[1-(2-pyridine)ethylidene]hydrazinecarbodithioic acid phenylmethyl ester | 26158-47-4

• 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: [1-(2-pyridine)ethylidene]hydrazinecarbodithioic acid phenylmethyl ester
• 英文别名: [1-(2-pyridine)ethylidene] hydrazinecarbodithioic acid methyl ester；S-benzyl-2-(1-(pyridine-2-yl)ethylidene)hydrazine-1-carbodithioate；S-benzyl-β-N-(2-acetylpyrid-2-yl)methylenedithiocarbazate；benzyl-2-(1-(pyridine-2-yl)ethylidene)hydrazine-1-carbodithioate；2-acetylpyridine S-benzyl dithiocarbazate；2-acetylpyridine S-benzyldithiocarbazate；benzyl N-(1-pyridin-2-ylethylideneamino)carbamodithioate
• CAS: 26158-47-4
• 化学式: C₁₅H₁₅N₃S₂
• 分子量: 301.436
• InChiKey: GAPPGYVPJUGIHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  94.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  [1-(2-pyridine)ethylidene]hydrazinecarbodithioic acid phenylmethyl ester 、 cadmium(II) chloride 以 甲醇 、 乙醇 为溶剂， 反应 3.0h， 以72%的产率得到[(benzyl-2-(1-(pyridine-2-yl)ethylidene)hydrazine-1-carbodithioate)Cd(μ-Cl)₂Cd(benzyl-2-(1-(pyridine-2-yl)ethylidene)hydrazine-1-carbodithioate)]
  参考文献：
  名称：

  Monomeric and dimeric cadmium(II) complexes of S-alkyl/aryl dithiocarbazate as single-source precursors for cadmium sulfide nanoparticles: An experimental, theoretical interpretation in the stability of precursor and visible light dye degradation study

  摘要：

  The reaction of S-alkyl/aryl dithiocarbazate functionalized with 2-acetyl pyridine ligands and cadmium chloride in ethanol leads to the formation of a mono nuclear cadmium(II) complex, [Cd(L-1)(2)] (SP1), (HL1 is S-methy1-2-(1-(pyridine-2-yeethylidene)hydrazine-1-carbodithioate) and a dinuclear dichloro bridged complex, [(L-2)Cd(mu-Cl)(2) Cd(L-2)] (SP2), (L-2 is S-benzyl 2 (1 (pyridine-2-yl)ethylidene)hydrazine-l-carbodithioate). The complexes are characterized by FTIR, single X-ray crystallography and thermogravimetry analysis. Density functional calculations indicate that different coordination patterns of the complexes with HL1 and HL2 ligands relate with the available space of the dissociation of CdCl2 in their solutions. Thermochemical destruction of the precursor complexes at the molecular level fabricated hexagonal CdS nanoparticles where the morphology is guided by the precursor. In situ generated thiols e.g., CH3SH in case of SP1, and PhCH2SH in case of SP2, internally stabilized the flower-like and rod shaped CdS structures, respectively. The synthesized nanoparticles were characterized by powder X-ray diffraction (XRD), scanning electronic microscope (SEM) and energy-dispersive X-ray spectroscopy (EDAX). The UV-Vis spectroscopic study shows a prominent quantum confinement effect in CdS with a band gap energy of 2.4 eV and 2.5 eV for SP1 and SP2, respectively. The CdS nanocrystals under investigation degrade Rose Bengal (RB) dye (96%) under visible light irradiation. A reusability study shows that the CdC nanoparticles retain their catalytic activity (86%).

  DOI：

  10.1016/j.ica.2019.119315
• 作为产物：
  描述：

  2-乙酰基吡啶 、 S-benzyldithiocarbazate 以 乙醇 为溶剂， 生成 [1-(2-pyridine)ethylidene]hydrazinecarbodithioic acid phenylmethyl ester
  参考文献：
  名称：

  钯 (II) 与 S-二硫代氨基甲酸苄酯的配合物：合成、体外抗菌和抗癌活性表征

  摘要：

  通过 PdCl2 与四种不同的硫代席夫碱反应制备了钯(II)的方形平面配合物，即 2-乙酰基-吡啶 S-二硫代氨基甲酸苄酯 (L1H)、2-乙酰基噻吩-S-二硫代氨基甲酸苄酯 (L2H)、2-乙酰呋喃-S-二硫代氨基甲酸苄酯(L3H)和2-乙酰基萘-S-二硫代氨基甲酸苄酯(L4H)的摩尔比为1:2。元素分析、分子量测定、电导测量和光谱数据，包括电子、IR、1H 和 13C NMR 以及 X 射线粉末衍射研究，证实了钯 (II) 络合物的形成。一种钯(II)络合物的电化学行为也已通过循环伏安法测定。席夫碱配体及其相应的钯 (II) 配合物的抗菌活性已在体外针对各种致病细菌和真菌菌株进行了测试。使用 MTT 细胞增殖测定分析时，[Pd(L1)2] 复合物的细胞毒性显示出有希望的结果。

  DOI：

  10.14233/ajchem.2022.23934

文献信息

• Reactions with Hydrazonoyl Halides XXX: Synthesis of Some 2,3-Dihydro-1,3,4-Thiadiazoles and Unsymmetrical Azines Containing Benzothiazole Moiety
  作者：Abdou O. Abdelhamid、Nora M. Rateb、Kamal M. Dawood

  DOI：10.1080/10426500008082403

  日期：2000.1.1

  to give 2,3-dihydro-1,3,4-thiadiazoles in good yields. In contrast, hydrazonoyl bromides react with each of phenylthiourea (19a), phenylthiosemicarbazide (19b), and benzoylthiosemicarbazide (19c) afforded 5-arylazothiazole 22–24(a-c) derivatives, respectively. Structures of the new compounds were elucidated on the basis of elemental analyses, spectral data, and alternative methods of synthesis whenever

  摘要 C-苯并噻唑酰-N-芳基腙酰溴化物 1a,b 与 2-噻唑基氰基亚甲基碳二硫代甲酯 (2)、碳二硫代烷基酯 8-10 和硫代氨基甲酸甲酯 14a-c 在三乙胺存在下反应，得到 2,3 -二氢-1,3,4-噻二唑，收率良好。相比之下，腙酰溴分别与苯基硫脲 (19a)、苯基氨基硫脲 (19b) 和苯甲酰氨基脲 (19c) 反应，分别得到 5-芳基偶氮噻唑 22-24(ac) 衍生物。新化合物的结构是在元素分析、光谱数据和其他可能的合成方法的基础上阐明的。
• 1,3,4-Thia- and -selenadiazole and 1,2,4-triazolo[4,3-a]pyrimidine derivatives from hydrazonoyl halides
  作者：Nadia A. Abdel-Riheem、Nora M. Rateb、Ali A. Al-Atoom、Abdou O. Abdelhamid

  DOI：10.1002/hc.10156

  日期：——

  1,2,4-Triazolo[4,3-a]pyrimidines, thiadiazolines, selenadiazolines, and unsymmetrical azines were synthesized via reactions of a 4-isopropylbenzoyl bromide 4-nitrophenylhydrazone with each of potassium thiocyanate, potassium selenocyanate, ethyl 6-methyl-4-[4-(methylethyl)phenyl]-2-methylthio-3,4-dihydropyrimidine-5-carboxylate, and alkyl carbodithioate. © 2003 Wiley Periodicals, Inc. Heteroatom Chem

  1,2,4-三唑并[4,3-a]嘧啶、噻二唑啉、硒二唑啉和不对称吖嗪通过 4-异丙基苯甲酰溴 4-硝基苯腙与硫氰酸钾、硒氰酸钾、6-甲基乙基4-[4-(甲基乙基)苯基]-2-甲硫基-3,4-二氢嘧啶-5-羧酸酯和碳二硫代烷基酯。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:421–426, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10156
• Structural, spectroscopic, and biological aspects of S∩N donor Schiff-base ligands and their chromium(III) complexes
  作者：Sumit Shrivastava、Nighat Fahmi、D. Singh、R.V. Singh

  DOI：10.1080/00958972.2010.489110

  日期：2010.5.20

  conventional methods. The chromium(III) complexes have been prepared by mixing CrCl3 · 6H2O in 1 : 1 and 1 : 2 molar ratios with monofunctional bidentate ketimines. The structure of the ligands and their transition metal complexes were confirmed by elemental analysis, melting point determinations, molecular weight determinations, infrared (IR), electronic and electron paramagnetic resonance (EPR) spectral, and

  新的铬 (III) 配合物是通过经典的热和微波 (MW) 辐射技术合成的。席夫碱2-乙酰呋喃-S-苄基二硫代氨基甲酸盐(L1H)、2-乙酰噻吩-S-苄基二硫代氨基甲酸盐(L2H)、2-乙酰吡啶-S-苄基二硫代氨基甲酸盐(L3H)和2-乙酰萘-S-苄基二硫代氨基甲酸盐(L4H)由(L4H)制备。 -S-苄基二硫代氨基甲酸酯在乙醇中与相应的酮通过使用 MW 以及常规方法缩合。铬 (III) 配合物是通过将 CrCl3·6H2O 以 1:1 和 1:2 摩尔比与单官能双齿酮亚胺混合来制备的。配体及其过渡金属配合物的结构通过元素分析、熔点测定、分子量测定、红外 (IR)、电子和电子顺磁共振 (EPR) 光谱、和 X 射线粉末衍射研究。在这些研究的基础上，很明显，配体通过 S∩N 供体以一元双齿模式与金属原子配位。因此，已经提出了围绕铬（III）的八面体环境。已经针对多种真菌和细菌菌株评估了配体和复合物的生长抑制潜力。
• Synthesis and structure–activity relationships of metal–ligand complexes that potently inhibit cell migration
  作者：Anwar B. Beshir、Sankar K. Guchhait、José A. Gascón、Gabriel Fenteany

  DOI：10.1016/j.bmcl.2007.11.099

  日期：2008.1

  the bioactivity of related metal-ligand complexes derived from different metal(II) atoms and different ligands. Complexation of the NSC 295642 ligand with Zn(II) or Ni(II), delivered as metal(II) chloride salts under conditions identical to those used for preparation of the original Cu(II) complex, instead results in distorted octahedral bis-chelate structures, where a single metal atom is six-coordinated

  我们筛选了影响哺乳动物细胞迁移的小分子的国家癌症研究所多样性集化合物集合，并确定NSC 295642为具有纳摩尔效价的细胞运动抑制剂。通过LC-MS和X射线晶体学发现，NSC 295642是S-苄基二硫代氨基甲酸酯与2-乙酰基吡啶缩合的席夫碱产物的Cu（II）配合物，具有桥接的二聚Cu2Cl2（L）2结构，具有扭曲的结构。方形金字塔几何。两个铜原子中的每一个与两个三齿螯合配体中的一个五配位，并且都桥接氯原子。为了定义结构-活性关系，我们研究了衍生自不同金属（II）原子和不同配体的相关金属-配体配合物的生物活性。NSC 295642配体与Zn（II）或Ni（II）的络合，在与用于制备原始Cu（II）配合物的条件相同的条件下以氯化金属（II）盐的形式传递，反而会导致扭曲的八面体双螯合物结构，其中单个金属原子与两个配体六配位。Zn（L）2络合物的功效类似于Cu2Cl2（L）2络合物，而Ni（L）
• The role of methyl and benzyl substituted dithiocarbazate of 2-acetyl pyridine for the formation of bridged dimeric and unbridged monomeric copper(II) complexes and catecholase mimetic activity of the complexes
  作者：Ananyakumari Santra、Paula Brandao、Gopinath Mondal、Pradip Bera、Abhimanyu Jana、Indranil Bhattacharyya、Chandana Pramanik、Pulakesh Bera

  DOI：10.1016/j.poly.2019.114277

  日期：2020.1

  copper(II) complexes, where HL1 = methyl-2-(1-(pyridine-2-yl)ethylidene)-hydrazine-1-carbodithioate and HL2 = benzyl-2-(1-(pyridine-2-yl)ethylidene)hydrazine-1-carbodithioate, have been synthesized and characterized by X-ray crystallography, TGA and spectral methods. Complex 1 crystallizes in a space group P21/n and adopts a square planar environment surrounding the Cu ion, and complex 2 is a triclinic

  摘要单体[Cu（L1）Cl]（1）和二聚体[Cu（L2）Cl] 2（2）铜（II）配合物，其中HL1 =甲基-2-（1-（吡啶-2-基）亚乙基）通过X射线晶体学，TGA和光谱法合成并表征了-肼-1-碳二硫代酸酯和HL2 =苄基-2-（1-（吡啶-2-基）亚乙基）肼-1-碳二硫代酸酯。配合物1在空间群P21 / n中结晶，并采用围绕Cu离子的正方形平面环境，而配合物2是空间群为Pī的三斜晶系​​。络合物2是一个中心对称的二聚体，其中每个铜原子形成两个氯桥并与三齿NNS供体完成五个配位。密度泛函计算表明，氯的​​未桥连结构1受其层之间的伦敦分散作用的影响。注意到这些层通常在固相中紧密堆积，这样的吸引力相互作用在2层之间在空间上受阻。由于存在从一个层延伸到另一层的大苯基，这些层不能在顶部滑动彼此的。这导致通过位于不同层的Cu和Cl原子之间的静电相互作用而稳定的2的氯桥结构。3,5-二叔丁基邻苯二