N-(2,4-dimethylphenyl)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(2,4-dimethylphenyl)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanamide
• 英文别名: N-(2,4-dimethylphenyl)-4-(1,3-dioxoisoindol-2-yl)butanamide
• 化学式: C₂₀H₂₀N₂O₃
• 分子量: 336.39
• InChiKey: VAHQRKJRLLUILE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(1,3-二氧代异吲哚啉-2-基)丁酸 、 2,4-二甲基苯胺 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以54%的产率得到N-(2,4-dimethylphenyl)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanamide
  参考文献：
  名称：

  Design and synthesis of anticonvulsants from a combined phthalimide–GABA–anilide and hydrazone pharmacophore

  摘要：

  Two series of pharmacophoric hybrids of phthalimide-GABA-anilides/hydrazones were designed and synthesized and evaluated for their anticonvulsant and neurotoxic properties. The structures of the synthesized compounds were confirmed by the use of their spectral data besides elemental analysis. Initial anticonvulsant screening was performed using intraperitoneal (i.p.) maximal electroshock-induced seizure (MES), subcutaneous pentylenetetrazole (scPTZ), subcutaneous strychnine (scSTY), and intraperitoneal picrotoxin (ipPIC)-induced seizure threshold tests. All of the compounds were ineffective in the MES test. Most of the compounds were found to be effective in the scSTY and ipPIC models and very few compounds showed protection in the scPTZ model. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.08.010

文献信息

• Design and synthesis of anticonvulsants from a combined phthalimide–GABA–anilide and hydrazone pharmacophore
  作者：Jegadeesan Vaigunda Ragavendran、Dharmarajan Sriram、Sravan Kumar Patel、Ingala Vikram Reddy、Narayanan Bharathwajan、James Stables、Perumal Yogeeswari

  DOI：10.1016/j.ejmech.2006.08.010

  日期：2007.2

  Two series of pharmacophoric hybrids of phthalimide-GABA-anilides/hydrazones were designed and synthesized and evaluated for their anticonvulsant and neurotoxic properties. The structures of the synthesized compounds were confirmed by the use of their spectral data besides elemental analysis. Initial anticonvulsant screening was performed using intraperitoneal (i.p.) maximal electroshock-induced seizure (MES), subcutaneous pentylenetetrazole (scPTZ), subcutaneous strychnine (scSTY), and intraperitoneal picrotoxin (ipPIC)-induced seizure threshold tests. All of the compounds were ineffective in the MES test. Most of the compounds were found to be effective in the scSTY and ipPIC models and very few compounds showed protection in the scPTZ model. (c) 2006 Elsevier Masson SAS. All rights reserved.