溶剂红L-B | 4465-58-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 溶剂红L-B
• 英文名称: 1-(2-hydroxyethylamino)anthracene-9,10-dione
• 英文别名: 1-<(2-Hydroxyethyl)amino>-9,10-anthracenedione；1-<(2-Hydroxyethyl)amino>anthracene-9,10-dione；1-<(hydroxyethyl)amino>anthraquinone；1-(2-hydroxyethylamino)-anthracene-9,10-dione；1-[(hydroxyethyl)amino]anthracene-9,10-dione；1-(2-hydroxyethylamino)-9,10-anthraquinone；9,10-Anthracenedione, 1-[(2-hydroxyethyl)amino]-
• CAS: 4465-58-1
• 化学式: C₁₆H₁₃NO₃
• 分子量: 267.284
• InChiKey: DQIHOZJLTDMMSG-UHFFFAOYSA-N

物化性质

• 熔点：
  168°C
• 沸点：
  410.47°C (rough estimate)
• 密度：
  1.1597 (rough estimate)
• 蒸汽压力：
  1.00e-11 mmHg

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溶剂红L-B 在 吡啶 、 溴 作用下， 生成 1-bromo-4-(2-hydroxy-ethylamino)-anthraquinone
  参考文献：
  名称：

  Anthraquinone compounds

  摘要：

  公开号：

  US02459149A1
• 作为产物：
  描述：

  氨基-9,10-蒽二酮 在 copper(I) bromide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 溶剂红L-B
  参考文献：
  名称：

  卤代蒽醌衍生物与胺在质子惰性溶剂中的乌尔曼缩合反应

  摘要：

  在非质子介质中卤代蒽醌与胺的乌尔曼缩合反应中，亚铜催化剂比铜催化剂更有效。在 Cu(I) 催化剂存在下，具有羟基的胺（3-氨基-1-丙醇和 2-氨基乙醇）比碱性更高的丁胺更具反应性。

  DOI：

  10.1246/bcsj.50.547

文献信息

• The preparation and characterisation of cyclam/anthraquinone macrocyle/intercalator complexes and their interactions with DNA
  作者：Leanne T. Ellis、David F. Perkins、Peter Turner、Trevor W. Hambley

  DOI：10.1039/b302123h

  日期：——

  A new series of macrocycle/intercalator adducts have been prepared from cyclam (1,4,8,11-tetraazacyclotetradecane) and the 1- and 2-substituted anthraquinones (1-[(2-aminoethyl)amino]anthracene-9,10-dione (1C2mac), 1-[(3-aminopropyl)amino]anthracene-9,10-dione (1C3mac), 2-[(3-aminopropyl)amino]anthracene-9,10-dione (2C3mac)). The copper complexes of two of these adducts were prepared and the crystal structure of the complex of 1C2mac ([Cu(1C2mac)(CH3CN)2](PF6)2.0.2H2O) was determined as the hexafluorophosphate salt. The equilibrium constants for the binding to DNA of 1C2-mac, with and without the copper added, were found by UV titrations to be 4.7 × 103 M−1 and 6.2 × 103 M−1, respectively. Reaction with plasmid DNA allowed comparison between the effects of the cyclam/anthraquinone adducts, their copper complexes and the intercalators alone. Addition of the macrocycle increased the extent and effect of DNA intercalation and addition of copper increased the effect still further. The adducts with the longer side chains caused substantially more unwinding of the DNA. None of the adducts inhibited cleavage at dGpG or dGpC sites by restriction enzymes. Molecular modelling was used to investigate the effects of the side chain for a number of possible DNA binding modes. These models reveal that intercalation is not significantly interfered with by the presence of the macrocycle, irrespective of the position of attachment. The increased unwinding caused by adducts with the longer side chain is therefore most likely to be due to specific interactions between the macrocycle and the DNA.

  一系列新的宏环/插层剂加合物是由环四氮烷（1,4,8,11-四氮杂环十四烷）和1-、2-取代的蒽醌（1-[(2-氨乙基)氨基]蒽醌-9,10-二酮（1C2mac）、1-[(3-氨丙基)氨基]蒽醌-9,10-二酮（1C3mac）、2-[(3-氨丙基)氨基]蒽醌-9,10-二酮（2C3mac））制备的。两种这些加合物的铜复合物已被制备，并且1C2mac的复合物（[Cu(1C2mac)(CH3CN)2](PF6)2·0.2H2O）的晶体结构被确定为六氟磷酸盐。通过UV滴定法，发现1C2mac与DNA结合的平衡常数分别为4.7 × 10³ M−1（未添加铜）和6.2 × 10³ M−1（添加铜）。与质粒DNA反应使得可以比较宏环/蒽醌加合物、它们的铜复合物以及单独插层剂的影响。添加宏环增加了DNA插层的程度和影响，而添加铜则进一步增强了效果。具有较长侧链的加合物导致DNA的解旋显著增加。没有任何加合物抑制限制酶在dGpG或dGpC位点的切割。分子模拟用于研究侧链对多种可能DNA结合模式的影响。这些模型显示，无论附着位置如何，宏环的存在并不明显干扰插层。因此，侧链较长的加合物所引起的增加的解旋最可能是由于宏环与DNA之间的特定相互作用。
• Anti-cancer agents
  申请人：——

  公开号：US20030203975A1

  公开（公告）日：2003-10-30

  A compound is provided having the formula: 1 wherein R 1 and R 2 are independently hydrogen, hydroxy, alkoxy or acyloxy R 3 and R 4 are independently oxo, hydroxy or hydrogen; one of R 5 or R 6 is -A-B and the other is hydrogen, hydroxy, alkoxy, acyloxy, a group -A-B or a group -amino-R 7 —O—Y; the or each A is independently a spacer group having the formula -amino-R 7 —O— which is bonded to the anthracene ring via the amino group nitrogen and to B via the —O— atom R 7 is a divalent organic radical; B is an amino acid residue, a peptide group, or isostere thereof; and Y is hydrogen or a capping group, or a physiologically acceptable derivative thereof. The compounds primarily have utility against cancers, but also have use against viruses and parasites having topoisomerases.

  提供一种化合物，其化学式为：其中R1和R2分别为氢、羟基、烷氧基或酰氧基；R3和R4分别为酮基、羟基或氢；R5或R6中的一个为-A-B，另一个为氢、羟基、烷氧基、酰氧基、-A-B基团或-氨基-R7-O-Y基团；每个A独立地为具有化学式-amino-R7-O-的间隔基团，通过氨基氮原子与蒽环结合，并通过-O-原子与B结合；R7为二价有机基团；B为氨基酸残基、肽基团或其同分异构体；Y为氢或封端基团，或其生理上可接受的衍生物。这些化合物主要用于治疗癌症，同时也可用于治疗具有拓扑异构酶的病毒和寄生虫。
• Coloured Particles for Electrophoretic Displays
  申请人：Fontana Margherita

  公开号：US20090296195A1

  公开（公告）日：2009-12-03

  The present invention discloses the use of functionalized particles as electrophoretic displaying particles, wherein the functionalized particles are SiO 2 , Al 2 O 3 or mixed SiO 2 and Al 2 O 3 particles comprising, covalently bound to an oxygen atom on the surface, a radical of formula (1), wherein R 1 and R 2 are independently of each other hydrogen, particle surface-O—, or a substituent, n is 1, 2, 3, 4, 5, 6, 7 or 8, B is the direct bond or a bridge member, and D is the residue of an organic chromophore.

  本发明揭示了功能化颗粒作为电泳显示颗粒的用途，其中功能化颗粒为SiO2、Al2O3或混合SiO2和Al2O3颗粒，其中这些颗粒通过共价键结合到表面上的氧原子，具有以下结构的自由基（1），其中R1和R2分别独立地为氢、颗粒表面-O-，或取代基，n为1、2、3、4、5、6、7或8，B为直接键或桥接成员，D为有机色团的残基。
• [EN] ANTHRAQUINONE QUENCHER DYES, THEIR METHODS OF PREPARATION AND USE<br/>[FR] COLORANTS EXTINCTEURS DE FLUORESCENCE A BASE D'ANTHRAQUINONE ET PROCEDES DE FABRICATION ET D'UTILISATION
  申请人：INTEGRATED DNA TECH INC

  公开号：WO2004026804A1

  公开（公告）日：2004-04-01

  The invention provides novel anthraquinone compositions that are useful as broad-spectrum quenchers of fluorescence and provides methods for making and using them. The anthraquinone quenchers can be conjugated to a variety of biologically relevant compounds, including lipids, nucleic acids, polypeptides, and more specifically antigens, steroids, vitamins, drugs, haptens, metabolites, toxins, environmental pollutants, amino acids, peptides, proteins, nucleotides, oligonucleotides, polynucleotides, carbohydrates, and their analogs. The invention also provides kits comprising, in one or more containers, at least one anthraquinone quencher dye composition of the present invention, and instructions for using that composition.

  该发明提供了一种新型蒽醌组合物，可作为广谱荧光猝灭剂，并提供了制备和使用它们的方法。蒽醌猝灭剂可以与各种生物相关化合物结合，包括脂质、核酸、多肽等特异抗原、类固醇、维生素、药物、半抗原、代谢产物、毒素、环境污染物、氨基酸、肽、蛋白质、核苷酸、寡核苷酸、多核苷酸、碳水化合物及其类似物。该发明还提供了包括至少一个本发明的蒽醌猝灭剂染料组合物的工具箱，其中工具箱中包含一个或多个容器，并包含使用该组合物的说明书。
• Anormalous Halogen to Dimethylamino Replacement with<i>N</i>,<i>N</i>-Dimethylformamide Catalyzed by Ethylenediamine or 2-Aminoethanol
  作者：Hiroshi Yamamoto

  DOI：10.1246/bcsj.55.2685

  日期：1982.8

  2-chloroanthraquinone and 2-amino-4-chloro-6-hydroxypyrimidine exclusively gave the dimethylamino derivatives upon heating in DMF at 90 °C in the presence of ethylenediamine or ethanolamine. A possible reaction pathway for this unusual exchange reaction was discussed.

  1- 和 2- 氯蒽醌和 2-氨基-4-氯-6-羟基嘧啶在乙二胺或乙醇胺的存在下，在 DMF 中于 90 °C 加热时仅得到二甲氨基衍生物。讨论了这种不寻常的交换反应的可能反应途径。