3,6-diamino-9H-thioxanthen-9-one | 870479-67-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 3,6-diamino-9H-thioxanthen-9-one
• 英文别名: 3,6-Diamino-thioxanthen-9-one；3,6-Diaminothioxanthen-9-one
• CAS: 870479-67-7
• 化学式: C₁₃H₁₀N₂OS
• 分子量: 242.301
• InChiKey: ILCUEQBJFVOVAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  547.6±50.0 °C(Predicted)
• 密度：
  1.454±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 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：
  94.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,6-diamino-9H-thioxanthen-9-one 、 三苯基氯甲烷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以59%的产率得到3,6-bis(tritylamino)-9H-thioxanthen-9-one
  参考文献：
  名称：

  Rhodamine Inhibitors of P-Glycoprotein: An Amide/Thioamide “Switch” for ATPase Activity

  摘要：

  We have examined 46 tetramethylrosamine/rhodamine derivatives with structural diversity in the heteroatom of the xanthylium core, the amino substituents of the 3- and 6-positions, and the alkyl, aryl, or heteroaryl group at the 9-substituent. These compounds were examined for affinity and ATPase stimulation in isolated MDR3 CL P-gp and human P-gp-His(10), for their ability to promote uptake of calcein AM and vinblastine in multidrug-resistant MDCKII-MDR1 cells, and for transport in monolayers of MDCKII-MDR1 cells. Thioamide 31-S gave K-M of 0.087 mu M in human P-gp. Small changes in structure among this set of compounds affected affinity as well as transport rate (or flux) even though all derivatives examined were substrates for P-gp. With isolated protein, tertiary amide groups dictate high affinity and high stimulation while tertiary thioamide groups give high affinity and inhibition of ATPase activity. In MDCKII-MDR1 cells, the tertiary thioamide-containing derivatives promote uptake of calcein AM and have very slow passive, absorptive, and secretory rates of transport relative to transport rates for tertiary amide-containing derivatives. Thioamide 31-S promoted uptake of calcein AM and inhibited efflux of vinblastine with IC50's of similar to 2 mu M in MDCKII-MDR1 cells.

  DOI：

  10.1021/jm900253g
• 作为产物：
  描述：

  2-氯-4-硝基苯甲酸 在 tin chloride dihydrate 、 铜 、 potassium carbonate 作用下， 以 乙醇 、 硫酸 、 N,N-二甲基甲酰胺 为溶剂， 生成 3,6-diamino-9H-thioxanthen-9-one
  参考文献：
  名称：

  Combinatorial Rosamine Library and Application to in Vivo Glutathione Probe

  摘要：

  Combinatorial approach on fluorescent rosamine library was developed using solid-phase chemistry. A highly selective library member (H22) toward reduced glutathione (GSH) was discovered, demonstrating the capability of in vivo GSH level sensing in live cells.

  DOI：

  10.1021/ja068230m

文献信息

• COMBINATORIAL ROSAMINE LIBRARY AND USES THEREOF
  申请人：Chang Young-Tae

  公开号：US20080124751A1

  公开（公告）日：2008-05-29

  The present invention relates to a rosamine derivative compound, as described herein, having the following structure: Also disclosed are methods of making such compounds and for using them for detection and imaging.

  本发明涉及一种罗萨明衍生物化合物，具有以下结构：此外，还公开了制备这种化合物的方法以及将其用于检测和成像的方法。
• COMBINATORIAL ROSAMINE LIBRARY TO DETECT CELL-STATE SWITCHING
  申请人：CHANG Young-Tae

  公开号：US20090227467A1

  公开（公告）日：2009-09-10

  The present invention relates to the use of rosamine derivative compounds, as described herein, in detecting differentiated forms of a cell type of interest in a sample and in screening for compounds which inhibit differentiation of the cell type of interest. The candidate compound has the following structure:

  本发明涉及使用如下所述的罗萨明衍生物化合物在样本中检测感兴趣的细胞类型的分化形式，并筛选抑制该细胞类型分化的化合物。候选化合物具有以下结构：
• Method For Forming Surface Graft, Method For Forming Conductive Film, Method For Forming Method Pattern, Method For Forming Multilayer Wiring Board, Surface Graft Material, And Conductive Material
  申请人：Kano Takeyoshi

  公开号：US20070212883A1

  公开（公告）日：2007-09-13

  The present invention provides a method for forming a surface graft, comprising the process of applying energy to the surface of a substrate containing polyimide having a polymerization initiating moiety in the skeleton thereof, to generate active points on the surface of the substrate and to generate a graft polymer that is directly bonded to the surface of the substrate starting from the active points and that has a polar group, and a surface graft material obtained thereby. The present invention also provides a method for forming a conductive film, comprising the processes of applying energy to the surface of a substrate containing polyimide having a polymerization initiating moiety in the skeleton thereof, to generate active points on the surface of the substrate and to generate a graft polymer that is directly bonded to the surface of the substrate starting from the active points and that has a polar group, and causing a conductive material to adhere to the graft polymer, and a conductive material obtained thereby.
• US7438950B2
  申请人：——

  公开号：US7438950B2

  公开（公告）日：2008-10-21
• US7739789B2
  申请人：——

  公开号：US7739789B2

  公开（公告）日：2010-06-22