ethyl 4-(2-(2,4-dihydroxyphenyl)-2-oxoethoxy)benzoate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 4-(2-(2,4-dihydroxyphenyl)-2-oxoethoxy)benzoate
• 英文别名: Ethyl 4-[2-(2,4-dihydroxyphenyl)-2-oxoethoxy]benzoate
• 化学式: C₁₇H₁₆O₆
• mdl: MFCD04193731
• 分子量: 316.31
• InChiKey: OWTLDMOMHZQGCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.176
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2-(2,4-dihydroxyphenyl)-2-oxoethoxy)benzoate 在 吡啶 、 盐酸羟胺 作用下， 以81%的产率得到Ethyl 4-[2-(2,4-dihydroxyphenyl)-2-hydroxyiminoethoxy]benzoate
  参考文献：
  名称：

  Synthesis and Aminomethylation of 3-Substituted 6-Hydroxy-1,2-Benzisoxazoles

  摘要：

  Oximes of 2,4-dihydroxybenzophenones, 1-(2,4-dihydroxyphenyl)-2-phenylethanones, and 1-(2,4-di-hydroxyphenyl)-2-phenoxyethanones were dehydrated with 1,1'-carbonyldiimidazole, yielding 3-substi-tuted 6-hydroxy-1,2-benzisoxazoles, aminomethylation reactions of which were studied with various reagents.

  DOI：

  10.1007/s10593-014-1631-z
• 作为产物：
  描述：

  在 水 作用下， 生成 ethyl 4-(2-(2,4-dihydroxyphenyl)-2-oxoethoxy)benzoate
  参考文献：
  名称：

  Synthesis and Aminomethylation of 3-Substituted 6-Hydroxy-1,2-Benzisoxazoles

  摘要：

  Oximes of 2,4-dihydroxybenzophenones, 1-(2,4-dihydroxyphenyl)-2-phenylethanones, and 1-(2,4-di-hydroxyphenyl)-2-phenoxyethanones were dehydrated with 1,1'-carbonyldiimidazole, yielding 3-substi-tuted 6-hydroxy-1,2-benzisoxazoles, aminomethylation reactions of which were studied with various reagents.

  DOI：

  10.1007/s10593-014-1631-z

文献信息

• [EN] COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS<br/>[FR] COMPOSÉS EN TANT QU'INHIBITEURS DE LA S-NITROSOGLUTATHION RÉDUCTASE
  申请人：N30 PHARMACEUTICALS LLC

  公开号：WO2012170371A1

  公开（公告）日：2012-12-13

  The present invention is directed to compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

  本发明涉及用作S-亚硝基谷胱甘肽还原酶（GSNOR）抑制剂的化合物，包括该化合物的制药组合物以及使用该化合物的方法。
• Compounds as S-Nitrosoglutathione Reductase Inhibitors
  申请人：N30 PHARMACEUTICALS, INC.

  公开号：US20140094465A1

  公开（公告）日：2014-04-03

  The present invention is directed to compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

  本发明涉及用作S-亚硝基谷胱甘肽还原酶（GSNOR）抑制剂的化合物，包括这种化合物的制药组合物，以及使用它们的方法。
• Carboxylated chalcones and related flavonoids as inhibitors of xanthine oxidase
  作者：Oleksandr L. Kobzar、Alona V. Tatarchuk、Galyna P. Mrug、Svitlana P. Bondarenko、Bohdan A. Demydchuk、Mykhaylo S. Frasinyuk、Andriy I. Vovk

  DOI：10.1007/s00044-023-03109-8

  日期：2023.8

  9-homoisoflavonoid and flavone scaffolds also showed micromolar activity towards xanthine oxidase. At the same time, dihydrochalcone and Δ2,3-homoisoflavonoid carboxylic acids as well as their oxa-analogues were more than two orders of magnitude less effective inhibitors. Kinetic and molecular docking studies indicated that the carboxylated chalcones and Δ3,9-homoisoflavonoids are mixed-type inhibitors

  合成了羧基查尔酮和其他相关黄酮类化合物，并作为黄嘌呤氧化酶抑制剂进行了评估，黄嘌呤氧化酶是用于治疗高尿酸血症、痛风和其他疾病的合成药物和草药的已知靶点。A 环上带有羟基、甲氧基和乙氧基的 4-羧化查耳酮被发现具有体外抑制活性，IC 50值在 0.057 至 0.26 μM 范围内，比别嘌呤醇强 10-60 倍。具有 Δ 3,9-同型异黄酮和黄酮支架的结构相关的羧酸也显示出针对黄嘌呤氧化酶的微摩尔活性。同时，二氢查尔酮和Δ2,3-高异黄酮羧酸及其氧杂-类似物的抑制剂效果低两个数量级以上。动力学和分子对接研究表明，羧基查尔酮和Δ3,9-同异黄酮类化合物是混合型抑制剂，它们大多与占据黄嘌呤氧化酶活性位点的游离酶结合。 图形概要
• Synthesis and Aminomethylation of 3-Substituted 6-Hydroxy-1,2-Benzisoxazoles
  作者：M. S. Frasinyuk

  DOI：10.1007/s10593-014-1631-z

  日期：2015.2

  Oximes of 2,4-dihydroxybenzophenones, 1-(2,4-dihydroxyphenyl)-2-phenylethanones, and 1-(2,4-di-hydroxyphenyl)-2-phenoxyethanones were dehydrated with 1,1'-carbonyldiimidazole, yielding 3-substi-tuted 6-hydroxy-1,2-benzisoxazoles, aminomethylation reactions of which were studied with various reagents.