1,5-bis{[2-(dimethylamino)ethyl]amino}-4,8-dihydroxyanthracene-9,10-dione | 252903-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,5-bis{[2-(dimethylamino)ethyl]amino}-4,8-dihydroxyanthracene-9,10-dione
• 英文别名: DRAQ-5；DRAQ5 dye；1,5-bis[2-(dimethylamino)ethylamino]-4,8-dihydroxyanthracene-9,10-dione
• CAS: 252903-95-0
• 化学式: C₂₂H₂₈N₄O₄
• 分子量: 412.489
• InChiKey: WPCPGQDHWVUSRS-UHFFFAOYSA-N

物化性质

• 沸点：
  666.5±55.0 °C(Predicted)
• 密度：
  1.337±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  105
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,5-bis{[2-(dimethylamino)ethyl]amino}-4,8-dihydroxyanthracene-9,10-dione 在 Selectfluor 作用下， 以 水 为溶剂， 反应 5.0h， 生成 4,8-Bis[2-(dimethylamino)ethylamino]-2,6-difluoro-1,5-dihydroxyanthracene-9,10-dione
  参考文献：
  名称：

  SUBSTITUTED ANTHRAQUINONE DYES FOR CELLULAR STAINS AND ENZYME DETECTION

  摘要：

  本发明公开了新的取代蒽醌染料，可能用作细胞染料。在发明的某些方面，核染料可用于染色死亡或固定细胞的细胞核。发明的另一方面涉及包含可由酶转化或切割的酶底物部分的取代蒽醌染料，使得底物部分的转化或切割导致染料的功能性或光谱性质发生可检测的变化。

  公开号：

  US20120252063A1
• 作为产物：
  描述：

  1,5-二氯蒽醌 在 sodium chlorate 、 硫酸 作用下， 反应 21.0h， 生成 1,5-bis{[2-(dimethylamino)ethyl]amino}-4,8-dihydroxyanthracene-9,10-dione
  参考文献：
  名称：

  用于核硫酚检测的近红外荧光探针

  摘要：

  基于二硝基苯基醚的硫解，制备了以核苷为目标的荧光探针AQD，以双烷基氨基蒽醌为荧光团，用于活细胞，斑马鱼和小鼠体内硫酚的近红外定位。

  DOI：

  10.1039/d0cc07930h

文献信息

• Fluorochromes for organelle tracing and multi-color imaging
  申请人：Patton Wayne Forrest

  公开号：US20100062429A1

  公开（公告）日：2010-03-11

  Provided are compounds, methods and kits for identifying in cells of interest organelles including nuclei and a wide variety of organelles other than nuclei (non-nuclear organelles), as well as cell regions or cell domains. These compounds and methods can be used with other conventional detection reagents for identifying the location or position or quantity of organelles and even for distinguishing between organelles in cells of interest.

  提供了一些化合物、方法和试剂盒，用于鉴定感兴趣的细胞中的细胞器，包括细胞核和各种非细胞核细胞器，以及细胞区域或细胞域。这些化合物和方法可以与其他常规检测试剂一起使用，用于确定细胞器的位置、数量，甚至用于区分感兴趣的细胞中的细胞器。
• Method of Analysing a Cell or Other Biological Material Containing a Nucleic Acid
  申请人：Smith Paul James

  公开号：US20130101994A1

  公开（公告）日：2013-04-25

  According to the invention there is provided a compound of Formula (I) in which: A is a C 2-8 alkylene group; R 1 , R 2 , R 3 , and R 4 are independently selected from hydrogen, C 1-4 alkyl, C 2-4 dihydroxyalkyl in which the carbon atom attached to the nitrogen atom does not carry a hydroxyl group and no carbon atom is substituted by two hydroxyl groups, or R 2 and R 3 together form a C 2-6 alkylene group which with the nitrogen atom to which R 2 and R 3 are attached forms a heterocyclic ring; X 1 , X 2 and X 3 are independently selected from hydrogen, hydroxyl, NR 1 -A-NR 2 R 3 R 4 +(Z m− ) 1/m , halogeno amino, C 1-4 alkoxy or C 2-8 alkanoyloxy; and (Z m− ) 1/m is an anion of charge m; or a derivative in which the group NR 1 is quaternarised.

  根据本发明提供了一种化合物，其化学式为（I），其中：A是C2-8烷基；R1，R2，R3和R4独立地选自氢、C1-4烷基、C2-4二羟基烷基（其中连接氮原子的碳原子不带有羟基，并且没有碳原子被两个羟基取代），或者R2和R3共同形成C2-6烷基，该烷基与R2和R3连接的氮原子形成杂环环；X1，X2和X3独立地选自氢、羟基、NR1-A-NR2R3R4+（Zm-）1/m、卤族氨基、C1-4烷氧基或C2-8烷酰氧基；（Zm-）1/m是带电荷m的阴离子；或者是基团NR1被季铵化的衍生物。
• Synthesis of novel anthraquinones: Molecular structure, molecular chemical reactivity descriptors and interactions with DNA as antibiotic and anti-cancer drugs
  作者：Jamelah S. Al-Otaibi、Tarek M. EL Gogary

  DOI：10.1016/j.molstruc.2016.10.098

  日期：2017.2

  Abstract Anthraquinones are well-known anticancer drugs. Anthraquinones anticancer drugs carry out their cytotoxic activities through their interaction with DNA, and inhibition of topoisomerase II activity. Anthraquinones (AQ5 and AQ5H) were synthesized and studied with 1,5-DAAQ by computational and experimental tools. The purpose of this study is to shade more light on mechanism of interaction between

  摘要 蒽醌类是众所周知的抗癌药物。蒽醌类抗癌药物通过与 DNA 的相互作用和拓扑异构酶 II 活性的抑制来发挥其细胞毒活性。蒽醌（AQ5 和 AQ5H）是通过计算和实验工具与 1,5-DAAQ 合成和研究的。本研究的目的是对蒽醌 DNA 亲和剂与不同类型 DNA 之间的相互作用机制提供更多的了解。这项研究将导致获得对药物设计和开发有用的信息。使用 DFT B3LYP/6-31 + G(d) 优化分子结构。根据分子内氢键相互作用，在约 42 kcal/mol 的范围内检测到 AQ5 的四种构象异构体。使用全局和浓缩描述符（亲电性和 Fukui 函数）探索了蒽醌化合物的分子反应性。在生理pH值下研究了蒽醌/DNA的NMR和UV-VIS电子吸收光谱。用不同的 DNA 即小牛胸腺 DNA (Poly[dA].Poly[dT]) 和 (Poly[dG].Poly[dC]) 研究了蒽醌（AQ5 和 AQ5H）的相互作用。UV-VIS
• Novel fluorochromes for organelle tracing and multi-color imaging
  申请人：Pande Praveen

  公开号：US20100062460A1

  公开（公告）日：2010-03-11

  Provided are compounds, methods and kits for identifying in cells of interest organelles including nuclei and a wide variety of organelles other than nuclei (non-nuclear organelles), as well as cell regions or cell domains. These compounds and methods can be used with other conventional detection reagents for identifying the location or position or quantity of organelles and even for distinguishing between organelles in cells of interest.

  提供了一些化合物、方法和工具包，用于识别感兴趣的细胞中的细胞器，包括细胞核和各种非细胞核细胞器，以及细胞区域或细胞域。这些化合物和方法可以与其他常规检测试剂一起使用，以识别感兴趣细胞中细胞器的位置、位置或数量，甚至用于区分细胞器。
• A METHOD FOR MEASUREMENT OF A COMPONENT IN CELLS
  申请人：Theranos IP Company, LLC

  公开号：EP3495799A2

  公开（公告）日：2019-06-12

  A method for the measurement of a component of interest in cells of a cellular population in a sample. The method comprising the steps of: a) obtaining a quantitative measurement of a marker present in cells of the cellular population in the sample; b) determining, with the aid of a computer, an approximate amount of cells in the cellular population present in the sample based on the measurement of part a); c) adding an amount of a cell marker to the sample, where the amount of said cell marker added is based on the results of part b), and wherein the cell marker binds specifically to the component of interest in cells of the cellular population and is configured to be readily detectable; d) assaying cells in the sample for marker bound to the component of interest; and e) determining the amount of the component of interest in cells of the cellular population of the sample based on the amount of marker bound to the component of interest.

  一种测量样品中细胞群中相关成分的方法。 该方法包括以下步骤 a) 获得样品中细胞群细胞中存在的标记物的定量测量值； b) 根据 a) 部分的测量结果，借助计算机确定样品中细胞群中细胞的大致数量； c) 向样品中添加一定量的细胞标记物，其中所述细胞标记物的添加量基于 b) 部分的结果，其中细胞标记物与细胞群中细胞的相关成分特异性结合，并被配置为易于检测； d) 检测样品中与相关成分结合的细胞标记物；以及 e) 根据与相关成分结合的标记物的量，确定样本细胞群中相关成分的量。