2-ethyl-5,8-dihydroxy-3,6,7-trimethoxy-[1,4]naphthoquinone | 133039-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-ethyl-5,8-dihydroxy-3,6,7-trimethoxy-[1,4]naphthoquinone
• 英文别名: 2-Aethyl-5,8-dihydroxy-3,6,7-trimethoxy-[1,4]naphthochinon；2-Ethyl-5,8-dihydroxy-3,6,7-trimethoxynaphthalene-1,4-dione
• CAS: 133039-72-2
• 化学式: C₁₅H₁₆O₇
• 分子量: 308.288
• InChiKey: ARGBXUUETJKDTC-UHFFFAOYSA-N

物化性质

• 沸点：
  596.2±50.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-ethyl-5,8-dihydroxy-3,6,7-trimethoxy-[1,4]naphthoquinone 在 三氯化铝 作用下， 以 硝基苯 为溶剂， 反应 4.0h， 以91%的产率得到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：

  3-ethyl-1,2,4-trimethoxybenzene 在 aluminum oxide 、 三氯化铝 、 cesium fluoride 、 sodium chloride 作用下， 反应 11.08h， 生成 2-ethyl-5,8-dihydroxy-3,6,7-trimethoxy-[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

• Cytotoxic activity of intermediates and side products of echinochrome synthesis
  作者：N. D. Pokhilo、M. I. Kiseleva、V. V. Makhan’kov、V. Ph. Anufriev

  DOI：10.1007/s10600-008-9044-9

  日期：2008.5

  The cytotoxic activity of the principal intermediates and side products of echinochrome synthesis toward gametes of the sea urchin Strogylocentrotus intermedius was studied. Di-and trichloro naphthazarin derivatives with two vicinal Cl atoms were the most active.

  研究了主要中间体和海胆刺球藻（Strogylocentrotus intermedius）配子的毒性活性。具有两个邻位氯原子的二氯和三氯萘嗪衍生物是最活跃的。
• Glaser; Lederer, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1939, vol. 208, p. 1939
  作者：Glaser、Lederer

  DOI：——

  日期：——
• Kuhn; Wallenfels, Chemische Berichte, 1939, vol. 72, p. 1407
  作者：Kuhn、Wallenfels

  DOI：——

  日期：——
• Wallenfels; Gauhe, Chemische Berichte, 1943, vol. 76, p. 325
  作者：Wallenfels、Gauhe

  DOI：——

  日期：——
• 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.