6-(乙氧基甲基)-3-羟基-4-氧代-4H-吡喃-2-羧酸 | 722500-53-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 6-(乙氧基甲基)-3-羟基-4-氧代-4H-吡喃-2-羧酸
• 英文名称: 4H-Pyran-2-carboxylic acid, 6-(ethoxymethyl)-3-hydroxy-4-oxo-
• 英文别名: 6-(ethoxymethyl)-3-hydroxy-4-oxopyran-2-carboxylic acid
• CAS: 722500-53-0
• 化学式: C₉H₁₀O₆
• 分子量: 214.175
• InChiKey: BYYSOMNIVKVLDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(Ethoxymethyl)-5-phenylmethoxypyran-4-one 在 盐酸 、 manganese(IV) oxide 、 sodium hydroxide 、 氰化钠 、 caesium carbonate 、 silver(l) oxide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.0h， 生成 6-(乙氧基甲基)-3-羟基-4-氧代-4H-吡喃-2-羧酸
  参考文献：
  名称：

  The monoethyl ester of meconic acid is an active site inhibitor of HCV NS5B RNA-dependent RNA polymerase

  摘要：

  Screening of the in-house sample collection for compounds with HCV NS5B RNA dependent RNA polymerase inhibition led to the identification of a new lead. Afterwards, we discovered that the screening lead, rather than containing the expected structure 1, was comprised of roughly a 1:1 mixture of meconic acid 2 and its monoethyl ester 3, with all inhibitory potency residing with 3. We propose that this compound shares critical common features for activity with alpha,gamma-diketoacids inhibitors previously discovered by our group. SAR around this molecule will be presented to provide an improved basis for structure-based ligand design. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.087

文献信息

• The monoethyl ester of meconic acid is an active site inhibitor of HCV NS5B RNA-dependent RNA polymerase
  作者：Paola Pace、Emanuela Nizi、Barbara Pacini、Silvia Pesci、Victor Matassa、Raffaele De Francesco、Sergio Altamura、Vincenzo Summa

  DOI：10.1016/j.bmcl.2004.03.087

  日期：2004.6

  Screening of the in-house sample collection for compounds with HCV NS5B RNA dependent RNA polymerase inhibition led to the identification of a new lead. Afterwards, we discovered that the screening lead, rather than containing the expected structure 1, was comprised of roughly a 1:1 mixture of meconic acid 2 and its monoethyl ester 3, with all inhibitory potency residing with 3. We propose that this compound shares critical common features for activity with alpha,gamma-diketoacids inhibitors previously discovered by our group. SAR around this molecule will be presented to provide an improved basis for structure-based ligand design. (C) 2004 Elsevier Ltd. All rights reserved.