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.
• Antiamoebic coumarins from the root bark of Adina cordifolia and their new thiosemicarbazone derivatives
  作者：Prince Firdoos Iqbal、Abdul Roouf Bhat、Amir Azam

  DOI：10.1016/j.ejmech.2008.06.003

  日期：2009.5

  our search for potential antiamoebic agents from folklore Indian medicinal plants, we found that the benzene and ethyl acetate extracts from the root bark of Adina cordifolia exhibited strong antiamoebic activity with IC50 values of 2.92 and 2.50 μg/ml, respectively. Bioassay-guided fractionation of benzene and ethyl acetate extracts led to the isolation of 7-hydroxycoumarin (umbelliferone 1) and

  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