2-(4-fluorobenzylidene)-N-methylhydrazinecarbothioamide | 301201-62-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-fluorobenzylidene)-N-methylhydrazinecarbothioamide
• 英文别名: p-fluorobenzaldehyde N(4)-methylthiosemicarbazone；4-fluorobenzaldehyde N-methylthiosemicarbazone；1-[(4-Fluorophenyl)methylideneamino]-3-methylthiourea
• CAS: 301201-62-7
• 化学式: C₉H₁₀FN₃S
• 分子量: 211.263
• InChiKey: GNNAFHBQPPWCKK-UHFFFAOYSA-N

物化性质

• 沸点：
  293.2±42.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-fluorobenzylidene)-N-methylhydrazinecarbothioamide 、 nickel(II) acetate tetrahydrate 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and characterization of square planar nickel(II) complexes with p-fluorobenzaldehyde thiosemicarbazone derivatives

  摘要：

  New thiosemicarbazone nickel complexes (1-7), derived from p-fluorobenzaldehyde and differently substituted thiosemicarbazides, were synthetized and characterized by means of NMR and IR techniques. The p-fluorobenzaldehyde 4-ethylthiosemicarbazone Et-Hfbt (1) and its complex [Ni(Et-fbt)(2)] (2) were also characterized by X-ray diffractometry. Molecule 1 consists of two units: the p-fluorobenzaldehyde residue and the thiosemicarbazonic chain. In the reaction of 1 with NiAc2. 4H(2)O, complex 2 was afforded. The molecular structure of 2 consists of the neutral complexes [Ni(Et-fbt)(2)] with the metal not lying on a symmetry centre, with two consequently independent ligand molecules; the coordination results in a square planar geometry slightly twisted towards a tetrahedron, involving the sulfur and the hydrazine nitrogen atoms of the two ligands in a trans configuration. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(00)00339-x
• 作为产物：
  描述：

  对氟苯甲醛 、 4-甲基氨基硫脲 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 2-(4-fluorobenzylidene)-N-methylhydrazinecarbothioamide
  参考文献：
  名称：

  1-甲基、5-苯基取代的缩氨基硫脲对单胺氧化酶和乙酰​​胆碱酯酶的抑制作用：合成、生化和计算研究

  摘要：

  摘要 制备了一系列具有苯环取代的 11-甲基、5-苯基取代的缩氨基硫脲 (MT1-MT11)，并研究了它们对单胺氧化酶 (MAO) 和乙酰胆碱酯酶 (AChE) 的抑制活性。[4-(二甲氨基)苯基]亚甲基}-N-methylhydrazine-1-carbothioamide (MT5) 有效抑制 MAO-B，IC50 为 8.77 µM。MAO-B 的效力按照 MT5 中的 N(CH3)2 > MT3 中的 OCH3 > MT9 中的 Br 的顺序增加。11 种化合物中的大多数通过以下方式弱抑制 AChE

  DOI：

  10.1016/j.procbio.2020.05.016

文献信息

• SYNTHESIS, STRUCTURES AND ANTIMICROBIAL ACTIVITY OF CHLORO- AND FLUORO-SUBSTITUTED THIOCARBOXYHYDRAZONES
  作者：ZENG-XIN LIU

  DOI：10.4067/s0717-97072015000200002

  日期：——

  A series of chloro-and fluoro-substituted thiocarboxyhydrazones, 2-(2-chlorobenzylidene)-N-methylhydrazinecarbothioamide (1), 2-(4-fluorobenzylidene)N- methylhydrazinecarbothioamide (2), and 2-(2-chloro-4-fluorobenzylidene)-N-methylhydrazinecarbothioamide (3), were synthesized and characterized by elemental analysis, IR and UV-vis spectra, and single crystal X-ray diffraction. Structures of the three compounds are similar, but with slight modification by chloro-and fluoro-substitute groups. The crystal structures of the compounds are stabilized by hydrogen bonds and pi...pi interactions. The antimicrobial activity of the compounds shows that they are effective against some bacteria.
• Synthesis of 2-Hydrazolyl-4-Thiazolidinones Based on Multicomponent Reactions and Biological Evaluation Against Trypanosoma Cruzi
  作者：Chiara Pizzo、Cecilia Saiz、Alan Talevi、Luciana Gavernet、Pablo Palestro、Carolina Bellera、Luis Bruno Blanch、Diego Benítez、Juan J. Cazzulo、Agustina Chidichimo、Peter Wipf、S. Graciela Mahler

  DOI：10.1111/j.1747-0285.2010.01071.x

  日期：2011.3

  A series of 18 novel 2-hydrazolyl-4-thiazolidinones-5-carboxylic acids, amides and 5,6-alpha,beta-unsaturated esters were synthesized, and their in vitro activity on cruzipain and T. cruzi epimastigotes was determined. Some agents show activity at 37 mu m concentration in the enzyme assay. Computational tools and docking were used to correlate the biological response with the physicochemical parameters of the compounds and their cruzipain inhibitory effects.
• Bis(triphenylphosphine)4-fluorobenzaldehyde thiosemicarbazone copper(I): Forcing chelation through oxoanions
  作者：Marisa Belicchi-Ferrari、Franco Bisceglie、Chiara Cavalieri、Giorgio Pelosi、Pieralberto Tarasconi

  DOI：10.1016/j.poly.2007.04.026

  日期：2007.8

  This paper reports the synthesis and characterization of six compounds of copper(l), stabilized in its reduced state by two triphenylphosphines, in which 4-fluorobenzaldehyde thiosemicarbazone and N-methylthiosemicarbazone act as chelating through their sulfur and imino nitrogen. The three oxoanions that have been chosen, NO3-, SO42- and CH3COO-, play an important role: their oxygens are bad competitors with the imino nitrogen of the thiosemicarbazone moiety and moreover they form strong charge assisted hydrogen bondings that stabilize the neutral form of the ligand. The overall packing is determined by intermolecular phenyl-phenyl van der Waals interactions. (c) 2007 Elsevier Ltd. All rights reserved.