2-(2,6-bis(4-methoxyphenyl)-3-methylpiperidin-4-ylidene)hydrazine-1-carbothioamide | 597577-96-3

• 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-(2,6-bis(4-methoxyphenyl)-3-methylpiperidin-4-ylidene)hydrazine-1-carbothioamide
• CAS: 597577-96-3
• 化学式: C₂₁H₂₆N₄O₂S
• 分子量: 398.529
• InChiKey: JAKSSEZLWBKPDC-UHFFFAOYSA-N

物化性质

• 熔点：
  155-158 °C (decomp)(Solv: methanol (67-56-1))
• 沸点：
  574.9±60.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.73
• 氢给体数：
  4.0
• 氢受体数：
  5.0

文献信息

• Synthesis, spectral and biological evaluation of some new thiazolidinones and thiazoles based on t-3-alkyl-r-2,c-6-diarylpiperidin-4-ones
  作者：G. Aridoss、S. Amirthaganesan、M.S. Kim、J.T. Kim、Yeon Tae Jeong

  DOI：10.1016/j.ejmech.2009.05.015

  日期：2009.10

  A stereospecific synthesis of some thiazolidinones and thiazoles was achieved conveniently through certain α-halo keto agents and reactivity of chloroacetyl chloride was successfully enhanced by CsF–Celite + CH3COONa. NMR studies revealed that the configuration of N–N bond is found to be anti with respect to C-3 alkyl group while CN bond in thiazolidinone is trans with respect to N–N bond. Antimycobacterial

  通过某些α-卤代酮试剂可方便地实现一些噻唑烷酮和噻唑的立体定向合成，并且CsF–Celite + CH 3 COONa成功提高了氯乙酰氯的反应性。NMR研究表明，N-N键的构型被发现是抗相对于C-3的烷基而C N键在噻唑烷酮是反相对于N-N键。对所测试的抗分支杆菌活性的结核分枝杆菌表明化合物19，20，24，29，30和32表现出比利福平高两倍的效力。类似地，抗微生物筛选研究指出，化合物21和28个特别注意到有前途的活性，特别是，21针对金黄色葡萄球菌和，24和32对根霉属。与环丙沙星和两性霉素B相比，抗肺炎克雷伯菌的抑制力提高了一倍，而21抑制力提高了两倍。
• Spectral characterization of novel bis heterocycles comprising both piperidine and thiohydantoin nuclei
  作者：J. Thanusu、V. Kanagarajan、M. Gopalakrishnan

  DOI：10.1007/s11164-010-0221-7

  日期：2010.12

  A series of bis heterocycles comprising both piperidine and thiohydantoin nuclei namely 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones is synthesized and characterized by melting point, elemental analysis, MS, FT–IR, one-dimensional NMR (1H, D2O exchanged 1H and 13C), two-dimensional HOMOCOSY, and NOESY spectroscopic data.

  通过熔点、元素分析、质谱、傅立叶变换红外光谱、一维核磁共振（1H、D2O 交换 1H 和 13C）、二维 HOMOCOSY 和 NOESY 光谱数据，合成了一系列由哌啶和硫代海因核组成的双杂环，即 3-(3-烷基-2,6-二芳基哌啶-4-亚基)-2-硫酮咪唑烷-4-酮。
• Synthesis, characterization and anti-microbiological evaluation of 2-[(2,6-diaryl piperidin-4-yl)hydrazono]-2,3-dihydrothiazoles as a new class of antimicrobial agents
  作者：N. Sarathi、S. L. Ashok Kumar、C. Sankar

  DOI：10.1007/s13738-024-03090-y

  日期：2024.9

  acetate-acetic acid buffer and refluxing in ethanol for 12–16 h. The newly synthesized target compounds were characterized by elemental analysis, mass, FT-IR, 1H and 13C NMR spectroscopic methods. A Structure activity relationship study was carried out for the title compounds against a panel of bacterial strains viz Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella typhi, Bacillus subtilis

  通过各自的缩氨基硫脲( 9-24 )与苯甲酰溴在存在下反应合成了一系列2-[(2,6-二芳基哌啶-4-基)亚肼基]-2,3-二氢噻唑( 25-40 )。乙酸钠-乙酸缓冲液并在乙醇中回流12-16小时。通过元素分析、质谱、FT-IR、 1 H和13 C NMR光谱方法对新合成的目标化合物进行了表征。对标题化合物针对一组细菌菌株（即金黄色葡萄球菌、大肠杆菌、铜绿假单胞菌、伤寒沙门氏菌、枯草芽孢杆菌和肺炎克雷伯菌）以及真菌菌株新型隐球菌、白色念珠菌、根霉菌、曲霉进行了结构活性关系研究黑曲霉和黄曲霉分别采用环丙沙星和两性霉素-B作为标准药物。这些研究证明，化合物26和34对金黄色葡萄球菌、 35对铜绿假单胞菌、 38对枯草芽孢杆菌和27对肺炎克雷伯菌在最低浓度 (6.25 µg/mL)下显示出最大抑制效力，而26、34和35针对新型念珠菌以及26和27针对白色念珠菌在最低浓度 (MIC) 6.25
• A facile microwave assisted green chemical synthesis of novel piperidino 2-thioxoimidazolidin-4-ones and their<i>in vitro</i>microbiological evaluation
  作者：V. Kanagarajan、J. Thanusu、M. Gopalakrishnan

  DOI：10.3109/14756361003691878

  日期：2011.2.1

  A series of novel hybrid heterocyclic compounds, 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones were synthesised and a comparative study was also carried out under microwave irradiation. The synthesised compounds were characterised by their melting points, elemental analysis, MS, FT-IR, one-dimensional NMR (1H, D2O exchanged 1H and
• Synthesis, spectral analysis and in vitro microbiological evaluation of 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones as a new class of antibacterial and antifungal agents
  作者：J. Thanusu、V. Kanagarajan、M. Gopalakrishnan

  DOI：10.1016/j.bmcl.2009.11.074

  日期：2010.1

  In the present work, a new series of bis hybrid heterocycle comprising both piperidine and thiohydantoin nuclei together namely 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones 46-60 was synthesized by the treatment of the respective thiosemicarbazones 31-45 with chloroethyl acetate and anhydrous sodium acetate in refluxing ethanol for 4 h and were characterized by melting point, elemental analysis, MS, FT-IR, one-dimensional NMR (H-1, D2O exchanged H-1 and C-13), two dimensional HOMOCOSY and NOESY spectroscopic data. In addition, the title compounds were screened for their antimicrobial activities against a spectrum of clinically isolated microbial organisms. Compounds 47-50, 52-55 and 57-60 with fluoro, chloro, methoxy or methyl functions at the para position of phenyl rings attached to C-2 and C-6 carbons of piperidine moiety along with and without methyl substituent at position C-3 of the piperidine ring exerted potent biological activities againstStaphylococcus aureus, beta-Hemolytic streptococcus, Vibrio cholerae, Escherichia coli, Pseudomonas aeruginosa, Aspergillus flavus, Candida albicans, Candida 6 and Candida 51 at a minimum inhibitory concentration. (C) 2009 Elsevier Ltd. All rights reserved.