2,6-二甲氧基-4-硝基苯胺 | 86955-74-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,6-二甲氧基-4-硝基苯胺
• 英文名称: 2,6-dimethoxy-4-nitroaniline
• CAS: 86955-74-0
• 化学式: C₈H₁₀N₂O₄
• 分子量: 198.178
• InChiKey: IWXBMMOAVMGSHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-二甲氧基-4-硝基苯胺 在 palladium on activated charcoal 吡啶 、 盐酸 、 氢气 、 magnesium oxide 、 铁粉 作用下， 以 甲醇 、 乙醇 、 水 、 丙酮 为溶剂， 反应 20.0h， 生成 4-amino-3,5-dimethoxymethanesulfonanilide
  参考文献：
  名称：

  Potential antitumor agents. 39. Anilino ring geometry of amsacrine and derivatives: relationship to DNA binding and antitumor activity

  摘要：

  The clinical antileukemic drug amsacrine and analogues are thought to exert their biological activity by binding tightly but reversibly to DNA, with the acridine chromophore intercalated and the anilino group making additional binding contact in the minor groove of the double helix. In this binding model the steric environment around the 3'- and 5'-positions of the anilino ring is crucial. Two 3',5'-disubstituted analogues of amsacrine have been prepared, and their conformation, DNA binding properties, and antitumor activity were determined and compared with corresponding unsubstituted and 3'-substituted compounds. Addition of 3'- and 3',5'-substituents have little effect on minimum-energy conformations of the anilino side chain but have significant effects on DNA binding and biological activity. Monosubstitution lowers binding constants several-fold, but intercalative binding with extensive drug-base pair overlap is retained. Disubstitution lowers binding further, and although the binding is still intercalative as assessed by unwinding angles, it appears to occur with little drug-base pair overlap, as determined by high-field NMR studies of DNA imino proton shifts. These changes in DNA binding are accompanied by an abrupt change in biological activity, with the 3',5'-disubstituted analogues proving inactive and nontoxic even though other physicochemical properties, such as lipophilicity and stability, remain within acceptable limits. This study provides further evidence that the binding of drugs to DNA has a critical influence on their biological activity.

  DOI：

  10.1021/jm00365a014
• 作为产物：
  描述：

  2,6-二甲氧基苯胺 在 吡啶 、 硫酸 、 硝酸 、 sodium nitrite 作用下， 反应 17.0h， 生成 2,6-二甲氧基-4-硝基苯胺
  参考文献：
  名称：

  用红光在体内光开关偶氮化合物

  摘要：

  偶氮苯的光异构化为分子结构和功能的光控制提供了一般手段。然而，对于体内应用，偶氮苯反式到顺式异构化所需的辐照波长至关重要，因为紫外线和大多数可见光波长会被细胞和组织强烈散射。我们在此报告，其中偶氮基的所有四个邻位都被大量富电子取代基取代的偶氮苯化合物可以用红光（630-660 nm）有效地异构化，红光的波长范围更能穿透组织与可见光谱的其他部分相比。当邻位取代基是氯时，这些化合物对谷胱甘肽的还原也表现出稳定性，使其能够在体内细胞内环境中使用。

  DOI：

  10.1021/ja402220t

文献信息

• Novel 2,6-disubstituted primary para-phenylenediamines and process for their use in the oxidation dyeing of keratin fibers
  申请人：Ramos-Stanbury Laure

  公开号：US20070044254A1

  公开（公告）日：2007-03-01

  Disclosed herein are 2,6-disubstituted para-phenylenediamine compounds chosen from compounds of formula (I) and the salts and solvates thereof: Also disclosed herein are the corresponding intermediate compounds. Further disclosed herein is a composition for the oxidation dyeing of keratin fibers, for example, human keratin fibers such as the hair, comprising at least one para-phenylenediamine compound. Still further disclosed herein are oxidation dyeing processes comprising applying the composition to keratin fibers.

  本文披露了从化合物的公式（I）中选择的2,6-二取代对苯二胺化合物及其盐和溶剂化合物：本文还披露了相应的中间化合物。此外，本文还披露了一种用于氧化染色角蛋白纤维的组合物，例如，人类角蛋白纤维如头发，包括至少一种对苯二胺化合物。此外，本文还披露了包括将该组合物应用于角蛋白纤维的氧化染色过程。
• Ink composition for the ink-jet printing process
  申请人：CIBA-GEIGY AG

  公开号：EP0159291A1

  公开（公告）日：1985-10-23

  Ink compositions for the ink jet printing process containing one or more azo dyes of the groups of yellow, magenta and cyan dyes of formulae (1) to (3) are disclosed, which are of use in the production of non-fading coloured and black-and-white images.

  本发明公开了用于喷墨打印工艺的油墨组合物，该组合物含有一种或多种式（1）至（3）的黄色、品红色和青色染料组的偶氮染料，可用于制作不褪色的彩色和黑白图像。
• Quinizarin compound, method for production thereof, and use therefor
  申请人：NIPPON SHOKUBAI CO., LTD.

  公开号：EP0661350A1

  公开（公告）日：1995-07-05

  This invention is to provide a novel quinizarin compound which has a quinizarin structure represented by a following formula (1) having one to four of the 5, 6, 7, and 8 positions and at least either the 6 or 7 position formed of at least one member selected from the class consisting of secondary amino groups, alkylthio groups, and optionally substituted phenylthio groups, and having the remaining positions thereof formed of at least one member selected from the class consisting of hydrogen atom, halogen atoms, amino group, hydroxy group, alkoxy groups, and optionally substituted phenoxy groups, a method for the produciton thereof, and a dye, an electrophotographic grade color toner composition, a thermal-transfer recording sheet, an optical recording medium, an ink jet grade ink composition and a color filter severally comprising the quinizarin compound.

  本发明旨在提供一种新型喹嗪啉化合物，该化合物具有下式(1)所代表的喹嗪啉结构，其5、6、7和8位中的一至四个位以及至少6或7位上的至少一个位由选自仲氨基、烷硫基和任选取代的苯硫基组成的类别中的至少一个成员构成、其剩余位置由至少一个选自氢原子、卤素原子、氨基、羟基、烷氧基和任选取代的苯氧基组成的类别的成员构成；其生产方法；以及包含该喹吖啶化合物的染料、电子照相级彩色调色剂组合物、热转印记录片、光学记录介质、喷墨级墨水组合物和彩色滤光片。
• Color filter grade photosensitive resin coloring composition, and color filter using the same
  申请人：NIPPON SHOKUBAI CO., LTD.

  公开号：EP0833203A1

  公开（公告）日：1998-04-01

  A photosensitive resin coloring composition for use in a color filter containing a resin and a dye which is a material for the formation of a colored layer of the color filter, characterized in that the dye is manufactured with one member selected from the class consisting of a (C) group alone (which includes only phthalocyanine compounds represented by the formula (1) below and having one to eight unsubstituted or substituted alkoxy group(s) and/or unsubstituted or substituted phenoxy group(s) substituted at the 2, 3, 6, 7, 10, 11, 14 and 15 positions thereof), a combination of (A) + (B) groups, a combination of (A) + (C) groups, a combination of (B) + (C) groups, and a combination of (A) + (B) + (C) groups, wherein (A) represents a group of quinizarine compounds having a quinizarine skeleton in which one to three of the 5, 6, 7, and 8 positions and at least either of the 6 and 7 positions are each occupied by a secondary amino group and the remainders of the 5, 6, 7, and 8 positions are occupied each by at least one group selected from the class consisting of hydrogen atom, halogen atom, an unsubstituted or substituted alkoxy group, an unsubstituted or substituted phenoxy group, an unsubstituted or substituted alkylthio group, and an unsubstituted or substituted phenylthio group, (B) represents a group anthraquinone compounds having an anthraquinone skeleton in which one to three of the 1, 2, 3, and 4 positions are occupied each by at least one group selected from the class consisting of secondary amimo group, an unsubstituted or substituted alkoxy group, an unsubstituted or substituted phenoxy group, an unsubstituted or substituted alkylthio group, and an unsubstituted or substituted phenylthio group and the remainders of the 1, 2, 3, and 4 positions are occupied each by hydrogen atom or a halogen atom, and (C) represents a group of phthalocyanine compounds having a phthalocyanine skeleton represented by the following general formula (1) wherein M represents a divalent metal or a ligand-containing tetravalent metal in which one to eight of the 16 positions of benzene rings permitting substitution are occupied each by an unsubstituted or substituted alkoxy group and/or an unsubstituted or substituted phenoxy group and the remainders of the positions are occupied each by a halogen atom.

  一种用于彩色滤光片的光敏树脂着色组合物，含有树脂和染料，染料是形成彩色滤光片彩色层的材料，其特征在于染料是用选自以下类别的一个成员制造的：单独的(C)基团(仅包括下式(1)所代表的酞菁化合物，其具有1至8个未取代或取代的烷氧基和/或在2、(A)+(B)基团的组合、(A)+(C)基团的组合、(B)+(C)基团的组合以及(A)+(B)+(C)基团的组合、其中(A)代表一组具有喹嗪类骨架的喹嗪类化合物，其 5、6、7 和 8 位中的一至三个位以及 6 和 7 位中的至少一个位分别被仲氨基占据，而 5、6、7 和 8 位的剩余位分别被至少一个仲氨基占据、(B) 代表一组具有蒽醌骨架的蒽醌化合物，其中 1、2、3 和 4 位中的 1 至 3 位分别被至少一个选自仲氨基的基团占据、(C) 代表一组酞菁化合物，其酞菁骨架由以下通式 (1) 表示 其中 M 代表二价金属或含配体的四价金属，其中允许取代的苯环 16 个位置中的 1 至 8 个位置分别由未取代或取代的烷氧基和/或未取代或取代的苯氧基占据，其余位置分别由卤原子占据。
• US5608091A
  申请人：——

  公开号：US5608091A

  公开（公告）日：1997-03-04