6,7-dichloro-2-ethoxy-3-ethyl-5,8-dihydroxy-1,4-naphthoquinone | 187149-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6,7-dichloro-2-ethoxy-3-ethyl-5,8-dihydroxy-1,4-naphthoquinone
• 英文别名: 5,8-Dihydroxy-2,3-dichloro-6-ethyl-7-ethoxy-1,4-naphthoquinone；6,7-dichloro-2-ethoxy-3-ethyl-5,8-dihydroxynaphthalene-1,4-dione
• CAS: 187149-23-1
• 化学式: C₁₄H₁₂Cl₂O₅
• 分子量: 331.152
• InChiKey: GEYITWRZOGJLIU-UHFFFAOYSA-N

物化性质

• 沸点：
  559.3±50.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,7-dichloro-2-ethoxy-3-ethyl-5,8-dihydroxy-1,4-naphthoquinone 在 aluminum oxide 、 三氯化铝 、 cesium fluoride 作用下， 以 硝基苯 为溶剂， 反应 12.0h， 生成 2-Ethyl-3,5,6,7,8-pentahydroxy-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis of some hydroxynaphthazarins and their cardioprotective effects under ischemia-reperfusion in vivo

  摘要：

  A series of hydroxynaphthazarins has been synthesized. Some of them were found in in vivo experiments to be protectors of myocardium under ischemia-reperfusion and to reduce the infarction zone by 50% without any adverse effect. All compounds exhibit a moderate or small toxicity and are active in low doses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00075-4
• 作为产物：
  描述：

  6,7-dichloro-2-hydroxynaphthazarin 以 叔丁醇 为溶剂， 反应 3.0h， 生成 6,7-dichloro-2-ethoxy-3-ethyl-5,8-dihydroxy-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis of some hydroxynaphthazarins and their cardioprotective effects under ischemia-reperfusion in vivo

  摘要：

  A series of hydroxynaphthazarins has been synthesized. Some of them were found in in vivo experiments to be protectors of myocardium under ischemia-reperfusion and to reduce the infarction zone by 50% without any adverse effect. All compounds exhibit a moderate or small toxicity and are active in low doses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00075-4

文献信息

• A Convenient Method for the Selective Alkylation ofβ-OH Groups of 2(3)-Hydroxyjuglones and Hydroxynaphthazarines
  作者：Victor Ph.Anufriev、Vyacheslav L. Novikov、Galina V. Malinovskaya、Valery P. Glazunov

  DOI：10.1080/00397919708004812

  日期：1997.1.1
• Chemistry of naphthazarine derivatives: XIV. Preparative synthesis of 1′-bromoalkylnaphthazarines
  作者：N. D. Pokhilo、A. Ya. Yakubovskaya、V. F. Anufriev、D. V. Berdyshev

  DOI：10.1134/s1070428007080143

  日期：2007.8

  A reaction of alkylnaphthazarines with bromine in tetrachloromethane was investigated. A preparative synthesis was developed for substituted 1'-bromoalkylnaphthazarines, and based on the substance 1'-hydroxyalkylnaphthazarines were prepared, analogs of shikalkin, a racemic mixture of plant pigments from Boraginaceae family. 2-Acyl-3-hydroxynaphthazarine was synthesized, a minor metabolite of urchin from genus Echinothrix.
• Synthesis of some hydroxynaphthazarins and their cardioprotective effects under ischemia-reperfusion in vivo
  作者：Victor Ph. Anufriey、Vyacheslav L. Novikov、Oleg B. Maximov、George B. Elyakov、Dmitry O. Levitsky、Alexander V. Lebedev、Safa M. Sadretdinov、Alexei V. Shvilkin、Natalya I. Afonskaya、Mikhail Ya. Ruda、Nina M. Cherpachenko

  DOI：10.1016/s0960-894x(98)00075-4

  日期：1998.3

  A series of hydroxynaphthazarins has been synthesized. Some of them were found in in vivo experiments to be protectors of myocardium under ischemia-reperfusion and to reduce the infarction zone by 50% without any adverse effect. All compounds exhibit a moderate or small toxicity and are active in low doses. (C) 1998 Elsevier Science Ltd. All rights reserved.