N'-(quinolin-2-yl-methylene)hydrazinecarbodithioic acid methyl ester | 26155-62-4

• 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: N'-(quinolin-2-yl-methylene)hydrazinecarbodithioic acid methyl ester
• 英文别名: 2-quinoline carboxaldehyde Schiff base of S-methyldithiocarbazate；2-quinolinecarboxaldehyde Schiff base S-methyldithiocarbazate；S-methyl-N-(2-quinolyl)methylenedithiocarbazate；Hqaldsme；Hydrazinecarbodithioic acid, (2-quinolinylmethylene)-, methyl ester；methyl N-(quinolin-2-ylmethylideneamino)carbamodithioate
• CAS: 26155-62-4
• 化学式: C₁₂H₁₁N₃S₂
• 分子量: 261.371
• InChiKey: QLFMRPSRHPKZMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  N'-(quinolin-2-yl-methylene)hydrazinecarbodithioic acid methyl ester 在 乙酸酐 、 二甲基亚砜 作用下， 反应 21.0h， 以93%的产率得到1-methylsulfanyl-1-[[C-methylsulfanyl-N-(quinolin-2-ylmethylideneamino)carbonimidoyl]disulfanyl]-N-(quinolin-2-ylmethylideneamino)methanimine
  参考文献：
  名称：

  Oxidation of Aromatic Aldehyde and Ketone Alkylthiothiocarbonylhydrazones with Dimethyl Sulfoxide and Acetic Anhydride: A New Synthesis of Disulfides

  摘要：

  DOI：

  10.1055/s-1982-29941

文献信息

• Iron(III) bis‐complexes of Schiff bases of <i>S</i> ‐methyldithiocarbazates: Synthesis, structure, spectral and redox properties and cytotoxicity
  作者：Winaki P. Sohtun、Themmila Khamrang、Arunachalam Kannan、Gowdhami Balakrishnan、Dhandayutham Saravanan、Mohammad Abdulkader Akhbarsha、Marappan Velusamy、Mallayan Palaniandavar

  DOI：10.1002/aoc.5593

  日期：2020.5

  series of iron(III) bis‐complexes of the type [FeL2]X 1‐4, X = OH− (1), Cl¯ (3), and FeCl4¯ (2, 4), where LH is a tridentate (N,N,S) ligands such as N′‐(1‐pyridin‐2‐ylethylidene)‐hydrazinecarbodithioic acid methyl ester (HL1), N′‐(phenylpyridin‐2‐ylmethylene)‐hydrazinecarbodithioic acid methyl ester (HL2), N′‐quinolin‐2‐ylmethylene‐hydrazinecarbodithioic acid methyl ester (HL3), or N′‐(1‐methyl‐1H‐imid

  一系列的铁（III）双-复合物的类型的[FEL 2 ] X 1-4，X = OH - （1），氯¯（3），和的FeCl 4 ¯（2，4），其中，LH是三齿（N，N，S）配体，例如N '-（1-吡啶-2--2-亚乙基）-肼碳二硫代酸甲酯（HL1），N '-（苯基吡啶-2-基亚甲基）-肼碳二硫代酸甲酯（HL2） ，N'-喹啉-2-基亚甲基肼碳二硫代酸甲酯（HL3）或N '-（1-甲基-1 H咪唑-2-基-亚甲基）肼基碳二硫代甲酸甲酯（HL4）的分离率中等至良好，并通过元素分析，电导率研究以及红外和紫外可见光谱测量进行了完全表征。的单晶X射线结构1，2和4表明，2个去质子化的三齿（NNS）的配体配位经向以构成围绕铁（III）一个扭曲的八面体配位几何形状。在乙腈溶液中，所有配合物均表现出准可逆的Fe（III）/ Fe（II）氧化还原行为。在体外的配位体的细胞毒性HL1-HL4（IC 50：HL1，64
• Copper(<scp>ii</scp>) complexes of the CuN₄S core: selective cytotoxicity to cancerous cells, ROS generation and induction of apoptosis
  作者：Kakoli Malakar、Balasubramaniam Selvakumaran、Mariappan Murali、Pitchan Arul Prakash、Somasundaram Sangeetha、Winaki P. Sohtun、Mohamed Sultan Mohamed Jaabir、Marappan Velusamy

  DOI：10.1039/d2nj06170h

  日期：——

  Eight novel mixed-ligand copper(II) complexes of the type [Cu(L)(phen)](ClO4) (1–8) synthesized from S-methyldithiocarbazate Schiff bases [H(L1)–H(L8)] and 1,10-phenanthroline (phen) ligands have been characterized using various physicochemical, spectroscopic and electrochemical methods. The structures of seven out of the eight Cu(II) complexes have been determined by single crystal X-ray diffraction

  由S-甲基二硫代氨基甲酸席夫碱[H(L1)–H(L8)]合成了八种新型混合配体铜(II)配合物，其类型为[ Cu ( L )(phen)](ClO 4 ) ( 1–8 ) 1,10-菲咯啉 (phen) 配体已使用各种物理化学、光谱和电化学方法进行了表征。八种 Cu( II ) 配合物中的七种的结构已通过单晶 X 射线衍射确定。Cu( II )离子周围的配位几何形状是扭曲的方锥体( τ ,0.24–0.49)。去质子化三齿配体(NNS)的杂环和偶氮甲碱氮以及硫醇硫和phen的一个亚胺氮原子形成赤道CuN 3 S方平面，而phen的另一个亚胺氮原子占据轴向位置。固态Cu( II ) 中心的几何形状保留在 DMF 溶液中，稳定为扭曲的方锥体，如低温 EPR 数据g ‖ > g ⊥ > 2.0 所示。循环伏安法表明Cu( II )配合物表现出准可逆电化学。还研究了复合物杀死人肺上皮腺癌细胞（A5
• Kubota, Seiju; Toyooka, Kouhei; Misra, Hemant K., Journal of the Chemical Society. Perkin transactions I, 1983, # 12, p. 2957 - 2962
  作者：Kubota, Seiju、Toyooka, Kouhei、Misra, Hemant K.、Kawano, Michinobu、Shibuya, Masayuki

  DOI：——

  日期：——
• Synthesis, characterization and X-ray crystallographic structural study of copper(II) and nickel(II) complexes of the 2-quinoline carboxaldehyde Schiff base of S-methyldithiocarbazate (Hqaldsme)
  作者：M. Akbar Ali、A.H. Mirza、Fatriah Hj Bujang、Malai Haniti S.A. Hamid、Paul V. Bernhardt

  DOI：10.1016/j.poly.2006.05.027

  日期：2006.12

  Complexes of general formulae, [Cu(qaldsme)(X)(CH3OH)(n)] and [Ni(qaldsme)(2)] (.) 0.5CH(3)CN (qaldsme = anionic form of the 2-quinoline carboxaldehyde Schiff base of S-methyldithiocarbazate; X = NCS-, I-, NO3-; n = 0 or 1) have been synthesized and characterized by magnetic and spectroscopic techniques. X-ray crystal structure determination of [Cu(qaldsme)(ONO2)(CH3OH)] (1), [Cu(qaldsme)(NCS)](2) (2) and [Ni(qaldsme)(2)] (.) 0.5CH(3)CN (4) shows that the nitrato-complex of copper (1) is monomeric and five-coordinate and the thiocyanato-complex (2) has a novel thiolate sulfur-bridged dimeric structure in which each of the copper(II) ions adopts a five-coordinate, approximately square-pyramidal geometry, with a CuN3S2 coordination kernel. The nickel(II) complex (3) has a distorted octahedral geometry with meridional dispositions of the two uninegatively charged tridentate NNS ligands. In all these complexes, the Schiff bases are coordinated in their iminothiolate forms via the quinoline nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom. (c) 2006 Elsevier Ltd. All rights reserved.
• Mohan, Madan; Kumar, Munesh, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1984, vol. 14, p. 615 - 636
  作者：Mohan, Madan、Kumar, Munesh

  DOI：——

  日期：——