acetic acid 5-acetoxy-2-benzo[1,3]dioxol-5-yl-7-hydroxy-4-oxo-4H-chromen-3-yl ester | 1187652-46-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: acetic acid 5-acetoxy-2-benzo[1,3]dioxol-5-yl-7-hydroxy-4-oxo-4H-chromen-3-yl ester
• 英文别名: [3-Acetyloxy-2-(1,3-benzodioxol-5-yl)-7-hydroxy-4-oxochromen-5-yl] acetate；[3-acetyloxy-2-(1,3-benzodioxol-5-yl)-7-hydroxy-4-oxochromen-5-yl] acetate
• CAS: 1187652-46-5
• 化学式: C₂₀H₁₄O₉
• 分子量: 398.326
• InChiKey: LKWWTUKBJPUOLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  acetic acid 5-acetoxy-2-benzo[1,3]dioxol-5-yl-7-hydroxy-4-oxo-4H-chromen-3-yl ester 、 3-氯苄溴 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以61%的产率得到acetic acid 3-acetoxy-2-benzo[1,3]dioxol-5-yl-7-(3-chloro-benzyloxy)-4-oxo-4H-chromen-5-yl ester
  参考文献：
  名称：

  Investigation of the pharmacophore space of Severe Acute Respiratory Syndrome coronavirus (SARS-CoV) NTPase/helicase by dihydroxychromone derivatives

  摘要：

  Aryl diketoacids have been identified as the first SARS-CoV NTPase/helicase inhibitors with a distinct pharmacophore featuring an arylmethyl group attached to a diketoacid. In order to search for the pharmacophore space around the diketoacid core, three classes of dihydroxychromone derivatives were prepared. Based on SAR study, an extended feature of the pharmacophore model of SARS-CoV NTPase/helicase was proposed which is constituted of a diketoacid core, a hydrophobic arylmethyl substituent, and a free catechol unit. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.009
• 作为产物：
  描述：

  2-(benzo[d][1,3]dioxol-5-yl)-4-oxo-4H-chromene-3,5,7-triyl triacetate 在 咪唑 、 苯硫酚 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 5.0h， 以757 mg的产率得到acetic acid 5-acetoxy-2-benzo[1,3]dioxol-5-yl-7-hydroxy-4-oxo-4H-chromen-3-yl ester
  参考文献：
  名称：

  Investigation of the pharmacophore space of Severe Acute Respiratory Syndrome coronavirus (SARS-CoV) NTPase/helicase by dihydroxychromone derivatives

  摘要：

  Aryl diketoacids have been identified as the first SARS-CoV NTPase/helicase inhibitors with a distinct pharmacophore featuring an arylmethyl group attached to a diketoacid. In order to search for the pharmacophore space around the diketoacid core, three classes of dihydroxychromone derivatives were prepared. Based on SAR study, an extended feature of the pharmacophore model of SARS-CoV NTPase/helicase was proposed which is constituted of a diketoacid core, a hydrophobic arylmethyl substituent, and a free catechol unit. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.009

文献信息

• Investigation of the pharmacophore space of Severe Acute Respiratory Syndrome coronavirus (SARS-CoV) NTPase/helicase by dihydroxychromone derivatives
  作者：Chaewoon Lee、Jin Moo Lee、Na-Ra Lee、Dong-Eun Kim、Yong-Joo Jeong、Youhoon Chong

  DOI：10.1016/j.bmcl.2009.07.009

  日期：2009.8

  Aryl diketoacids have been identified as the first SARS-CoV NTPase/helicase inhibitors with a distinct pharmacophore featuring an arylmethyl group attached to a diketoacid. In order to search for the pharmacophore space around the diketoacid core, three classes of dihydroxychromone derivatives were prepared. Based on SAR study, an extended feature of the pharmacophore model of SARS-CoV NTPase/helicase was proposed which is constituted of a diketoacid core, a hydrophobic arylmethyl substituent, and a free catechol unit. (C) 2009 Elsevier Ltd. All rights reserved.