4-Benzylpiperidine-1-carbothiohydrazide | 713509-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-Benzylpiperidine-1-carbothiohydrazide
• 英文别名: 4-benzylpiperidine-1-carbothiohydrazide
• CAS: 713509-46-7
• 化学式: C₁₃H₁₉N₃S
• 分子量: 249.38
• InChiKey: ZJQISDKCSIQGSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  73.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-chlorobenzoyl)-N,N-dimethylethylamine hydrochloride 、 4-Benzylpiperidine-1-carbothiohydrazide 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以10%的产率得到(4-Benzylpiperidin-1-yl)-[5-(3-chlorophenyl)-3,4-dihydropyrazol-2-yl]methanethione
  参考文献：
  名称：

  1--Substituted Thiocarbamoyl-3-Phenyl-2-Pyrazolines: Synthesis and In Vitro Antiamoebic Activities

  摘要：

  The title compounds were prepared by reaction of Mannich bases with various N-4 substituted thiosemicarbazides. The chemical structures of the compounds were proved by means of their UV, IR, H-1 NMR, C-13 NMR spectroscopic data and elemental analyses. The in vitro antiamoebic activities of these compounds were evaluated by microdilution method against HM1:IMSS strain of Entamoeba histolytica and compared with the standard drug, metronidazole. It wits concluded that 3-chloro and 3-bromo substituents on the phenyl ring at position 3 of the pyrazoline ring enhanced the antiamoebic activity, Compounds 9, 17, 18, 20 and 21 showed less IC50 value than metronidazole. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.03.015
• 作为产物：
  描述：

  在 sodium hydroxide 、 一水合肼 作用下， 以 水 为溶剂， 反应 2.0h， 生成 4-Benzylpiperidine-1-carbothiohydrazide
  参考文献：
  名称：

  Adina cordifolia根皮中的抗厌氧香豆素及其新的硫半脲类衍生物

  摘要：

  在我们的用于从民俗印度药用植物潜在antiamoebic剂搜索的继续，我们发现，从根皮苯和乙酸乙酯萃取物阿迪纳茜草表现出很强的活性antiamoebic带IC 50个分别为2.92和2.50微克/毫升，值。苯和乙酸乙酯提取物的生物测定指导分馏分别导致了7-羟基香豆素（伞形酮1）和7-β-D-葡萄糖基香豆素（脱脂蛋白2）的分离。伞形酮1转化为7-乙酰氧基香豆素1a，经氯化铝处理后得到7-羟基-8-乙酰香豆素2a。一系列新的硫半脲3a–合成了具有不同硫代氨基脲的e- 7-羟基-8-乙酰香豆素。伞形酮还被转化为其甲氧基衍生物（7-甲氧基香豆素4）。随后，评估所有化合物对溶组织变形杆菌的HM1：IMMS菌株的抗厌氧活性。发现伞形酮和skimmin具有非常好的活性，IC 50值分别为6.38和4.35μM / ml。将化合物2a转化为其硫代半碳酰胺衍生物3a – e的活性急剧增加，其IC 50值在1

  DOI：

  10.1016/j.ejmech.2008.06.003

文献信息

• Synthesis, characterization and in vitro Antiamoebic Activity of 5-nitrothiophene-2-carboxaldehyde thiosemicarbazones and their Palladium (II) and Ruthenium (II) Complexes
  作者：Shailendra Singh、Neelam Bharti、Fehmida Naqvi、Amir Azam

  DOI：10.1016/j.ejmech.2004.02.003

  日期：2004.5

  Synthesis of new Palladium(II) and Ruthenium(II) complexes of the type, [Pd(L)Cl(2)] and [Ru(eta(4)-C(8)H(12))(L)Cl(2)] [where, L = thiosemicarbazones derived from 5-nitrothiophene-2-carboxaldehyde and cycloalkylaminothiocarbonyl hydrazines] have been isolated by the reaction of [Pd(DMSO)(2)Cl(2)] and [Ru(eta(4)-C(8)H(12))(CH(3)CN)(2)Cl(2)] with 5-nitrothiophene-2-carboxaldehyde thiosemicarbazones

  新型[Pd（L）Cl（2）]和[Ru（eta（4）-C（8）H（12））（L）Cl（ 2）] [其中，L =由5-硝基噻吩-2-羧醛和环烷基氨基硫羰基肼衍生的硫代半咔唑]已通过[Pd（DMSO）（2）Cl（2）]和[Ru（eta（4） -C（8）H（12））（CH（3）CN）（2）Cl（2）]与5-硝基噻吩-2-羧醛硫代半脲酮 光谱数据表明，硫代半咔唑类化合物作为二齿配体，利用亚硫磺和偶氮甲碱氮原子与中心金属离子配位。微稀释法用于评估所有化合物对溶组织性变形杆菌的HK-9菌株的抗厌氧活性。在所有的硫代半氨基甲酮中，5-NT-4-BPTSCN（3）表现出显着的抗阿米巴活性（IC（50）-2.56 microM）。通过在硫半脲部分中引入钯和钌金属，可以增强抗厌氧活性。发现所有5-硝基噻吩-2-羧醛硫代半脲酮的Pd（II）和Ru（II）配合物比其各自的配体更具活性。配合物1a-4a，1b和3b显示出抗厌氧活性。
• Synthesis and Characterization of a New Series of Hydroxy Pyrazolines
  作者：Humaira Parveen、Prince Firdoos Iqbal、Amir Azam

  DOI：10.1080/00397910802241407

  日期：2008.10.28

  3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one obtained by Claisen-Schmidt condensation of 2-acetyl thiophene with benzaldehyde was converted into 2,3-dibromo-3-phenyl-1-(thiophen-2-yl)propan-1-one, which on treatment with various thiosemicarbazides in the presence of triethylamine in absolute ethanol, yielded the corresponding hydroxy pyrazolines 3a-h. All the compounds were characterized by IR, (1)H NMR, and (13)C NMR spectra.
• Cyclooctadiene Ru(II) complexes of thiophene-2-carboxaldehyde-derived thiosemicarbazones: synthesis, characterization and antiamoebic activity
  作者：Shailendra Singh、Fareeda Athar、Mannar R. Maurya、Amir Azam

  DOI：10.1016/j.ejmech.2006.01.014

  日期：2006.5

  Thiosemicarbazones (TSC) 1-10 were synthesized by condensing substituted thiosemicarbazide with thiophene-2-carboxaldehyde. These thiosemicarbazones were further reacted with [Ru(eta(4)-C8H12)(CH3CN)(2)Cl-2] to forrn complexes of the type [Ru(eta(4) -C8H12)(TSC)Cl-2] 1a-10a. Thiosemicarbazones exhibited antiamoebic activity in the range IC50 = 1.09-5.42 mu M. In vitro assessment of antiamoebic activity indicated that the thiosemicarbazones 3, IC50 = 1.67 mu M, 4, IC50 = 1.11 mu M and 6, IC50 = 1-09 mu M showed substantially less IC50 value than metronidazole (IC50 = 1.87 mu M), a commonly used drug against amoebiasis. Cyclooctadiene Ru(II) complexes of thiosemicarbazones showed significant improvement in antiamoebic activity (IC50 = 0.30-1.39 mu M). All the complexes possess noteworthy potencies and showed less IC50 values than metronidazole against HK-9 strain of Entamoeba histolytica. Among all the complexes, the most promising antiamoebic activities was shown by the complexes 4a and 6a (IC50 = 0.31 mu M of 4a and IC50 = 0.30 mu M of 6a versus metronidazole). (c) 2006 Elsevier SAS. All rights reserved.
• Syntheses, characterization and in vitro antiamoebic activity of new Pd(II) complexes with 1-N-substituted thiocarbamoyl-3,5-diphenyl-2-pyrazoline derivatives
  作者：Asha Budakoti、Mohammad Abid、Amir Azam

  DOI：10.1016/j.ejmech.2006.10.011

  日期：2007.4

  Reaction of neutral NS bidentate ligands, 1-N-substituted thiocarbamoyl-3,5-diphenyl-2-pyrazolines, isolated by cyclization of chalcone with N-4-substituted thiosemicarbazide of aromatic amines (1-8), with [Pd(DMSO)(2)Cl-2] (DMSO = dimethylsulfoxide) leads to the formation of new complexes of the type [Pd(L)Cl-2] (1a-8a). The structures of the compounds were elucidated by UV, IR, H-1 NMR, C-13 NMR and ESI-MS spectral data and thermogravimetric analysis and their purities were confirmed by elemental analyses. The antiamoebic activity of these complexes was evaluated by microdilution method against HM1:1MSS strain of Entameoba histolytica and the results were compared with the standard drug, metronidazole. Generally palladium complexes showed better activity than their corresponding ligands. Compound 3a showed better IC50 = 0.05 mu M as compared to metronidazole IC50 = 1.82 mu M. (c) 2006 Published by Elsevier Masson SAS.