4-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-4-oxo-butyric acid ethyl ester | 951889-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-4-oxo-butyric acid ethyl ester
• 英文别名: 4-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-4-oxo-buttersaeure-aethylester；Ethyl 4-[3,4-(Ethylenedioxy)phenyl]-4-oxobutanoate；ethyl 4-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-oxobutanoate
• CAS: 951889-31-9
• 化学式: C₁₄H₁₆O₅
• mdl: MFCD07782907
• 分子量: 264.278
• InChiKey: DMHBAJRGUOHXFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-4-oxo-butyric acid ethyl ester 在 sodium hydroxide 作用下， 反应 2.0h， 以90%的产率得到4-(2,3-二氢-1,4-苯并二氧-6-基)-4-氧丁酸
  参考文献：
  名称：

  Synthesis and biological activity of new anti-inflammatory compounds containing the 1,4-benzodioxine and/or pyrrole system

  摘要：

  A series of substituted derivatives containing the 1,4-benzodioxine or pyrrole nucleus are described. All the newly synthesized compounds were examined for their in vitro and in vivo anti-inflammatory activity. Several derivatives, including (S)-2, 14 and 17, showed more anti-inflammatory activity in vivo in these assays (rat paw oedema induced by carrageenan) than the known classical anti-inflammatory agent ibuprofen, whereas other compounds like 1 were equipotent to ibuprofen. Compound 17 was the most outstanding derivative because of its remarkable in vivo anti-inflammatory activity. In this paper, we examine and discuss the structure-activity relationships and anti-inflammatory activities of these compounds. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.04.050
• 作为产物：
  描述：

  4-(2,3-二氢-1,4-苯并二氧-6-基)-4-氧丁酸 生成 4-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-4-oxo-butyric acid ethyl ester
  参考文献：
  名称：

  Irani et al., Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1950, vol. 18/5 A, p. 1,4

  摘要：

  DOI：

文献信息

• Synthesis and characterization of naphth-annelated thiophene analogs
  作者：J. Arul Clement、Arasambattu K. Mohanakrishnan

  DOI：10.1016/j.tet.2010.01.111

  日期：2010.3

  Synthesis of symmetrical and unsymmetrical naphth-annelated thienyl heterocycles has been achieved via thionation of hydroxyketones/diketones using Lawesson's reagent. Photophysical studies of 1,3-disubstituted naphtho[c]thiophene analogs are presented. Electro-oxidative behavior of these naphtha-annelated thiophenes are investigated using cyclic voltammeter.

  通过使用Lawesson试剂对羟基酮/二酮进行硫磺化，已经完成了对称和不对称的萘环化噻吩基杂环的合成。提出了1,3-二取代萘[ c ]噻吩类似物的光物理研究。使用循环伏安法研究了这些石脑油-退火噻吩的电氧化行为。
• Irani et al., Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1950, vol. 18/5 A, p. 1,4
  作者：Irani et al.

  DOI：——

  日期：——
• Synthesis and biological activity of new anti-inflammatory compounds containing the 1,4-benzodioxine and/or pyrrole system
  作者：Y. Harrak、G. Rosell、G. Daidone、S. Plescia、D. Schillaci、M.D. Pujol

  DOI：10.1016/j.bmc.2007.04.050

  日期：2007.7

  A series of substituted derivatives containing the 1,4-benzodioxine or pyrrole nucleus are described. All the newly synthesized compounds were examined for their in vitro and in vivo anti-inflammatory activity. Several derivatives, including (S)-2, 14 and 17, showed more anti-inflammatory activity in vivo in these assays (rat paw oedema induced by carrageenan) than the known classical anti-inflammatory agent ibuprofen, whereas other compounds like 1 were equipotent to ibuprofen. Compound 17 was the most outstanding derivative because of its remarkable in vivo anti-inflammatory activity. In this paper, we examine and discuss the structure-activity relationships and anti-inflammatory activities of these compounds. (c) 2007 Elsevier Ltd. All rights reserved.