methyl (E)-2-(1-(pyridin-2-yl)ethylidene)hydrazine-1-carbodithioate | 79514-51-5

• 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: methyl (E)-2-(1-(pyridin-2-yl)ethylidene)hydrazine-1-carbodithioate
• 英文别名: [1-(2-Pyridinyl)ethylidene]hydrazinecarbodithioic acid, methyl ester；methyl N-[(E)-1-pyridin-2-ylethylideneamino]carbamodithioate
• CAS: 79514-51-5
• 化学式: C₉H₁₁N₃S₂
• 分子量: 225.338
• InChiKey: IFRMECQLFGLWCS-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  94.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (E)-2-(1-(pyridin-2-yl)ethylidene)hydrazine-1-carbodithioate 以 甲醇 、 乙醇 为溶剂， 反应 18.08h， 生成 C₂₂H₂₆N₈S₂Zn
  参考文献：
  名称：

  Benzothiazolyl and Benzoxazolyl Hydrazones Function as Zinc Metallochaperones to Reactivate Mutant p53

  摘要：

  DOI：

  10.1021/acs.jmedchem.0c01360
• 作为产物：
  描述：

  2-乙酰基吡啶 、 肼基二硫代甲酸甲酯 以 异丙醇 为溶剂， 反应 2.0h， 以37.2 g的产率得到methyl (E)-2-(1-(pyridin-2-yl)ethylidene)hydrazine-1-carbodithioate
  参考文献：
  名称：

  Benzothiazolyl and Benzoxazolyl Hydrazones Function as Zinc Metallochaperones to Reactivate Mutant p53

  摘要：

  DOI：

  10.1021/acs.jmedchem.0c01360

文献信息

• 2-Arylidene Hydrazinecarbodithioates as Potent, Selective Inhibitors of Cystathionine γ-Lyase (CSE)
  作者：Abir Bhattacharjee、Antara Sinha、Kiira Ratia、Liang Yin、Loruhama Delgado-Rivera、Pavel A Petukhov、Gregory R. J. Thatcher、Duncan J. Wardrop

  DOI：10.1021/acsmedchemlett.7b00313

  日期：2017.12.14

  Hydrogen sulfide is produced from l-cysteine by the action of both cystathionine γ-lyase (CSE) and cystathionine β-synthase (CBS) and increasingly has been found to play a profound regulatory role in a range of physiological processes. Mounting evidence suggests that upregulation of hydrogen sulfide biosynthesis occurs in several disease states, including rheumatoid arthritis, hypertension, ischemic

  硫化氢从产生的升-半胱氨酸通过胱硫醚γ-裂合酶（CSE）和胱硫醚β-合酶（CBS）的作用而被发现在一系列生理过程中起着深远的调节作用。越来越多的证据表明，硫化氢生物合成的上调在几种疾病状态下发生，包括类风湿性关节炎，高血压，缺血性损伤和睡眠呼吸障碍。除了是我们了解硫化氢生物学的关键工具外，CSE抑制剂还具有治疗疾病的治疗潜力，其中这种气体递质的水平不断提高。我们描述了一系列新型的强效CSE抑制剂的发现和开发，这些抑制剂显示出比基准抑制剂更高的活性，并且重要的是，与CBS相比，它对CSE具有高选择性。
• Copper-Binding Small Molecule Induces Oxidative Stress and Cell-Cycle Arrest in Glioblastoma-Patient-Derived Cells
  作者：Kenichi Shimada、Eduard Reznik、Michael E. Stokes、Lakshmi Krishnamoorthy、Pieter H. Bos、Yuyu Song、Christine E. Quartararo、Nen C. Pagano、Darren R. Carpizo、Ana C. deCarvalho、Donald C. Lo、Brent R. Stockwell

  DOI：10.1016/j.chembiol.2018.02.010

  日期：2018.5

  Transition metals are essential, but deregulation of their metabolism causes toxicity. Here, we report that the compound NSC319726 binds copper to induce oxidative stress and arrest glioblastoma-patient-derived cells at picomolar concentrations. Pharmacogenomic analysis suggested that NSC319726 and 65 other structural analogs exhibit lethality through metal binding. Although NSC319726 has been reported to function as a zinc ionophore, we report here that this compound binds to copper to arrest cell growth. We generated and validated pharmacogenomic predictions: copper toxicity was substantially inhibited by hypoxia, through an hypoxia-inducible-factor-1 alpha-dependent pathway; copper-bound NSC319726 induced the generation of reactive oxygen species and depletion of deoxyribosyl purines, resulting in cell-cycle arrest. These results suggest that metal-induced DNA damage may be a consequence of exposure to some xenobiotics, therapeutic agents, as well as other causes of copper dysregulation, and reveal a potent mechanism for targeting glioblastomas.
• KLAYMAN D. L.; SCOVILL J. P.; BARTOSEVICH J. F.; MASON C. J., J. MED. CHEM., 1979, 22, NO 11, 1367-1373
  作者：KLAYMAN D. L.、 SCOVILL J. P.、 BARTOSEVICH J. F.、 MASON C. J.

  DOI：——

  日期：——
• KLAYMAN, DANIEL L.;LIN, AI J.;MCCALL, JOHN W.;WANG, SHAO-YIN;TOWNSON, SIM+, J. MED. CHEM., 34,(1991) N, C. 1422-1425
  作者：KLAYMAN, DANIEL L.、LIN, AI J.、MCCALL, JOHN W.、WANG, SHAO-YIN、TOWNSON, SIM+

  DOI：——

  日期：——
• KLAYMAN D. L.; SCOVILL J. P.; BARTOSEVICH J. F.; MASON C. J., EUR. J. MED. CHEM.- CHIM. THER., 1981, 16, NO 4, 317-320
  作者：KLAYMAN D. L.、 SCOVILL J. P.、 BARTOSEVICH J. F.、 MASON C. J.

  DOI：——

  日期：——