4-cyclohexyl-1-[4-(2-naphthoxy)benzylidene]-3-thiosemicarbazide | 1267466-99-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-cyclohexyl-1-[4-(2-naphthoxy)benzylidene]-3-thiosemicarbazide
• CAS: 1267466-99-8
• 化学式: C₂₄H₂₅N₃OS
• 分子量: 403.548
• InChiKey: WRAWVWUCAMXRMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.65
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 在 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-cyclohexyl-1-[4-(2-naphthoxy)benzylidene]-3-thiosemicarbazide
  参考文献：
  名称：

  Augmentation of GABAergic neurotransmission by novel N-(substituted)-2-[4-(substituted)benzylidene]hydrazinecarbothioamides—A potential anticonvulsant approach

  摘要：

  New N-(substituted)-2-[4-(substituted)benzylidene]hydrazinecarbothioamides were designed, synthesized and evaluated for anticonvulsant activity and neurotoxicity. The anticonvulsant activity was established in three seizure models i.e. MES, scMET and 6 Hz model. The most active compound was N-(4-methoxyphenyl)-2-[4-(4-methylphenoxy) benzylidene]hydrazinecarbothioamide PT 30 which showed 100% protection in both MES and 6 Hz test. Compound PT 30 showed protection at three different time points in 6 Hz test at a dose of 100 mg/kg. Compound 2-[4-(4-Chlorophenoxy)benzylidene]-N-cyclohexylhydrazine carbothioamide PT 4 was also found to be active in both MES and 6 Hz test. Titled compounds exhibited good binding properties with epilepsy molecular targets GABA (A) delta and GABA (A) alpha-1 receptors, in LGA based flexible docking studies. Compounds PT 30 and PT 4 were found to elevate gamma-aminobutyric acid (GABA) levels in the midbrain and medulla oblongata regions of rat brain. A computational study was carried out for calculation of pharmacophore pattern and prediction of pharmacokinetic properties. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.019

文献信息

• Tripathi, Laxmi; Singh, Ranjit, Asian Journal of Chemistry, 2011, vol. 23, # 1, p. 447 - 450
  作者：Tripathi, Laxmi、Singh, Ranjit

  DOI：——

  日期：——