1,4-Naphthalenedione, 2-ethyl-5,8-dihydroxy-3,6-dimethoxy- | 14991-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4-Naphthalenedione, 2-ethyl-5,8-dihydroxy-3,6-dimethoxy-
• 英文别名: 3-ethyl-5,8-dihydroxy-2,7-dimethoxy-1,4-naphthoquinone；2,7-dimethoxy-3-ethylnaphthazarin；2-ethyl-5,8-dihydroxy-3,6-dimethoxy-[1,4]naphthoquinone；2-Aethyl-5,8-dihydroxy-3,6-dimethoxy-[1,4]naphthochinon
• CAS: 14991-01-6
• 化学式: C₁₄H₁₄O₆
• 分子量: 278.262
• InChiKey: ABJJBSHBLFMXIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,4-Naphthalenedione, 2-ethyl-5,8-dihydroxy-3,6-dimethoxy- 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以42%的产率得到3-ethyl-2,5,8-trihydroxy-7-methoxy-1,4-naphthoquinone
  参考文献：
  名称：

  First direct observation of tautomerism of monohydroxynaphthazarins by IR-spectroscopy

  摘要：

  Some substituted monohydroxylated naphthazarins (5,8-dihydroxy-1,4-naphthoquinones) were synthesized and studied by IR-spectroscopy in aprotic organic solvents at ambient temperature. Two narrow stretching mode bands in the high frequency range 3540-3410 cm(-1) due to a beta-hydroxy group were observed; it was established that this effect was caused by tautomerism. This allowed the creation of a convenient and accurate method for the measurement of a small amount of tautomer engaged in rapid exchange with the principal tautomer. Solvent and substituent effects were estimated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00060-1
• 作为产物：
  描述：

  重氮甲烷 、 6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione 生成 1,4-Naphthalenedione, 2-ethyl-5,8-dihydroxy-3,6-dimethoxy-
  参考文献：
  名称：

  Cetraria islandica 醌类

  摘要：

  摘要 两种已知的醌类 3-乙基-2,7-二羟基萘甲素和 6,6'-双(3-乙基-2,7-二羟基-萘甲素) 和一种新的醌类 2-O -(3'-乙基-1 ',2',3',4'-四氢-5',7',8'-三羟基-1',2',4'-triketo-3'-naphthyl)-3-ethyl-7-hydroxynaphthazarin,从地衣 Cetraria islandica var. 的红色叶状体尖端分离。北极星。

  DOI：

  10.1016/s0031-9422(97)00321-x

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。
• Wallenfels, Chemische Berichte, 1942, vol. 75, p. 785,792
  作者：Wallenfels

  DOI：——

  日期：——
• ——
  作者：V. P. Glazunov、A. Ya. Tchizhova、O. P. Shestak、G. I. Sopel"nyak、V. Ph. Anufriev

  DOI：10.1023/a:1009533403588

  日期：——

  A set of substituted 2-hydroxy-6(7)-methoxynaphthazarins and 7(8)-hydroxypyranonaphthazarins were synthesized. The IR spectra of 2-hydroxy-6-methoxynaphthazarins and 7-hydroxypyranonaphthazarins, on the one hand, and of 2-hydroxy-7-methoxynaphthazarins and 8-hydroxypyranonaphthazarins, on the other hand, have the characteristic nonoverlapping intervals of stretching vibration frequencies of the beta -hydroxy groups. These regularities confirm the structures of cristazarin and 6-methylcristazarin, which are metabolites of lichen Cladonia cristatella.