2-(二乙氨基)萘-1,4-二酮 | 14422-78-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-(二乙氨基)萘-1,4-二酮
• 中文别名: 2-(二乙胺基)萘-1,4-二酮
• 英文名称: 2-(diethylamino)naphthalene-1,4-dione
• 英文别名: 2-diethylamino-1,4-naphthoquinone；2-Diaethylamino-naphthochinon-(1.4)；1,4-Naphthoquinone, 2-diethylamino-
• CAS: 14422-78-7
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: YWEDSYCFWBEXBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 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：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(二乙氨基)萘-1,4-二酮 在 sodium 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 2-(diethylamino)-4,4-diethoxynaphthalen-1-one
  参考文献：
  名称：

  Chinoniminiumsalze und Aminochinomethide

  摘要：

  DOI：

  10.1016/s0040-4039(00)88169-1
• 作为产物：
  描述：

  1,4-萘醌 在 溴 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 2-(二乙氨基)萘-1,4-二酮
  参考文献：
  名称：

  新型（L）-α-氨基酸甲酯，杂烷基和芳基取代的1,4-萘醌衍生物作为抗真菌剂和抗菌剂的合成及生物学评估。

  摘要：

  一系列的（S）-N-（1,4-萘醌-2-基）-α-氨基酸甲酯3-9，2-N，N-二烷基氨基-1,4-萘醌10-11和2-合成了羟基-3-（2'-巯基咪唑基）-1,4-萘醌及其环状类似物12-15，并评估了其抗真菌和抗菌活性。研究了这些化合物的结构活性关系，结果表明化合物9b和13c对白色念珠菌，新隐球菌和schenothrix schenckii表现出体外抗真菌活性，而化合物6a对粪便链球菌K表现出体外抗菌活性。肺炎，大肠埃希菌和金黄色葡萄球菌。

  DOI：

  10.1016/j.bmcl.2005.08.032

文献信息

• Sulfur-containing derivatives of 1,4-naphthoquinone, part 1: Disulfide synthesis
  作者：Maryna V. Stasevych、Maxym Yu. Plotnikov、Mykola O. Platonov、Svitlana I. Sabat、Rostyslav Ya. Musyanovych,、Volodymyr P. Novikov

  DOI：10.1002/hc.20112

  日期：——

  Disulfides of 1,4-naphthoquinone were synthesized, and different methods of their synthesis were investigated. High yields and purity of disulfides were obtained from the oxidation of thiol derivatives. The latter were prepared in high yields and purity from isothiuronic salts. The obtained disulfides are syntho- nes for compounds with a wide spectrum of biological activity. © 2005 Wiley Periodicals

  合成了 1,4-萘醌的二硫化物，并研究了它们的不同合成方法。从硫醇衍生物的氧化中获得高产率和纯度的二硫化物。后者由异硫脲酸盐以高产率和纯度制备。获得的二硫化物是具有广泛生物活性的化合物的合成物。© 2005 Wiley Periodicals, Inc. 杂原子化学 16:205–211, 2005; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20112
• REVERSIBLY REDUCIBLE MATERIALS AND USE THEREOF
  申请人：University of Kentucky Research Foundation

  公开号：US20180099917A1

  公开（公告）日：2018-04-12

  Provided herein are a reversibly reducible material and a method of forming a reversibly reducible material. The reversibly reducible material includes the molecular formula: wherein each of R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, oxygen, alkyl, cycloalkyl, O-alkyl, amine, quaternary ammonium, and sulfonate; R 5 is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, and amine; X is selected from the group consisting of hydrogen, branched or un-branched alkyl chain having 1-8 atoms containing 0-3 oxygen or nitrogen atoms, and substituted or unsubstituted aryl; and Z is selected from the group consisting of branched or un-branched alkyl chain having 1-8 atoms containing 0-3 oxygen or nitrogen atoms, and substituted or unsubstituted aryl. The method of forming a reversibly reducible material comprising reacting a quinone with an amine in an ethereal solvent. Also provided herein is a negolyte.

  本文提供了一种可逆还原材料和形成可逆还原材料的方法。 可逆还原材料包括分子式：其中R1、R2、R3和R4中的每一个独立地选择自氢、氧、烷基、环烷基、O-烷基、胺、季铵盐和磺酸的群; R5选择自氢、卤素、烷基、烷氧基和胺的群; X选择自氢、1-8个原子的具有0-3个氧或氮原子的分支或非分支烷基链，以及取代或未取代芳基; Z选择自1-8个原子的分支或非分支烷基链，包含0-3个氧或氮原子，以及取代或未取代芳基。 形成可逆还原材料的方法包括在醚溶剂中将喹醌与胺反应。 本文还提供了一种negolyte。
• Copper-catalyzed direct oxidative amination of maleimides and quinones with formamides in the presence of an oxidant KIO3
  作者：Yu Dong、Zhen-Zhen Peng、Lin Chen、Yue-Qin Lin、Mei-Feng Lan、Chun-Mei Wu、Zhi-Chuan Shi、Guowei Deng、Bing He

  DOI：10.1016/j.tet.2024.133916

  日期：2024.4

  A facile, efficient, and practical method for copper-catalyzed direct amination of maleimides and quinones with formamides in the presence of an oxidant KIO has been developed. It allows a facile access to a wide range of functionalized molecules with privileged scaffolds in drugs and natural products such as maleimides and quinones. A variety of substituted 3-amino-maleimides and 2-amino-quinones

  开发了一种在氧化剂 KIO 存在下铜催化马来酰亚胺和醌与甲酰胺直接胺化的简便、高效且实用的方法。它可以轻松获得各种功能化分子，并在药物和天然产物（如马来酰亚胺和醌）中具有特殊的支架。合成了多种取代的3-氨基马来酰亚胺和2-氨基醌，产率中等至优异。
• Tandon; Singh; Rai, Bollettino Chimico Farmaceutico, 2002, vol. 141, # 4, p. 304 - 310
  作者：Tandon、Singh、Rai、Chhor、Khan

  DOI：——

  日期：——
• Green protocol for conjugate addition of amines to p-quinones accelerated by water
  作者：Jhillu S. Yadav、Basi V. Subba Reddy、Tallapally Swamy、Kattela Shiva Shankar

  DOI：10.1007/s00706-008-0917-1

  日期：2008.11

  Amines undergo smooth conjugate addition to p-quinones in H2O at ambient temperature in the absence of a catalyst to produce 2-aminoquinones in excellent yields. Significant rate acceleration of this reaction is observed in H2O compared to organic solvents. H2O played a dual role in simultaneously activating the p-quinone and amine. This new methodology constitutes an easy, highly efficient, and green synthesis of substituted p-quinones.