5-(4-dimethylaminophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-methoxyanilinomethanethione

• 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: 5-(4-dimethylaminophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-methoxyanilinomethanethione
• 英文别名: 3-(4-dimethylaminophenyl)-5-(4-hydroxy-3-methyl-phenyl)-N-(2-methoxyphenyl)-3,4-dihydropyrazole-2-carbothioamide；3-[4-(dimethylamino)phenyl]-5-(4-hydroxy-3-methylphenyl)-N-(2-methoxyphenyl)-3,4-dihydropyrazole-2-carbothioamide
• 化学式: C₂₆H₂₈N₄O₂S
• 分子量: 460.6
• InChiKey: DXDKBRIBFRBWFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  92.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-羟基-3-甲基苯乙酮 在 sodium hydroxide 、 一水合肼 作用下， 以 乙醇 、 Petroleum ether 为溶剂， 反应 15.0h， 生成 5-(4-dimethylaminophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-methoxyanilinomethanethione
  参考文献：
  名称：

  新型吡唑啉衍生物的合成及其对人肺肿瘤细胞系 (A549) 的细胞毒活性

  摘要：

  在本研究中，一系列 5-(-4-(取代)苯基)-3-(4-羟基-3-甲基苯基)-4,5-二氢-1H-1-吡唑基-2-甲苯胺基甲硫酮和合成了 5-(取代)苯基-3-(4-羟基-3-甲基苯基)-4,5-二氢-1H-1-吡唑基-2-甲氧基苯胺基甲硫酮，并针对人肺肿瘤细胞系 (A549 ) 在体外使用 MTT 测定系统。在这些测试中，5-(4-氟苯基)-3-(4-羟基-3-甲基苯基)-4,5-二氢-1H-1-吡唑基-2-甲苯胺基甲硫酮和5-(4-氯苯基)- 3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-methoxy anilino methane thione 对人肺肿瘤细胞系 (A549) 的细胞毒性比其他合成化合物更强。

  DOI：

  10.1002/jccs.200700014

文献信息

• Synthesis, structural activity relationship and anti-tubercular activity of novel pyrazoline derivatives
  作者：Mohamed Ashraf Ali、Mohammad Shaharyar、Anees Ahamed Siddiqui

  DOI：10.1016/j.ejmech.2006.08.004

  日期：2007.2

  In the present investigation, a series of 5+4-(substituted) phenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-IH-1-pyrazolyl-2-toluidino methane thione and 5-(substituted) phenyl-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-methoxyanilino methane thione were synthesized by the reaction between hydrazine hydrate and chalcones (3a-k) followed by condensation with appropriate aryl isothiocyanate which yielded N-substituted pyrazoline derivatives. Newly synthesized compounds were tested for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system. Among the synthesized compounds, compound anilino-3-(4-hydroxy-3-methylphenyl)-5-(2,6-dichlorophenyl)-4,5-dihydro-1H-1-pyrazolylmethanethione (6i) was found to be more active agent against M. tuberculosis H37Rv with minimum inhibitory concentration of 0.0034 mu M. (c) 2006 Elsevier Masson SAS. All rights reserved.
• Ali, Mohamed Ashraf; Yar, Mohammad Shahar, Acta poloniae pharmaceutica, 2007, vol. 64, # 2, p. 139 - 146
  作者：Ali, Mohamed Ashraf、Yar, Mohammad Shahar

  DOI：——

  日期：——