2-Ethyl-1-piperidinecarbothioic acid hydrazide | 713509-45-6

• 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: 2-Ethyl-1-piperidinecarbothioic acid hydrazide
• 英文别名: 2-ethylpiperidine-1-carbothiohydrazide
• CAS: 713509-45-6
• 化学式: C₈H₁₇N₃S
• mdl: MFCD19201433
• 分子量: 187.309
• InChiKey: ZXLQZKTVPJGOAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 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：

  5-硝基噻吩-2-甲醛 、 2-Ethyl-1-piperidinecarbothioic acid hydrazide 以 乙醇 、 水 为溶剂， 反应 3.0h， 以59%的产率得到2-ethyl-N-[(5-nitrothiophen-2-yl)methylideneamino]piperidine-1-carbothioamide
  参考文献：
  名称：

  5-硝基噻吩-2-羧甲醛硫代半脲酮及其钯（II）和钌（II）配合物的合成，表征和体外抗厌氧活性。

  摘要：

  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。

  DOI：

  10.1016/j.ejmech.2004.02.003
• 作为产物：
  描述：

  2-乙基哌啶 在 氢氧化钾 、 sodium hydroxide 、 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 2-Ethyl-1-piperidinecarbothioic acid hydrazide
  参考文献：
  名称：

  Synthesis and antiamoebic activity of 3,7-dimethyl-pyrazolo[3,4-e][1,2,4] triazin-4-yl thiosemicarbazide derivatives

  摘要：

  A series of 3,7-dimethyl-pyrazolo[3,4-e] [ 1,2,4]triazin-4-yl thiosemicarbazide derivatives 3-22 were prepared and evaluated in vitro against HMI:IMSS strain of Entamoeba histolytica, to identify the compounds for antiamoebic activity. They exhibited antiamoebic activity in the range (IC50 = 0.81-7.31 mu M). The results were compared to the activity of known drug metronidazole. It is inferred from the in vitro studies that the compounds 10, 11. 17 and 18 were found to be significantly better inhibitors of E. histolytica since IC50 values in the mu M range elicited by these compounds are much lower than metronidazole. Besides, compounds 11 and 17 have shown the most promising antiamoebic activity (IC50 = 0.81 mu M of 11, IC50 = 0.84 mu M of 17 versus IC50 = 1.81 mu M of metronidazole). The study suggests the possibility of developing triazine analogues as potential drug candidates for antiamoebic activity. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejps.2005.02.014

文献信息

• Novel bidentate complexes of Cu(II) derived from 5-nitrofuran-2-carboxaldehyde thiosemicarbazones with antiamoebic activity against E. histolytica
  作者：Sangita Sharma、Fareeda Athar、Mannar R. Maurya、Fehmida Naqvi、Amir Azam

  DOI：10.1016/j.ejmech.2005.01.003

  日期：2005.6

  The novel analogues of 5-nitrofuran-2-carboxaldehyde thiosernicarbazones 1-10 were synthesized and their copper(H) complexes 1a-10a were obtained by means of coordination with cupric chloride. All these compounds have been characterized by elemental analysis, IR, electronic spectra and thermogravimetric patterns while ligands have also been characterized by H-1 NMR spectral studies. These copper complexes are bidentate and possess octahedral geometry around Cu(II) ion. Their antiamoebic activities were carried out to ascertain their effectiveness in comparison to their corresponding thiosemicarbazones. A number of these complexes possess noteworthy potencies towards HK-9 strain of Entainoeba histolytica in vitro. The complexes 2a-7a, 9a and 10a showed less IC50 value than metronidazole, the drug of choice for amoebiasis. Moreover, complexes 2a and 9a have shown the most promising antiamoebic activities (IC50 = 0.38 mu M of 2a and IC50 = 0.34 mu M of 9a versus IC50 = 1.81 mu M of metronidazole). These results indicate that the metallated thiosemicarbazone may be lead molecule to inhibit growth of E. histolytica. (c) 2005 Elsevier SAS. All rights reserved.
• 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.