1,4-二氨基蒽醌隐色体 | 5327-72-0

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1,4-二氨基蒽醌隐色体
• 中文别名: 1,4-二氨基蒽-9,10-二醇
• 英文名称: 1,4-diamino-anthracene-9,10-diol
• 英文别名: 1.4-Diamino-anthrahydrochinon；1,4-Diaminoanthracene-9,10-diol
• CAS: 5327-72-0
• 化学式: C₁₄H₁₂N₂O₂
• 分子量: 240.261
• InChiKey: WGOXABJBDOYQFK-UHFFFAOYSA-N

物化性质

• 熔点：
  231-232 °C(Solv: methanol (67-56-1))
• 沸点：
  382.97°C (rough estimate)
• 密度：
  1.1613 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 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：
  92.5
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 海关编码：
  2922199090

反应信息

• 作为反应物：
  描述：

  1,4-二氨基蒽醌隐色体 在 sulfur 、 硝基苯 作用下， 生成 透明紫BS
  参考文献：
  名称：

  DE484357

  摘要：

  公开号：
• 作为产物：
  描述：

  1,4-二羟基蒽醌 在 ammonium hydroxide 、 sodium dithionite 作用下， 生成 1,4-二氨基蒽醌隐色体
  参考文献：
  名称：

  GB268891

  摘要：

  公开号：

文献信息

• Nuclear alkylation of 1,4-diaminoanthraquinone. Synthesis of chiral 6,11-diaminoanthracyclinones related to ametantrone from carbohydrates
  作者：Susan K. Mills、David J. Mincher、Gordon Shaw

  DOI：10.1039/c39880000399

  日期：——

  1,4-Diaminoanthraquinone [leuco derivative (4)] with aldehydes in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene in dimethyl formamide afforded (after aerial oxidation) 2-(hydroxyalkyl)-1,4-diaminoanthraquinones in good yields; reaction of (4) with 1,2-O-isopropylidene-3-O-methyl-α-D-xylopentodialdo-1,4-furanose (8) gave, stereospecifically, the hydroxyglycityl derivative (9) which was readily

  在1,8-二氮杂双环[5.4.0]十一碳-7-烯在二甲基甲酰胺中的存在下，用醛制备1,4-二氨基蒽醌[无色衍生物（4）]，得到2-（羟烷基）-1， 4-二氨基蒽醌产率高；（4）与1,2 - O-异亚丙基-3- O-甲基-α- D-二甲苯基戊二醛-1,4-呋喃糖的反应（8），立体定向地产生了羟基糖基衍生物（9），其易于转化为新型6,11-二氨基蒽环酮（12）。
• Process for the preparation of 4,4'-diamino-1,1'-dianthrimides
  申请人：Bayer Aktiengesellschaft

  公开号：US04452742A1

  公开（公告）日：1984-06-05

  Process for the preparation of 4,4'-diamino-1,1'-dianthrimides, characterized in that a mixture of an optionally substituted 1,4-diaminoanthraquinone and an optionally substituted 1-aminoanthraquinone in 30-60% strength H.sub.2 SO.sub.4, preferably 40-60% strength H.sub.2 SO.sub.4, is oxidized with peroxomonosulphuric acid or peroxodisulphuric acid, which are preferably employed in the form of the alkali metal or ammonium salts, and the product is then reduced.

  制备4,4'-二氨基-1,1'-二蒽酰亚胺的过程，其特征在于将可选取代的1,4-二氨基蒽醌和可选取代的1-氨基蒽醌混合在30-60%浓度的H.sub.2 SO.sub.4中，优选40-60%浓度的H.sub.2 SO.sub.4，然后用过氧单硫酸或过氧二硫酸氧化，最好采用碱金属或铵盐形式，然后还原产物。
• Process for preparing 4,4'-dibenzoylaminodianthrimidecarbazole
  申请人：Bayer Aktiengesellschaft

  公开号：US04520202A1

  公开（公告）日：1985-05-28

  Process for preparing 4,4'-dibenzoylaminoanthrimidecarbazole, characterized in that 4,4'-diaminodianthrimide is benzoylated and carbazolated, both steps being carried out in one-vessel fashion and the 4,4'-diaminodianthrimide having been obtained by oxidizing a mixture of 1-aminoanthraquinone and 1,4-diaminoanthraquinone in a molar ratio of 0.9:1 to 1.4:1 in 30 to 60% strength H.sub.2 SO.sub.4 and then reducing.

  制备4,4'-二苯甲酰氨基蒽醌咔唑的过程，其特征在于将4,4'-二氨基蒽醌咔唑进行苯甲酰化和咔唑化，两个步骤均在单一反应器中进行，而4,4'-二氨基蒽醌咔唑是通过在30至60％浓度的H.sub.2 SO.sub.4中以0.9:1至1.4:1的摩尔比氧化1-氨基蒽醌和1,4-二氨基蒽醌混合物得到的，然后还原。
• Synthesis and antiproliferative activity of 1,4-bis(dimethylamino)-9,10-anthraquinone derivatives against P388 mouse leukemic tumor cells
  作者：Guang-Zhu Jin、Hai-Shan Jin、Li-Li Jin

  DOI：10.1007/s12272-011-0704-0

  日期：2011.7

  A series of 2-substituted-1,4-bis(dimethylamino)-9,10-anthraquinone derivatives were synthesized and their in vitro antiproliferative activities against p388 mouse leukemic tumor cells were evaluated. In addition, the effect of substituents on the phenyl ring was investigated. Among the derivatives tested, seven showed a high antiproliferative effect and three showed a moderate effect. In addition, introduction of a series of substituted phenyl groups into 1,4-bis(dimethylamino)-9,10-anthraquinone at 2-position were shown to enhance its antiproliferative activity. The antiproliferative activity also increased upon substitution of the benzene ring by an electron donating group such as an amine or methoxyl group.

  合成了一系列2-取代-1,4-双(二甲基氨基)-9,10-蒽醌衍生物，并评估了它们对p388小鼠白血病肿瘤细胞的体外抗增殖活性。此外，还研究了苯环上的取代基的影响。在测试的衍生物中，有7种表现出很高的抗增殖作用，3种表现出中等作用。此外，在1,4-双(二甲基氨基)-9,10-蒽醌的2位引入一系列取代苯基基团，可增强其抗增殖活性。当苯环被胺基或甲氧基等电子供体基团取代时，抗增殖活性也会增加。
• Process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid
  申请人：Ciba-Geigy Corporation

  公开号：US04699735A1

  公开（公告）日：1987-10-13

  The invention relates to a process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid by sulfonating 1,4-diaminoanthraquinone or leuco-1,4-diaminoanthraquinone, which comprises carrying out the sulfonation at elevated temperature with oleum as sulfonating agent, with or without the addition of a Lewis base. The 1,4-diaminoanthraquinone-2-sulfonic acid is used in particular for synthesizing anthraquinoid disperse dyes for dyeing hydrophobic fibre materials.

  本发明涉及一种通过对1,4-二氨基蒽醌或还原型1,4-二氨基蒽醌进行磺化制备1,4-二氨基蒽醌-2-磺酸的方法，其中在高温下使用油酸为磺化试剂进行磺化，可选择加入路易斯碱。1,4-二氨基蒽醌-2-磺酸主要用于合成用于染色疏水纤维材料的蒽醌类分散染料。