1,4-Benzodioxin-2-carbaldehyde | 169836-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶英
• 英文名称: 1,4-Benzodioxin-2-carbaldehyde
• 英文别名: 1,4-benzodioxine-3-carbaldehyde
• CAS: 169836-21-9
• 化学式: C₉H₆O₃
• mdl: MFCD06804473
• 分子量: 162.145
• InChiKey: IUIIXCRKXKRQTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4-Benzodioxin-2-carbaldehyde 在 chromium(VI) oxide 、 叔丁基过氧化氢 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以84%的产率得到2-carboxy-1,4-benzodioxin
  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：

  草酰氯 、 二甲基亚砜 、 benzo[b][1,4]dioxin-2-ylmethanol 、 三乙胺 、 盐酸 在 二氯甲烷 、 magnesium sulfate 、 silica 、 乙酸乙酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以The title aldehyde is obtained pure in the form of a white solid after passage over a silica column (eluant:AcOEt/PE:10/90)的产率得到1,4-Benzodioxin-2-carbaldehyde
  参考文献：
  名称：

  Substituted heterocyclic compounds, method for preparing and compositions containing same

  摘要：

  本发明涉及公式(I)的化合物：其中：R1、R2和R3如描述中所定义，X如描述中所定义，Y代表氧原子、硫原子、C(H)q基团、SO或SO2，n等于0至5，A代表NR5R6基团，以及包含这些化合物的药物制剂，其在治疗或预防褪黑素失调方面有用。

  公开号：

  US06313160B1
• 作为试剂：
  描述：

  氰甲基磷酸二乙酯 在 碳酸氢钠 作用下， 以 四氢呋喃 、 1,4-Benzodioxin-2-carbaldehyde 为溶剂， 生成 (E)-2-(1,4-Benzodioxin-2-yl)-2-propenenitrile
  参考文献：
  名称：

  Substituted heterocyclic compounds, method for preparing and compositions containing same

  摘要：

  该发明涉及以下式（I）的化合物：其中：R1、R2和R3如描述中定义，X如描述中定义，Y代表氧原子、硫原子、C（H）q基团、SO或SO2，n等于0至5，A代表NR5R6基团，以及含有这些化合物的药物产品，可用于治疗或预防褪黑素失调疾病。

  公开号：

  US06313160B1

文献信息

• [4+2] versus [2+2] cycloadditions with 1-ethoxyethene and heterocyclic aldehydes; formation of vinyl compounds
  作者：Jean-Yves Mérour、Anne-Sophie Bourlot、Eric Desarbre

  DOI：10.1016/0040-4039(95)00551-m

  日期：1995.5

  Inverse electron demand Diels-Alder reactions of ethoxyethene with heterocyclic aldehydes afforded a mixture of cycloadducts and vinyl compounds resulting from a competing [2+2] pathway.

  逆电子需求乙氧基乙烯与杂环醛的Diels-Alder反应提供了竞争性[2 + 2]途径产生的环加合物和乙烯基化合物的混合物。
• US6313160B1
  申请人：——

  公开号：US6313160B1

  公开（公告）日：2001-11-06
• US6602903B2
  申请人：——

  公开号：US6602903B2

  公开（公告）日：2003-08-05
• 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.
• Substituted heterocyclic compounds
  申请人：ADIR ET COMPAGNIE

  公开号：US20020052400A1

  公开（公告）日：2002-05-02

  The invention relates to compounds of formula (I): 1 wherein: R 1 , R 2 and R 3 are as defined in the description, X is as defined in the description, Y represents an oxygen atom, a sulphur atom, a C(H)q group, SO or S0 2 , n is equal to from 0 to 5, A represents a NR 5 R 6 or CZNR 8 R 9 group. and medicinal products containing the same are useful in treating or in preventing melatoninergic disorders.

  本发明涉及式(I)的化合物：其中：R1、R2和R3如描述中所定义，X如描述中所定义，Y代表氧原子、硫原子、C(H)q基团、SO或S02，n等于0到5，A代表NR5R6或CZNR8R9基团。含有该化合物的药物在治疗或预防褪黑素失调方面具有有用性。