2-benzoylpyridine thiosemicarbazone | 214001-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-benzoylpyridine thiosemicarbazone
• 英文别名: Smssf-0625681；[(Z)-[phenyl(pyridin-2-yl)methylidene]amino]thiourea
• CAS: 214001-03-3
• 化学式: C₁₃H₁₂N₄S
• 分子量: 256.331
• InChiKey: DJSSWOPZTQTBBW-VBKFSLOCSA-N

物化性质

• 沸点：
  436.9±37.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  3
• 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：

  lithium tetrachloropalladate 、 2-benzoylpyridine thiosemicarbazone 以 甲醇 、 乙腈 为溶剂， 以92%的产率得到chloro(phenyl 2-pyridyl ketone semicarbazonato)palladium(II)
  参考文献：
  名称：

  Pelagatti, Paolo; Venturini, Andrea; Leporati, Andrea, Journal of the Chemical Society, Dalton Transactions, 1998, # 16, p. 2715 - 2721

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯甲酰吡啶 、 氨基硫脲 在 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 以90%的产率得到2-benzoylpyridine thiosemicarbazone
  参考文献：
  名称：

  Design, Synthesis, and Characterization of Novel Iron Chelators:  Structure−Activity Relationships of the 2-Benzoylpyridine Thiosemicarbazone Series and Their 3-Nitrobenzoyl Analogues as Potent Antitumor Agents

  摘要：

  Previously, we demonstrated that the potent antiproliferative activity of the di-2-pyridylketone thiosemicarbazone (DpT) series of Fe chelators was due to their ability to induce Fe depletion and form redox-active Fe complexes (Richardson, D. R.; et al. J. Med. Chem. 2006, 49, 6510-6521). We now examine the role of aromatic substituents on the antiproliferative and redox activity of novel DpT analogues, namely, the 2-benzoylpyridine thiosemicarbazone (BpT) and 2-(3-nitrobenzoyl)pyridine thiosemicarbazone (NBpT) series. Both series exhibited selective antiproliferative effects, with the majority having greater antineoplastic activity than their DpT homologues. This makes the BpT chelators the most active anticancer agents developed within our laboratory. The BpT series Fe complexes exhibit lower redox potentials than their corresponding DpT and NBpT complexes, highlighting their enhanced redox activity. The increased ability of BpT-Fe complexes to catalyze ascorbate oxidation and benzoate hydroxylation, relative to their DpT and NBpT analogues, suggested that redox cycling plays an important role in their antiproliferative activity.

  DOI：

  10.1021/jm070445z

文献信息

• [EN] THIOSEMICARBAZONE COMPOUNDS AND USE THEREOF<br/>[FR] COMPOSÉS THIOSEMICARBAZONES ET LEUR UTILISATION
  申请人：RICHARDSON DESI RAYMOND

  公开号：WO2010000008A1

  公开（公告）日：2010-01-07

  A method of treating a proliferative disease in a vertebrate, the method comprising administering to the vertebrate a therapeutically effective amount of at least one compound of formula (I) (I) wherein R1 is selected from H, C1-6 alkyl, C2-6 alkenyl and phenyl; R2 is selected from H, C1-6 alkyl, C2-6 alkenyl and phenyl; wherein R1 and R2 are the same or different, or a salt, hydrate, or iron complex thereof, or a pharmaceutical composition comprising said compound, salt, hydrate or iron complex and a pharmaceutically acceptable carrier, diluent or excipient.

  在脊椎动物中治疗增生性疾病的方法，该方法包括向脊椎动物施用至少一种式(I)的化合物的治疗有效量(I)其中R1从H，C1-6烷基，C2-6烯基和苯基中选择；R2从H，C1-6烷基，C2-6烯基和苯基中选择；其中R1和R2相同或不同，或其盐，水合物或铁络合物，或包括所述化合物，盐，水合物或铁络合物以及药学上可接受的载体，稀释剂或赋形剂的药物组合物。
• [EN] ADAMANTANE COMPOUNDS<br/>[FR] COMPOSÉS D'ADAMANTANE
  申请人：UNIV SYDNEY

  公开号：WO2017214680A1

  公开（公告）日：2017-12-21

  The present invention relates to new multi-functional compounds that are useful in the treatment of neurodegenerative diseases, such as Alzheimer's disease, to the preparation of the compounds, and to compositions including the compounds. The present invention also relates to the use of the compounds, as well as compositions including the compounds, in treating or preventing neurodegenerative diseases.

  本发明涉及新型多功能化合物，可用于治疗神经退行性疾病，如阿尔茨海默病，以及该化合物的制备和包含该化合物的组合物。本发明还涉及利用这些化合物以及包含这些化合物的组合物来治疗或预防神经退行性疾病。
• [EN] NEW THIOSEMICARBAZONE COMPOUNDS AND ANALOGUES THEREOF<br/>[FR] NOUVEAUX COMPOSÉS DE THIOSEMICARBAZONE ET LEURS ANALOGUES
  申请人：UNIV SYDNEY

  公开号：WO2017219087A1

  公开（公告）日：2017-12-28

  The present invention relates to new multi-functional compounds that are useful in the treatment of neurodegenerative diseases, such as Alzheimer's disease, to the preparation of the compounds, and to compositions including the compounds. The present invention also relates to the use of the compounds, as well as compositions including the compounds, in treating or preventing neurodegenerative diseases.

  本发明涉及新型多功能化合物，可用于治疗神经退行性疾病，如阿尔茨海默病，制备这些化合物以及包括这些化合物的组合物。本发明还涉及使用这些化合物以及包括这些化合物的组合物来治疗或预防神经退行性疾病。
• Compositional and Structural Variety of Diphenyllead(IV) Complexes Obtained by Reaction of Diphenyllead Dichloride with Thiosemicarbazones
  作者：José S. Casas、Eduardo E. Castellano、J. Ellena、María S. García Tasende、Agustín Sánchez、José Sordo、María J. Vidarte

  DOI：10.1021/ic026219r

  日期：2003.4.1

  different types of lead atom, one with octahedral and the other with pentagonal bipyramidal coordination. The complexes (H(2)AcPyTSC)[PbPh(2)Cl(3)] and [PbPh(2)Cl(HAcPyTSC)][PbPh(2)Cl(3)], which were also isolated, could not be crystallized. All these complexes are soluble in DMSO, and the compositions of these solutions were investigated using conductivity measurements and (1)H and (207)Pb NMR spectroscopy

  探索了PbPh（2）Cl（2）在甲醇中与苯乙酮，水杨醛，吡啶-2-甲醛，2-乙酰基吡啶和2-苯甲酰基吡啶硫代半氨基甲酮（分别为HATSC，HSTSC，HPyTSC，HAcPyTSC和HBPyTSC）的反应。尽管这些配体之间具有相似性，但反应仍可提供具有非常不同的组成和结构特征的固体，在大多数情况下，可通过X射线衍射法对其进行分析（游离配体HBPyTSC的结构也是如此）。在复合物[PbPh（2）Cl（2）（HATSC）]（2），[PbPh（2）Cl（2）（HSTSC）（2）]，[（PbPh（2）Cl（HPyTSC）（2） ）] [PbPh（2）Cl（3）（MeOH）]（2）和[PbPh（2）Cl（PyTSC）]金属原子被或多或少扭曲的八面体配位多面体包围；如果同时考虑强相互作用和弱相互作用，[PbPh（2）Cl（AcPyTSC）]中的铅原子的配位数为7，且五边形双锥体配位几何体变形，而[（P
• [EN] IRON CHELATORS AS HIV-1 INHIBITORS<br/>[FR] CHÉLATEURS DU FER EN TANT QU'INHIBITEURS DU VIH-1
  申请人：UNIV HOWARD

  公开号：WO2013169361A1

  公开（公告）日：2013-11-14

  The present invention relates to chelator compounds for chelating metal ions. In particular, the present invention relates to (thio)semicarbazone compounds and (thio)hydrazone compounds, such as PpYeT and PpYaT, which are chelators for metal ions, including iron ions. Therapeutic use of such compounds and/ or their metal ion complexes, includes methods for treating and inhibiting HIV-1 replication, particularly in HIV-1 infected cells.

  本发明涉及用于螯合金属离子的螯合剂化合物。具体而言，本发明涉及(thio)semicarbazone化合物和(thio)hydrazone化合物，例如PpYeT和PpYaT，它们是金属离子的螯合剂，包括铁离子。这些化合物及/或它们的金属离子络合物的治疗用途包括用于治疗和抑制HIV-1复制，特别是在HIV-1感染的细胞中。