2-(5-(4-(diphenylamino)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid | 919792-23-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(5-(4-(diphenylamino)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid
• 英文别名: 2-[4-oxo-5-[[4-(N-phenylanilino)phenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
• CAS: 919792-23-7
• 化学式: C₂₄H₁₈N₂O₃S₂
• 分子量: 446.551
• InChiKey: ONDFMKHCIZRLPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-羧甲基绕丹宁 、 4-二苯胺基苯甲醛 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 生成 2-(5-(4-(diphenylamino)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid
  参考文献：
  名称：

  A diminutive modification in arylamine electron donors: synthesis, photophysics and solvatochromic analysis – towards the understanding of dye sensitized solar cell performances

  摘要：

  一个富电子给体在染料敏化太阳能电池（DSCs）中扮演着重要的角色。

  DOI：

  10.1039/c5cp05338b

文献信息

• One-pot synthesis of metal free organic dyes containing different acceptor moieties for fabrication of dye-sensitized solar cells
  作者：Manoharan Subbaiah、Ramkumar Sekar、Elumalai Palani、Anandan Sambandam

  DOI：10.1016/j.tetlet.2013.04.012

  日期：2013.6

  series of metal-free organic dyes containing diphenylamine or diethylamine as a donor which is linked to the acrylic acid or rhodanine-3-acetic acid as a acceptor and phenyl π-spacer were synthesized through one-pot Knoevenagel condensation reaction which are used as photosensitizers for the application of dye-sensitized solar cell (DSSC). Photophysical, electrochemical and DSSC performances were studied

  通过单锅Knoevenagel缩合反应合成了一系列不含金属的有机染料，含有二苯胺或二乙胺作为供体，与丙烯酸或罗丹-3-乙酸作为受体和苯基π间隔物相连。用于染料敏化太阳能电池（DSSC）的光敏剂。研究了合成染料的光物理，电化学和DSSC性能，其中二苯胺供体和丙烯酸受体基染料（Ar-ma）在AM1.5光照（85 mW cm -2）下表现出高的电子寿命和最大的功率转换效率。电化学阻抗谱结果及其理论计算与DSSC输出性能具有很好的一致性。
• 신규한 화합물 및 이를 포함하는 발광소자
  申请人：DONGJIN HOLDINGS CO., LTD. 동진홀딩스 주식회사(119990547258) Corp. No ▼ 120111-0052168BRN ▼137-81-09961

  公开号：KR102191154B1

  公开（公告）日：2021-01-15

  본 발명은 신규한 화합물 및 이를 포함하는 발광소자에 관한 것으로, 본 발명의 화합물은 전자 전달 특성이 우수하므로, 발광소자의 발광물질로 사용되어 발광소자의 구동전압, 발광효율 및 수명 특성을 향상시킬 수 있으며, 또한 제조생산성을 현저히 향상시킬 수 있다.

  本发明涉及新型化合物及其包含的发光器件，本发明的化合物具有优异的电子传输特性，因此可以用作发光器件的发光材料，可以提高发光器件的驱动电压、发光效率和寿命特性，同时还可以显著提高制造生产效率。
• 5-Arylidenerhodanines as P-gp Modulators: An Interesting Effect of the Carboxyl Group on ABCB1 Function in Multidrug-Resistant Cancer Cells
  作者：Ewa Żesławska、Waldemar Tejchman、Annamária Kincses、Gabriella Spengler、Wojciech Nitek、Grzegorz Żuchowski、Ewa Szymańska

  DOI：10.3390/ijms231810812

  日期：——

  Multidrug resistance (MDR) is considered one of the major mechanisms responsible for the failure of numerous anticancer and antiviral chemotherapies. Various strategies to overcome the MDR phenomenon have been developed, and one of the most attractive research directions is focused on the inhibition of MDR transporters, membrane proteins that extrude cytotoxic drugs from living cells. Here, we report the results of our studies on a series newly synthesized of 5-arylidenerhodanines and their ability to inhibit the ABCB1 efflux pump in mouse T-lymphoma cancer cells. In the series, compounds possessing a triphenylamine moiety and the carboxyl group in their structure were of particular interest. These amphiphilic compounds showed over 17-fold stronger efflux pump inhibitory effects than verapamil. The cytotoxic and antiproliferative effects of target rhodanines on T-lymphoma cells were also investigated. A putative binding mode for 11, one of the most potent P-gp inhibitors tested here, was predicted by molecular docking studies and discussed with regard to the binding mode of verapamil.

  多重耐药（MDR）被认为是导致许多抗癌和抗病毒化疗失败的主要机制之一。已经开发了各种克服MDR现象的策略，其中最有吸引力的研究方向之一是抑制MDR转运蛋白，这些膜蛋白从活细胞中排出细胞毒性药物。在这里，我们报告了我们对一系列新合成的5-芳基亚硫氰酸酯的研究结果，以及它们抑制小鼠T淋巴瘤癌细胞中ABCB1外排泵的能力。在这个系列中，具有三苯胺基团和羧基的化合物特别引人注目。这些两亲性化合物显示出超过17倍于维拉帕米的外排泵抑制效果。还研究了目标亚硫氰酸酯对T淋巴瘤细胞的细胞毒性和抗增殖效应。通过分子对接研究预测了11号化合物的可能结合模式，讨论了与维拉帕米的结合模式相关的问题。