leuco-1,4,5,8-tetrahydroxyanthraquinone | 23478-60-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: leuco-1,4,5,8-tetrahydroxyanthraquinone
• 英文别名: anthracene-1,4,5,8,9,10-hexaol；Anthracen-1,4,5,8,9,10-hexaol；1,4,5,8-Tetrahydroxy-anthrachinon；1,4,5,8,9,10-Anthracenehexol；anthracene-1,4,5,8,9,10-hexol
• CAS: 23478-60-6
• 化学式: C₁₄H₁₀O₆
• 分子量: 274.23
• InChiKey: SEBRSBADPOBOMS-UHFFFAOYSA-N

物化性质

• 沸点：
  824.9±60.0 °C(Predicted)
• 密度：
  1.849±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 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：
  121
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  leuco-1,4,5,8-tetrahydroxyanthraquinone 在 硝基苯 作用下， 反应 0.25h， 以92%的产率得到1,4,5,8-四羟基蒽醌
  参考文献：
  名称：

  Liquid crystalline triptycene derivatives

  摘要：

  A route to triptycenes substituted with one, two, five, and six paraffinic chains was developed using the Diels-Alder reaction as the key reaction. 1,4,5,8-Tetrakis(dodecyloxy)-11-hydroxy-14-(dode-canoyloxy)triptycene, 1,4,5,8-tetrakis(dodecyloxy)-11,14-bis(dodecanoyloxy)triptycene, and 1,4,5,8-11,14-hexakis(dodecyloxy)triptycene were obtained in a nine-step procedure starting from diaminoanthrarufin. The five-chain derivative demonstrates original mesomorphic properties.

  DOI：

  10.1021/jo00061a012
• 作为产物：
  描述：

  anthracene-1,4,5,8,9,10-hexaone 在 sodium hydrogensulfite 作用下， 生成 leuco-1,4,5,8-tetrahydroxyanthraquinone
  参考文献：
  名称：

  DE205149

  摘要：

  公开号：

文献信息

• Anti-cancer compounds
  申请人：National Research Development Corporation

  公开号：US05132327A1

  公开（公告）日：1992-07-21

  Compounds of formula (I) ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each separately selected from hydrogen, X, NH--A--NHR and NH--A--N(O)R'R" wherein X is hydroxy, halogeno, amino, C.sub.1-4 alkoxy or C.sub.2-8 alkanoyloxy, A is a C.sub.2-4 alkylene group with a chain length between NH and NHR or N(O)R'R" of at least 2 carbon atoms and R, R' and R" are each separately selected from C.sub.1-4 alkyl groups and C.sub.2-4 hydroxyalkyl and C.sub.2-4 dihydroxyalkyl groups in which the carbon atom attached to the nitrogen atom does not carry a hydroxy group and no carbon atom is substituted by two hydroxy groups, or R' and R" together are a C.sub.2-6 alkylene group which with the nitrogen atom to which R" and R" are attached forms a heterocyclic group having 3 to 7 atoms in the ring, but with the proviso that at least one of R.sub.1 to R.sub.4 is a group NH--A--N(O)R'R", and physiologically acceptable salts thereof are of value in the treatment of cancer.

  式(I)的化合物##STR1##中，其中R.sub.1、R.sub.2、R.sub.3和R.sub.4分别从氢、X、NH--A--NHR和NH--A--N(O)R'R"中选择，其中X是羟基、卤素、氨基、C.sub.1-4烷氧基或C.sub.2-8烷酰氧基，A是一个C.sub.2-4烷基链，其链长在NH和NHR或N(O)R'R"之间至少为2个碳原子，R、R'和R"分别从C.sub.1-4烷基和C.sub.2-4羟基烷基和C.sub.2-4二羟基烷基中选择，其中连接到氮原子的碳原子不带有羟基，也没有碳原子被两个羟基取代，或者R'和R"一起是一个C.sub.2-6烷基链，与R"和R"连接的氮原子形成一个含有3至7个原子的环的杂环基团，但至少R.sub.1到R.sub.4中的一个是NH--A--N(O)R'R"基团，其生理上可接受的盐在癌症治疗中具有价值。
• Use of alpha-di(lower alkoxy) anthraquinones in the synthesis of
  申请人：Toms River Chemical Corporation

  公开号：US03983145A1

  公开（公告）日：1976-09-28

  Alpha-dihydroxyanthraquinones used as intermediates in the synthesis of many dyestuffs, such as the Alizarin Saphirols (e.g. Color Constitution No. 63000, 63005, 63010, 63011, 63315 and 63610) can be replaced on an equimolar basis by alpha-di(lower alkoxy)anthraquinones. The alpha-di(lower alkoxy) anthraquinones can be converted in a single step, by treatment with oleum, to the corresponding alpha-dihydroxyanthraquinone-beta-disulfonic acids in almost quantitative yield. The corresponding diamine is obtained by dinitrating followed by reduction of the nitro groups. The known intermediate, leuco 1,4,5,8-tetrahydroxyanthraquinone (see C.I. No. 62500) can be obtained either by reduction of the diamine or by reduction of the dinitro compound. In one embodiment, the alpha-di(lower alkoxy)anthraquinone is obtained from dinitroanthraquinone by treatment thereof with methanol and KOH.

  α-二羟基蒽醌被用作合成许多染料的中间体，例如Alizarin Saphirols（例如Color Constitution No. 63000、63005、63010、63011、63315和63610），可以以等摩尔比例被α-二（较低烷氧基）蒽醌所取代。α-二（较低烷氧基）蒽醌可以通过与油酸的处理，在几乎定量收率下，一步转化为相应的α-二羟基蒽醌-β-二磺酸。通过硝化后还原硝基团，可以得到相应的二胺。已知的中间体，亮1,4,5,8-四羟基蒽醌（参见C.I. No. 62500），可以通过还原二胺或还原二硝基化合物来获得。在一种实施方案中，α-二（较低烷氧基）蒽醌是通过将二硝基蒽醌与甲醇和氢氧化钾处理而获得的。
• 5,8-Dihydroxy-1,4-bis(guanidinylamino)anthraquinones
  申请人：American Cyanamid Company

  公开号：US04275010A1

  公开（公告）日：1981-06-23

  This disclosure describes 1,4-bis(guanidinylamino)-5,8-dihydroxyanthraquinones useful as chelating agents and for inhibiting the growth of transplanted mouse tumors.

  本公开揭示了作为螯合剂和用于抑制移植小鼠肿瘤生长的1,4-双(胍基氨基)-5,8-二羟基蒽醌。
• 1,4-Bis(aminoalkylamino)-anthraquinones and leuco derivatives thereof
  申请人：American Cyanamid Company

  公开号：US04138415A1

  公开（公告）日：1979-02-06

  This disclosure describes 1,4-bis(substituted-amino)-5,6-dihydroxyanthraquinones and 1,4,5-tris(substituted-amino)-8-hydroxyanthraquinones useful as chelating agents, as curing catalysts for epoxy resins, and for inhibiting the growth of transplanted mouse tumors.

  这份披露描述了作为螯合剂、环氧树脂固化催化剂以及抑制移植小鼠肿瘤生长的1,4-双(取代氨基)-5,6-二羟基蒽醌和1,4,5-三(取代氨基)-8-羟基蒽醌。
• Metal chelates of 1,4-bis(substituted-amino-5,8-dihydroxy-anthraquinones
  申请人：American Cyanamid Company

  公开号：US04296030A1

  公开（公告）日：1981-10-20

  This disclosure describes metal chelates of symmetrical 1,4-bis(substituted-amino)-5,8-dihydroxy-anthraquinones useful for inhibiting the growth of tumors and as colorants or dyes.

  本公开描述了对称1,4-双(取代氨基)-5,8-二羟基蒽醌的金属螯合物，可用于抑制肿瘤生长，并作为染料或染料。