydroxycoumarins and 3-(7-coumarinyloxy)-4-hydroxycoumarins was performed. The data indicate the importance of substituents at positions 5 and 7 of the coumarin ring on the inhibitory potency of the HIV-1-PR. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.