2-氯-1-羟基蒽醌 | 35582-88-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 2-氯-1-羟基蒽醌
• 英文名称: 2-Chlor-1-hydroxy-anthrachinon
• 英文别名: 2-chloro-1-hydroxy-anthraquinone；2-Chloro-1-hydroxyanthracene-9,10-dione
• CAS: 35582-88-8
• 化学式: C₁₄H₇ClO₃
• 分子量: 258.661
• InChiKey: ZUKCWFHBEDPTRY-UHFFFAOYSA-N

物化性质

• 熔点：
  215 °C
• 沸点：
  444.8±45.0 °C(Predicted)
• 密度：
  1.526±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 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：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯-1-羟基蒽醌 生成 1,2-二羟基蒽醌
  参考文献：
  名称：

  Tanaka, Proceedings of the Imperial Academy (Tokyo), vol. 3, p. 84

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(3-氯-2-羟基苯甲酰基)苯甲酸 在 硫酸 、 zinc(II) chloride 作用下， 生成 2-氯-1-羟基蒽醌
  参考文献：
  名称：

  Gronowska,J.; Ruminski,J., Roczniki Chemii, 1971, vol. 45, p. 1957 - 1966

  摘要：

  DOI：

文献信息

• Anthracene derivatives as anti-cancer agents
  申请人：——

  公开号：US20030130272A1

  公开（公告）日：2003-07-10

  Use of compound of Formula (I): at least one of R 1 , R 2 , R 5 and R 6 is a group —AB and the others are independently selected from hydrogen, hydroxy, alkoxy or acyloxy, a group —AB a group -amino-(R 7 ) n X—Y wherein R 7 is a divalent organic radical and n is 0 or 1; R 3 and R 4 are independently oxo, hydroxy or hydrogen; the or each A is independently a spacer group of formula -amino-(R 7 ) n —X— which is bonded to the anthracene ring via the amino group nitrogen and to B via —X—, X is independently selected from O, NH and C(O); B is an amino acid residue or a peptide group or isostere thereof and Y is hydrogen or a capping group, or a physiologically acceptable derivative of such compound for the manufacture of a medicament for the treatment of cancers or microbial infections having cells exhibiting topoisomerase I activity characterised in that the group -amino-(R 7 ) n —X— incorporates an optionally substituted heterocyclic ring directly attached to the anthroquinone ring through an amino nitrogen in the heterocycclic ring, or an optionally substituted heterocyclic or carbocyclic ring that is spaced from the anthraquinone ring by no more than an amino nitrogen and up to four carbon atoms.

  使用化合物Formula (I)：R1、R2、R5和R6中至少一个是群组—AB，其余的可独立选择氢、羟基、烷氧基或酰氧基，一个群组—AB，一个群组-amino-(R7)nX—Y，其中R7是二价有机基团，n为0或1；R3和R4独立地为氧、羟基或氢；每个A独立地为配体基团，其公式为-amino-(R7)n—X—，通过氨基氮与蒽环键合，并通过—X—与B键合，X独立地选择自O、NH和C(O)；B为氨基酸残基或肽基团或其异构体，Y为氢或一个封端基团，或其生理可接受的衍生物，用于制造治疗癌症或微生物感染的药物，这些疾病的细胞具有拓扑异构酶I活性，其特点在于群组-amino-(R7)n—X—包含一个可选择取代的杂环直接通过杂环环中的氨基氮与蒽醌环键合，或通过不超过一个氨基氮和最多四个碳原子与蒽醌环相距的可选择取代的杂环或碳环。
• [EN] NEW COMPOUNDS AND USES THEREOF<br/>[FR] NOUVEAUX COMPOSÉS ET LEURS UTILISATIONS
  申请人：BIOSTATUS LTD

  公开号：WO2014023956A1

  公开（公告）日：2014-02-13

  The present invention provides an anthraquinone compound of formula I (such as the compounds of formulae II to X) and processes for making the same. The invention further provides pharmaceutical compositions for use in the treatment of cancer, optionally in combination with an agent capable of reducing the level of oxygenation of a tumour. Additionally the invention provides an option for combination with chemotherapeutic and radiotherapeutic modalities to enhance overall tumour cell kill. The invention additionally provides methods for the detection of cellular hypoxia, both in vivo and in vitro.

  本发明提供了一种公式I的蒽醌化合物（例如公式II至X的化合物）及其制备方法。该发明还提供了用于治疗癌症的药物组合物，可选择地与能够降低肿瘤氧化水平的药物一起使用。此外，该发明提供了与化疗和放疗模式结合的选择，以增强整体肿瘤细胞杀伤效果。该发明还提供了用于检测细胞缺氧的方法，无论是在体内还是体外。
• Synthesis of Anthraquinone Derivatives: Tandem Diels-Alder-Decarboxyl­ation-Oxidation Reaction of 3-Hydroxy-2-pyrone with 1,4-Naphthoquinone
  作者：Sadao Tsuboi、Takuzo Komiyama、Yutaka Takaguchi

  DOI：10.1055/s-2005-922769

  日期：——

  In the presence of triethylamine, the Diels-Alder reaction of 3-hydroxy-2-pyrones with 1,4-naphthoquinones by a decarboxylation-oxidation process gave anthraquinone derivatives in good to excellent yields.

  在三乙胺的存在下，3-羟基-2-吡喃酮与1,4-萘醌通过脱羧-氧化过程的Diels-Alder 反应以良好到极好的产率得到蒽醌衍生物。
• METHOD FOR PREPARING PHENYLAMINOHYDROXYANTHRAQUINONES
  申请人：LANXESS Deutschland GmbH

  公开号：US20190161617A1

  公开（公告）日：2019-05-30

  A method for producing 1,4-diphenylamino-5,8-dihydroxyanthraquinone provides a dye with high colour strength and excellent brilliance for colouring plastics.

  一种制备1,4-二苯胺-5,8-二羟基蒽醌的方法，提供了一种具有高色力和优异亮度的染料，用于着色塑料。
• Process for the preparation of N,N' -disubstituted 1,4-diaminoanthraquinones
  申请人：——

  公开号：US20030225294A1

  公开（公告）日：2003-12-04

  Process for the preparation of N,N′-disubstituted 1,4-diaminoanthraquinones 1 in which R is an aliphatic or aromatic radical, characterized in that 1,4-dihydroxyanthraquinones are reacted with aliphatic or aromatic amines in the presence of a readily water-soluble, dipolar-aprotic solvent (e.g. NMP) and of a second solvent, different from the first.

  制备N，N'-二取代1,4-二氨基蒽醌1的过程，其中R是脂肪族或芳香族基团，其特征在于在易溶于水的双极-无质子溶剂（例如NMP）和第二种不同于第一种的溶剂存在下，将1,4-二羟基蒽醌与脂肪族或芳香族胺反应。