2-Ethyl-3,5,6,7,8-pentahydroxy-1,4-naphthoquinone | 517-82-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Ethyl-3,5,6,7,8-pentahydroxy-1,4-naphthoquinone
• 英文别名: echinochrome A；2-ethyl-3,5,6,7,8-pentahydroxy-[1,4]naphthoquinone；2-Aethyl-3,5,6,7,8-pentahydroxy-[1,4]naphthochinon；2-ethyl-3,5,6,7,8-pentahydroxy-1,4-naphthalenedione；Spinochrome A
• CAS: 517-82-8
• 化学式: C₁₂H₁₀O₇
• 分子量: 266.207
• InChiKey: NCFUWNUATANZPH-UHFFFAOYSA-N

物化性质

• 熔点：
  220° (some decompn)
• 沸点：
  329.41°C (rough estimate)
• 密度：
  1.3494 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  135.29
• 氢给体数：
  5.0
• 氢受体数：
  7.0

安全信息

• 海关编码：
  2914690090

反应信息

• 作为反应物：
  描述：

  2-Ethyl-3,5,6,7,8-pentahydroxy-1,4-naphthoquinone 在 溴 作用下， 以 四氯化碳 为溶剂， 反应 48.0h， 以65%的产率得到2-bromo-3,5,6,7,8-pentahydroxy-1,4-naphthoquinone
  参考文献：
  名称：

  棘皮动物的棘皮动物色素意外转化为D.海胆Strongylocentrotus nudus和Psammechinus miliaris产生的2-氨基-3,6,7-三羟基萘他林合成

  摘要：

  描述了两种全合成2-氨基-3,6,7-三羟基萘他沙林的方法，这是海胆Strongylocentrotus nudus和Psammechinus miliaris的代谢产物。第一种是基于将2，3-二氯-6，7-二甲氧基萘他沙林转化为相应的3-羟基-2-硝基衍生物，然后还原得到2-氨基-3-羟基-6，7-二甲氧基萘他沙林。第二种方法的基础是将棘皮动物色素转化为溴化多刺色素D，并通过叠氮基直接取代溴原子引入氨基。

  DOI：

  10.1016/j.tetlet.2016.01.004
• 作为产物：
  描述：

  2,3-dichloro-5,8-dihydroxy-[1,4]naphthoquinone 在 manganese(IV) oxide 、 aluminum oxide 、 三氯化铝 、 硫酸 、 cesium fluoride 作用下， 以 硝基苯 、 叔丁醇 为溶剂， 反应 17.0h， 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

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。
• Oncogenic-RAS-signal dependent lethal compounds
  申请人：Stockwell Brent R.

  公开号：US20100081654A1

  公开（公告）日：2010-04-01

  Compounds with cancer cell specific lethality are provided. In particular, RAS-selective lethal compounds and compositions are provided. Also provided are methods of screening for such compounds and methods of treating a condition in a mammal, by administering to the mammal a therapeutically effective amount of such compounds or compositions.

  提供了具有癌细胞特异性致死性的化合物。特别地，提供了选择性致死RAS化合物和组合物。还提供了筛选此类化合物的方法以及通过向哺乳动物投与此类化合物或组合物的治疗有效量来治疗哺乳动物病症的方法。
• Polymer scale preventive agent and method of preventing polymer scale deposition using the same
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：EP0467276A2

  公开（公告）日：1992-01-22

  A polymer scale preventive agent for use in polymerization of a monomer having an ethylenic double bond comprising a haloethylene having the general formula (I): wherein X is a halogen atom, and R is a hydrogen atom or a halogen atom, said agent comprising: (A) an aromatic compound having at least one group selected from the class consisting of primary, secondary and tertiary amino groups and the quaternary ammonium group and/or a dye having at least one group selected from said class, (B) at least one compound selected from the group consisting of alkali metal salts and ammonium salts of a polyvinylsulfuric acid, and optionally (C) a naphthoquinone natural dye. The agent is coated on the inner wall surfaces, etc. of a polymerization vessel. Polymer scale deposition can be effectively prevented.

  一种聚合物阻垢剂，用于具有乙烯双键的单体的聚合，该单体由具有通式 (I) 的卤代乙烯组成： 其中 X 为卤素原子，R 为氢原子或卤素原子，所述制剂包括： (A) 具有至少一个选自伯氨基、仲氨基、叔氨基和季铵基的基团的芳香族化合物和/或 具有至少一个选自上述基团的染料、 (B) 至少一种选自由多乙烯基硫酸的碱金属盐和铵盐组成的组中的化合物，以及可 选的 (C) 萘醌天然染料。该剂涂覆在聚合容器的内壁表面等处。可有效防止聚合物垢沉积。
• Coating solution for preventing adhesion of polymer scale and method for its use
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：EP0496349A1

  公开（公告）日：1992-07-29

  The present invention relates to a coating solution for preventing adhesion of polymer scale and a method for preventing scale adhesion during preparation of polymers which can provide polymers having high quality without coloring thereof while preventing adhesion of polymer scale to a polymerizer when a monomer having an ethylenically unsaturated double bond is polymerized. A coating solution for preventing adhesion of polymer scale which comprises a naphthoquinone natural dyestuffs, anthraquinone natural dyestuffs, tannin natural dyestuffs, xanthone natural dyestuffs, flavonoid natural dyestuffs, or/and benzoquinone natural dyestuffs and a polyvinyl alcohol having a degree of saponification of not less than 70 mole% was applied on at least a part of a polymerizer which comes in contact with a monomer having an ethylenically unsaturated double bond and was dried to give a coating film during polymerization thereof.

  本发明涉及一种用于防止聚合物鳞片附着的涂层溶液和一种在聚合物制备过程中防止鳞片附着的方法，该方法可以提供高质量的聚合物，而不会使其着色，同时在聚合具有乙烯不饱和双键的单体时防止聚合物鳞片附着到聚合器上。一种用于防止聚合物鳞片附着的涂层溶液，包括萘醌类天然染料、蒽醌类天然染料、单宁类天然染料、黄原酮类天然染料、黄酮类天然染料、或/和苯醌天然染料以及皂化度不小于 70 摩尔%的聚乙烯醇，涂抹在与具有乙烯不饱和双键的单体接触的聚合器的至少一部分上，并在其聚合过程中干燥以形成涂膜。
• Polymer scale preventive agent, polymerization vessel effective in preventing polymer scale deposition and process for preparation of polymer
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：EP0571651A1

  公开（公告）日：1993-12-01

  A polymer scale preventive agent for use in polymerization of a haloethylene or a monomer mixture containing the same, comprising: (A) an aromatic compound having at least one group selected from the class consisting of primary, secondary and tertiary amino groups, quaternary ammonium groups and the azo group and/or a dye having at least one group selected from said class, and (B) an alkali metal or ammonium salt of a polyvinylsulfonic acid, and (C) a naphthoquinone natural dye; a polymerization vessel having a coating comprising said scale preventive agnet. A process of preparing a haloethylene polymer using the vessel can produce a polymer of high quality without polymer scale deposition.

  一种聚合物防垢剂，用于卤代乙烯或含有卤代乙烯的单体混合物的聚合，包括 (A) 具有至少一个选自伯胺基、仲胺基和叔胺基、季铵基和偶氮基的基团的芳香族化合物和/或具有至少一个选自上述基团的染料，以及 (B) 聚乙烯磺酸的碱金属盐或铵盐，以及 (C) 萘醌天然染料；聚合容器，其涂层包含所述防垢琼脂。使用该容器制备卤代乙烯聚合物的工艺可以生产出高质量的聚合物，而不会产生聚合物垢沉积。