1,1-Diethyl-3-[[2-[methyl(phenyl)carbamothioyl]hydrazinyl]-phenylmethylidene]thiourea | 1189360-09-5

• 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: 1,1-Diethyl-3-[[2-[methyl(phenyl)carbamothioyl]hydrazinyl]-phenylmethylidene]thiourea
• CAS: 1189360-09-5
• 化学式: C₂₀H₂₅N₅S₂
• 分子量: 399.584
• InChiKey: KVLCQZJLTFFYGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tri-n-butylammonium monophosphate 、 1,1-Diethyl-3-[[2-[methyl(phenyl)carbamothioyl]hydrazinyl]-phenylmethylidene]thiourea 以 甲醇 为溶剂， 以62%的产率得到
  参考文献：
  名称：

  Synthesis, Structural Characterization, and Biological Evaluation of Oxorhenium(V) Complexes with a Novel Type of Thiosemicarbazones Derived from N-[N′,N′-Dialkylamino(thiocarbonyl)]benzimidoyl Chlorides

  摘要：

  Reactions of N-[N',N'-diethylamino(thiocarbonyl)]benzimidoyl chloride with 4,4-dialkylthiosemicarbazides give a novel class of thiosemicarbazides/thiosemicarbazones, H2L, which causes a remarkable reduction of cell growth in in vitro experiments. These strong antiproliferative effects are also observed for oxorhenium(V) complexes of the general composition [ReOCl(L)], which are formed by reactions of the potentially tridentate ligands with (NBu4)[ReOCl4]. A systematic substitution of the alkyl groups in the thiosemicarbazone building blocks of the ligands do not significantly influence the biological activity of the metal complexes, while the replacement of the chloro ligand by a PPh3 ligand (by the replacement of the oxo unit by a nitrido ligand) completely terminated the cytotoxicity of the metal complexes.

  DOI：

  10.1021/ic901160v

文献信息

• Organometallic gold(<scp>iii</scp>) complexes with hybrid SNS-donating thiosemicarbazone ligands: cytotoxicity and anti-Trypanosoma cruzi activity
  作者：P. I. da S. Maia、Z. A. Carneiro、C. D. Lopes、C. G. Oliveira、J. S. Silva、S. de Albuquerque、A. Hagenbach、R. Gust、V. M. Deflon、U. Abram

  DOI：10.1039/c6dt04307k

  日期：——

  features like relatively short Au⋯H contacts between the methylene protons of the Hdamp ligand and the gold(III) ions. Preliminary biological studies on the uncoordinated compounds H2L1 and their gold complexes indicate considerable cytotoxicity for the [AuIII(Hdamp)(L1)]Cl complexes against MCF-7 cells. The in vitro trypanocidal activity was evaluated against the intracellular form of Trypanosoma cruzi

  稳定organogold（III）的组合物的化合物[金III（Hdamp）（L1）]氯从的反应[AUCL形成2（潮湿）]用H 2 L1（潮湿- = dimethylaminomethylphenyl; H 2 L1 = Ñ ' - （二乙基氨基甲硫基）阳离子络合物可以在[Au III（damp）（L1）]化合物形成下通过与弱碱反应中和。产品的结构显示出令人感兴趣的特征，例如Hdamp配体的亚甲基质子与金（III）离子之间的Au-H接触时间相对较短。不配位化合物H 2的初步生物学研究L1及其金复合物表明[Au III（Hdamp）（L1）] Cl复合物对MCF-7细胞具有相当大的细胞毒性。的体外杀锥虫活性对在细胞内的形式进行评价克氏锥虫。有机金属配合物显示出显着的活性，这取决于配体的硫代半碳环素结构单元的烷基取代基。阳离子[Au III（Hdamp）（L1）] Cl络合物的一个代表，其中H
• Neutral Gold Complexes with Tridentate <i>SNS</i> Thiosemicarbazide Ligands
  作者：Pedro I. da S. Maia、Hung Huy Nguyen、Daniela Ponader、Adelheid Hagenbach、Silke Bergemann、Ronald Gust、Victor M. Deflon、Ulrich Abram

  DOI：10.1021/ic201905t

  日期：2012.2.6

  thiatriazine L2 by Au3+, followed by a desulfurization reaction with ring contraction. The chloro ligands in the [AuCl(L1)] complexes can readily be replaced by other monoanionic ligands such as SCN– or CN– giving [Au(SCN)(L1)] or [Au(CN)(L1)] complexes. The complexes described in this paper represent the first examples of fully characterized neutral Gold(III) thiosemicarbazone complexes. All the [AuCl(L1)]

  的Na [AUCL 4 ]·2H 2 ö发生反应具有三齿配体的氨基硫脲，H 2 L1，衍生自ñ - [ Ñ '，Ñ ' -二烷基氨基（硫代羰基）]亚氨苄基氯和氨基硫脲在形成空气稳定的，绿[AUCL（ L1）]复合物。有机配体以平面SNS配位模式配位。少量副产物[AuCl（L3）]的金（I）络合物形成副产物，其中L3是与S键合的5-二乙基氨基-3-苯基-1-硫代氨基甲酰基-1,2,4-三唑。三唑L3的形成可以通过H的氧化来解释2 L1通过的Au中间thiatriazine L2 3+，然后进行带有环收缩的脱硫反应。[AuCl（L1）]络合物中的氯配体可以很容易地被其他单阴离子配体（例如SCN –或CN –）取代，得到[Au（SCN）（L1）]或[Au（CN）（L1）]络合物。本文描述的配合物代表了完全表征的中性金（III）硫代半碳酸钠配合物的第一个实例。所有的[AuCl（L1）]化合物均对人
• Rhenium mixed-ligand complexes with S,N,S-tridentate thiosemicarbazone/thiosemicarbazide ligands
  作者：Pedro I. da S. Maia、Hung Huy Nguyen、Adelheid Hagenbach、Silke Bergemann、Ronald Gust、Victor M. Deflon、Ulrich Abram

  DOI：10.1039/c3dt32950j

  日期：——

  Rhenium(V) complexes containing tridentate thiosemicarbazones/thiosemicarbazides (H2L1) derived from N-[N′,N′-dialkylamino(thiocarbonyl)]benzimidoyl chlorides with 4,4-dialkylthiosemicarbazides have been synthesized by ligand-exchange reactions starting from [ReOCl(L1)]. The chlorido ligand of [ReOCl(L1)] (4) is readily replaced and reactions with ammonium thiocyanate or potassium cyanide give [ReO(NCS)(L1)]

  从[[ ]开始，通过配体交换反应合成了含N- [ N '，N'-二烷基氨基（硫代羰基）]苯并亚甲基氯化物与三齿硫代半脲/硫代氨基脲（H 2 L1）的hen（V）配合物。ReOCl（L1）]。[ReOCl（L1）]（4）的氯代配体易于替换，并与硫氰酸铵 或者 氰化钾分别给出[ReO（NCS）（L1）]（6）和[ReO（CN）（L1）]（7）。（NBu 4）[ReOCl 4 ]与H 2 L1和两个当量的硫氰酸铵然而，产生一锅反应[ReO（NCS）2（HL1）]（8），其中原配体H 2 L1仅被去质子化。氧代-桥，二聚体nitridorhenium（V的组合物的）化合物[REN（HL1）} 2 O]（11）从的反应（NBU得到4）[ReOCl 4 ]，H 2 L1和叠氮化钠。六坐标复合物[ReO（L1）（Ph 2 btu）]（12），其中HPh 2 btu为N，N-二苯基-N'-苯甲酰基硫脲可以通过在NEt