2,8-二氨基吩嗪 | 7704-40-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 2,8-二氨基吩嗪
• 英文名称: 3,7-diamino phenazine
• 英文别名: 3,7-diaminophenazine；3,6-diaminoacridine；2,8-Diaminophenazine；phenazine-2,8-diamine；phenazine-2,8-diyldiamine；Phenazin-2,8-diyldiamin；2,8-Phenazinediamine
• CAS: 7704-40-7
• 化学式: C₁₂H₁₀N₄
• 分子量: 210.238
• InChiKey: CCBDBWAKDHGKNI-UHFFFAOYSA-N

物化性质

• 熔点：
  293 °C
• 沸点：
  522.8±20.0 °C(Predicted)
• 密度：
  1.414±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,8-二氨基吩嗪 、 硫酸 生成 酚嗪
  参考文献：
  名称：

  Nietzki; Ernst, Chemische Berichte, 1890, vol. 23, p. 1856

  摘要：

  DOI：
• 作为产物：
  描述：

  3,7-dinitro-phenazine-5-oxide 在 盐酸 、 tin(ll) chloride 作用下， 生成 2,8-二氨基吩嗪
  参考文献：
  名称：

  Otomasu, Chemical and pharmaceutical bulletin, 1958, vol. 6, p. 77,80

  摘要：

  DOI：

文献信息

• Compositions of matter having bioactive properties
  申请人：Schmitz, Robert A.

  公开号：EP1288238A1

  公开（公告）日：2003-03-05

  Particles of coordinated complex comprising a basic, hydrous polymer and a capacitance adding compound, as well as methods for their production, are described. These complexes exhibit a high degree of bioactivity making them suitable for a broad range of applications through their incorporation into conventional vehicles benefiting from antimicrobial and similar properties.

  描述了由基础水合聚合物和电容添加化合物组成的协调复合物的颗粒，以及它们的生产方法。这些复合物表现出很高的生物活性，使它们适用于广泛的应用领域，通过将它们纳入传统载体中，从而受益于抗菌和类似性能。
• Method for dyeing dry hair
  申请人：Novozymes A/S

  公开号：US20020007524A1

  公开（公告）日：2002-01-24

  The present invention relates to methods for dyeing keratinous fibers, without significantly damaging the hair. According to the method of the present invention the fibers are treated in a dry state by contacting said fibers with at least one oxidoreductase and at least one dye precursor. In this way it is possible to dye, e.g. human hair, in a simple and efficient manner.

  本发明涉及一种染色角蛋白纤维的方法，而不会显着损伤头发。根据本发明的方法，通过将纤维与至少一种氧化还原酶和至少一种染料前体接触，以干燥状态处理纤维。通过这种方式，可以简单高效地染色，例如人类头发。
• Thermographic system using naphthoylated leuco phenazine dyes
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0124296A1

  公开（公告）日：1984-11-07

  This invention involves thermographic imaging systems. The thermographic system under consideration comprises a euco dye, a nitrate salt, and, optionally, an acid and stabilizing :ompound. Dyes in their reduced leuco form can provide the pasis of color image forming systems. However, the leuco form of a given dye can often revert spontaneously to the colored form of the dye during manufacture unless the structure of the dye is altered to promote stability. In this invention, which involves stabilization of the leuco dye, the stabilized leuco dye contains a phenazine nucleus with naphthoyl substituents on the 10-position and, optionally on one or both of the 3- and 7-positions through an amino group. In their oxidized form, the leuco dyes of this invention orovide access to a range of red and magenta colors which ex- nibit greater stability when subjected to light and temperatures characteristic of the stage of overhead projectors than that exhibited by previously available leuco dyes of this color range.

  本发明涉及热成像系统。所考虑的热成像系统包括一种还原型染料、一种硝酸盐，以及可选的酸和稳定剂。还原型染料可以提供彩色图像形成系统的色彩。然而，除非改变染料的结构以提高稳定性，否则在生产过程中，特定染料的还原型通常会自发地还原成染料的有色型。本发明涉及白基染料的稳定化，稳定化的白基染料包含一个酚嗪核，在 10 位上有萘甲酰基取代基，在 3 位和 7 位的一个或两个位置上可选择通过氨基来取代。 在氧化形式下，本发明的白兰地染料可产生一系列红色和品红色，在高射投影仪舞台的光照和温度条件下，其稳定性比以前可获得的该颜色范围的白兰地染料更强。
• Stabilized leuco phenazine dyes and their use in an imaging system
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0181085A1

  公开（公告）日：1986-05-14

  This invention relates to leuco dyes, and more particularly, to stabilized leuco phenazine dyes. These dyes are suitable for use in thermographic imaging systems wherein the leuco dye is in composition containing a nitrate salt. Although acylated (benzoylated) leuco azine dyes exhibit improved stability compared with the hydrogen leuco form thereof, and acylated (benzoylated) leuco forms of phenoxazines and phenothiazines often show extremely good stability, benzoylated leuco phenazine dyes are still far too unstable to be useful for most types of thermally imageable compositions. This invention provides 3,7-diamino phenazine leuco dyes with acyl substituents in the 10-position, said substituents being themselves substituted with electron-withdrawing groups. Incorporation of electron-withdrawing groups on the acyl substituent at the 10-position of the leuco dye results in a dramatic improvement in the thermal and light stability of the leuco form, and, generally, the stronger the electron-withdrawing character of the electron-withdrawing substituent, the more stable is the leuco form. The dyes cover a wide range of colors when oxidized, including reds, yellows, and magentas, and they are readily capable of being incorporated into thermographic and photothermographic imaging systems.

  本发明涉及白亮染料，特别是稳定的白亮酚嗪染料。这些染料适用于热成像系统，其中的亮氨酰染料成分中含有硝酸盐。 虽然酰化（苯甲酰化）的亮嗪染料与氢亮嗪形式相比稳定性有所提高，酰化（苯甲酰化）的亮嗪形式的吩噁嗪和吩噻嗪通常表现出极好的稳定性，但苯甲酰化的亮嗪染料仍然太不稳定，不能用于大多数类型的热成像组合物。 本发明提供了在 10 位具有酰基取代基的 3,7-二氨基酚嗪月桂基染料，所述取代基本身也被抽电子基团取代。在白兰地染料 10 位的酰基取代基上加入抽电子基团可显著提高白兰地染料的热稳定性和光稳定性，一般来说，抽电子取代基的抽电子性越强，白兰地染料就越稳定。 这些染料氧化后的颜色范围很广，包括红色、黄色和洋红，而且很容易与热成像和光热成像系统结合。
• Novel phenazine dyes
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0339869A3

  公开（公告）日：1991-11-13

  This invention relates to phenazine dyes, and more particularly, to phenazine dyes suitable as intermediates for leuco phenazine dyes. Essentially all of the phenazine dyes capable of providing red, orange, and magenta hues have unsubstituted amine groups at the 3- or 7-position, or both. The presence of unsubstituted amine groups at the 3- or 7-positions, or both, does not allow one to employ a simple, direct method to reduce and acylate the dye at the 10-position without also acylating the dye at the 3- or 7-position or both. In a reduced leuco dye which contains acyl groups at the 10-position as well as the 3- and/or 7-positions, reoxidation under normal conditions removes only the acyl group at the 10-position, which will yield a dye form having different absorption properties from that of the original, unreduced dye containing the unsubstituted amine group. Therefore, phenazine dyes known in the art, such as phenosafranine, which are red, magenta, and the like, do not provide the original dye color upon reduction acylation and reoxidation. Although phenazine dyes containing substituents at the 3- and 7-positions are well known, essentially all of them provide turquoise or blue colors. This invention provides 3,7-diamino phenazine dyes having at least one electron-withdrawing substituent on at least one of the groups attached to the amine groups at the 3- and 7-positions, provided that the algebraic sum of the para position Hammett sigma (σp) values for the groups attached to the nitrogen atoms of the amine groups at the 3- and 7-positions is more positive than about -0.6. The group containing the electron-withdrawing substituent can be selected from: (1) a substituted alkyl group, and (2) a substituted aryl group.

  本发明涉及吩嗪染料，更具体地说，涉及适用于作为月桂吩嗪染料中间体的吩嗪染料。基本上所有能够提供红色、橙色和品红色的酚嗪染料都在 3-位或 7-位或两者上具有未取代的胺基团。由于在 3 位或 7 位或这两个位置上都存在未取代的胺基团，因此无法采用简单直接的方法在 10 位上还原和酰化染料，而不同时在 3 位或 7 位或这两个位置上酰化染料。还原型白兰地染料在 10 位以及 3 位和/或 7 位上都含有酰基，在正常条件下进行再氧化时，只去除 10 位上的酰基，这样得到的染料形态与含有未取代胺基团的原始未还原型染料的吸收特性不同。因此，本领域已知的酚嗪染料，如红色、品红色等的酚萘胺，在还原酰化和再氧化后不能提供原来的染料颜色。虽然在 3 位和 7 位上含有取代基的酚嗪染料是众所周知的，但它们基本上都能提供青绿色或蓝色。本发明提供的 3,7-二氨基酚嗪染料在 3-位和 7-位氨基上连接的至少一个基团上具有至少一个吸电子取代基，条件是 3-位和 7-位氨基的氮原子上连接的基团的对位 Hammett sigma（σp）值的代数和大于约-0.6。含有抽电子取代基的基团可选自：(1) 取代的烷基；(2) 取代的芳基。

表征谱图