(5RS)-5-(benzo[d][1,3]dioxol-5-yl)-3-(tert-butyl)-N-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamide | 1356965-21-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (5RS)-5-(benzo[d][1,3]dioxol-5-yl)-3-(tert-butyl)-N-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamide
• 英文别名: 3-(1,3-benzodioxol-5-yl)-5-tert-butyl-N-phenyl-3,4-dihydropyrazole-2-carboxamide
• CAS: 1356965-21-3
• 化学式: C₂₁H₂₃N₃O₃
• 分子量: 365.432
• InChiKey: OHGZCIQPLGQPTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-二苯尿烷 在 一水合肼 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 生成 (5RS)-5-(benzo[d][1,3]dioxol-5-yl)-3-(tert-butyl)-N-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamide
  参考文献：
  名称：

  Design and synthesis of novel stiripentol analogues as potential anticonvulsants

  摘要：

  A series of stiripentol (SIP) analogues namely, 2-1(1E)-1-(1,3-benzodioxol-5-yl)-4,4-dimethylpent-1-en-3-ylidene]-N-(aryl/H)hydrazinecarboxamides 7a-h, (+/-)-(5RS)-N-(aryl/H)-(1,3-benzodioxol-5-yl)-3-tert-butyl-4,5-dihydro-1H-pyrazole-1-carboxamides (+/-)-8a-h, and (+/-)-[(5RS)-(1,3-benzodioxol-5-yl)-3-tert-butyl-4,5-dihydro-1H-pyrazol-1-yl](aryl)methanones (+/-)-13a-f was synthesized by adopting appropriate synthetic routes and was pharmacologically evaluated in the preliminary anticonvulsant screens. The selected bioactive new chemical entities were subjected to ED50 determination and neurotoxicity evaluation. The most active congeners are 7h in MES screen and (+/-)-13b in scPTZ screen which displayed ED50 values of 87 and 110 mg/kg, respectively, as compared to that of STP (ED50 = 277.7 and 115 mg/kg in MES and scPTZ, respectively). (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.11.004