FPA 136 | 1177407-17-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: FPA 136
• 英文别名: 2‑(2‑quinolinylmethylene)hydrazinecarbothioamide；(E)-2-(quinolin-2-ylmethylene)hydrazinecarbothioamide；2-formylquinolinethiosemicarbazone；[(E)-quinolin-2-ylmethylideneamino]thiourea
• CAS: 1177407-17-8
• 化学式: C₁₁H₁₀N₄S
• 分子量: 230.293
• InChiKey: GQSVPIHNHFNXNY-NTUHNPAUSA-N

物化性质

• 沸点：
  432.6±37.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  FPA 136 、 iron(II) chloride tetrahydrate 在 lithium nitrate 作用下， 以 乙醇 为溶剂， 以54%的产率得到(2-formylquinolinethiosemicarbazone)iron(II) nitrate
  参考文献：
  名称：

  Mohan, Madan; Manmohan, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1982, vol. 12, p. 761 - 784

  摘要：

  DOI：
• 作为产物：
  描述：

  喹啉-2-甲醛 、 氨基硫脲单盐酸盐 以 甲醇 为溶剂， 反应 1.0h， 生成 FPA 136
  参考文献：
  名称：

  Novel Schiff Base Copper Complexes of Quinoline-2 Carboxaldehyde as Proteasome Inhibitors in Human Prostate Cancer Cells

  摘要：

  We report the synthesis of novel 1: 1 Schiff base copper complexes of quinoline-2-carboxaldehyde showing dose-dependent, antiproliferative, and proapoptotic activity in PC-3 and LNCaP prostate cancer cells. We found that quinoline thiosemicarbazone 2 (FPA-137) was the most potent and inhibited proteosome activity in intact human prostate cancer PC-3 and LNCaP cells (IC50 of 4 and 3.2 mu M, respectively) compared to clioquinol and pyrrolidine dithiocarbamate (IC50 of 10 and 20 mu M), supporting the novelty of 2.

  DOI：

  10.1021/jm060712l

文献信息

• Structure−activity relationships of 2‑quinolinecarboxaldehyde thiosemicarbazone gallium(III) complexes with potent and selective anticancer activity
  作者：Wanbao Cao、Jinxu Qi、Kun Qian、Liang Tian、Zhen Cheng、Yihong Wang

  DOI：10.1016/j.jinorgbio.2018.11.017

  日期：2019.2

  Six gallium(III) complexes (Ga1-Ga6) with 2‑quinolinecarboxaldehyde thiosemicarbazone analogues were synthesized and characterized. These gallium(III) complexes exhibited potent anticancer activity and exceeded that of the corresponding metal free ligands. Importantly, these gallium(III) complexes have a strong selectivity for tumor cells. Through the study of cellular mechanisms, we have found that

  合成并表征了六种镓（III）与2-喹啉甲醛甲醛硫代半碳酸盐类似物的配合物（Ga1-Ga6）。这些镓（III）配合物表现出有效的抗癌活性，超过了相应的无金属配体的抗癌活性。重要的是，这些镓（III）配合物对肿瘤细胞具有很强的选择性。通过研究细胞机制，我们发现配体的亲脂性与镓（III）配合物的抗肿瘤活性密切相关。此外，我们选择了具有最佳抗肿瘤活性的Ga6来研究细胞凋亡的机制。Caspase-3和9激活以及膜联蛋白V-FITC /碘化丙啶（PI）双重染色研究表明，Ga6促进A549细胞株的凋亡。Ga6诱导细胞内活性氧（ROS）并破坏线粒体膜电位。
• Co(III) complexes based on α-N-heterocyclic thiosemicarbazone ligands: DNA binding, DNA cleavage, and topoisomerase I/II inhibitory activity studies
  作者：JunGang Deng、Tao Li、Gaoxing Su、Qi-Pin Qin、Yani Liu、Yi Gou

  DOI：10.1016/j.molstruc.2018.04.074

  日期：2018.9

  The interactions of these cobalt(III) complexes with DNA were investigated by spectroscopic titration, viscosity measurement, as well as agarose gel electrophoresis. All complexes exhibited an intercalative mode of binding with DNA. Notably, all cobalt(III) complexes exhibited significant inhibitory effects on topoisomerase I (Topo I) and topoisomerase II (Topo II) activity at a low concentration (25 μM)

  摘要 在本研究中，三种 α-N-杂环缩氨基硫脲钴 (III) 配合物 [Co(QTS)2]NO3·(C2H5OH)0.5·H2O、[Co(MQTS)2]NO3·H2O 和 [Co(PQTS) )2]Cl·H2O，其中 HQTS = (E)-2-(quinolin-2-ylmethylene)hydrazinecarbothioamide，HMQTS = (E)-N-methyl-2-(quinolin-2-ylmethylene)hydrazinecarbothioamide，HPQTS = ( E)-N-苯基-2-(喹啉-2-基亚甲基)肼碳硫酰胺，已通过X射线晶体学、元素分析和光谱方法合成和表征，其结构已通过密度泛函理论(DFT)计算预测. 这些钴 (III) 复合物与 DNA 的相互作用通过光谱滴定、粘度测量以及琼脂糖凝胶电泳进行了研究。所有复合物都表现出与 DNA 结合的嵌入模式。尤其，所有钴
• Thiosemicarbazones as anti-virals and immunopotentiators
  申请人：Barsanti A. Paul

  公开号：US20050069555A1

  公开（公告）日：2005-03-31

  The present invention is directed to novel immune potentiators, novel vaccine adjuvants, novel compounds and pharmaceutical compositions, novel methods for treating viral infections, including HCV, by administering the compounds, and novel methods for modulating an immune response by administering the compounds.

  本发明涉及新型免疫增强剂、新型疫苗佐剂、新型化合物和药物组合物、通过给予该化合物治疗包括HCV在内的病毒感染的新方法，以及通过给予该化合物调节免疫反应的新方法。
• Non-toxic corrosion-protection pigments based on manganese
  申请人：——

  公开号：US20040011252A1

  公开（公告）日：2004-01-22

  Corrosion-inhibiting pigments based on manganese are described that contain a trivalent or tetravalent manganese/valence stabilizer complex. An inorganic or organic material is used to stabilize the trivalent or tetravalent manganese ion to form a compound that is sparingly soluble, exhibits low solubility, or is insoluble in water, depending upon the intended usage. Specific stabilizers are chosen to control the release rate of trivalent or tetravalent manganese during exposure to water and to tailor the compatibility of the powder when used as a pigment in a chosen binder system. Stabilizers may also modify the processing and handling characteristics of the formed powders. Manganese/valence stabilizer combinations are chosen based on the well-founded principles of manganese coordination chemistry. Many manganese-valence stabilizer combinations are presented that can equal the performance of conventional hexavalent chromium or tetravalent lead systems. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims.

  以锰为基础的缓蚀颜料含有三价或四价锰/价稳定剂复合物。一种无机或有机材料可用于稳定三价或四价锰离子，从而形成一种可少量溶解、溶解度低或不溶于水的化合物，具体取决于预期用途。选择特定的稳定剂是为了控制三价锰或四价锰在遇水时的释放率，并调整粉末在所选粘合剂体系中用作颜料时的相容性。稳定剂还可以改变成型粉末的加工和处理特性。锰/价稳定剂组合的选择是基于锰配位化学的基本原理。文中介绍了许多锰价稳定剂组合，其性能与传统的六价铬或四价铅体系相当。需要强调的是，提供本摘要是为了符合要求提供摘要的规则，以便检索者或其他读者快速确定技术公开的主题。提交本摘要的前提是，本摘要不用于解释或限制权利要求的范围或含义。
• Non-toxic corrosion-protection pigments based on rare earth elements
  申请人：——

  公开号：US20040104377A1

  公开（公告）日：2004-06-03

  A corrosion-inhibiting pigment comprising a rare earth element and a valence stabilizer combinded to form a rare earth/valence stabilizer complex. The rare earth element is selected from cerium, terbium, praseodymium, or a combination thereof, and at least one rare earth element is in the tetravalent oxidation state. An inorganic or organic material is used to stabilize the tetravalent rare earth ion to form a compound that is sparingly soluble in water. Specific stabilizers are chosen to control the release rate of tetravalent cerium, terbium, or praseodymium during exposure to water and to tailor the compatibility of the powder when used as a pigment in a chosen binder system. Stabilizers may also modify the processing and handling characteristics of the formed powders. Many rare earth-valence stabilizer combinations are presented that can equal the performance of conventional hexavalent chromium systems.

  一种缓蚀颜料，由稀土元素和价态稳定剂结合形成稀土/价态稳定剂复合物。稀土元素选自铈、铽、镨或它们的组合，至少有一种稀土元素处于四价氧化态。使用无机或有机材料来稳定四价稀土离子，以形成稀溶于水的化合物。选择特定的稳定剂是为了控制四价铈、铽或镨在遇水时的释放率，并调整粉末在所选粘合剂体系中用作颜料时的相容性。稳定剂还可以改变成型粉末的加工和处理特性。本文介绍了许多稀土-价稳定剂组合，其性能可与传统的六价铬体系媲美。