1-ethyl-3,5-bis(4-methylbenzylidene)piperid in-4-one | 330657-31-3

• 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: 1-ethyl-3,5-bis(4-methylbenzylidene)piperid in-4-one
• 英文别名: 1-Ethyl-3,5-bis[(4-methylphenyl)methylidene]piperidin-4-one
• CAS: 330657-31-3
• 化学式: C₂₃H₂₅NO
• 分子量: 331.458
• InChiKey: NISBFRROYAVHJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-氨基-2-硫脲嘧啶 、 1-ethyl-3,5-bis(4-methylbenzylidene)piperid in-4-one 在 溶剂黄146 作用下， 反应 20.0h， 以92%的产率得到7-ethyl-9-(4-methylphenylmethylene)-5-(4-methylphenyl)-2-thioxo-2,3,6,7,8,9-hexahydro-pyrimido[4,5-b][1,6]naphthyridin-4H-one
  参考文献：
  名称：

  Synthesis of bioactive polyheterocyclic ring systems as 5α-reductase inhibitors

  摘要：

  Simple synthetic strategies for the hitherto unreported [1,2,4]triazolo[4,3-a]pyrido[4,3-d]pyrimidines 8 and [1,2,4]triazolo[4',3':1,2]pyrimido[4,5-b][1,6]naphthyridine-5-one 15 are described based on reaction of thione 3 and 12 with hydrazonoyl chloride 1a-h, respectively. The structures of products 8 and 15 were confirmed by spectroscopic and X-ray crystallographic analyses. Also, the mechanism of such reactions was discussed. In addition, reaction of compound 12 with bromoacetic acid and hydrazine hydrate was investigated. Compounds were screened against 5 alpha-reductase and showed activities with good LD50 and LD90 for all compounds. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.053
• 作为产物：
  描述：

  N-乙基-4-哌啶酮 、 对甲基苯甲醛 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 以95%的产率得到1-ethyl-3,5-bis(4-methylbenzylidene)piperid in-4-one
  参考文献：
  名称：

  Synthesis of bioactive polyheterocyclic ring systems as 5α-reductase inhibitors

  摘要：

  Simple synthetic strategies for the hitherto unreported [1,2,4]triazolo[4,3-a]pyrido[4,3-d]pyrimidines 8 and [1,2,4]triazolo[4',3':1,2]pyrimido[4,5-b][1,6]naphthyridine-5-one 15 are described based on reaction of thione 3 and 12 with hydrazonoyl chloride 1a-h, respectively. The structures of products 8 and 15 were confirmed by spectroscopic and X-ray crystallographic analyses. Also, the mechanism of such reactions was discussed. In addition, reaction of compound 12 with bromoacetic acid and hydrazine hydrate was investigated. Compounds were screened against 5 alpha-reductase and showed activities with good LD50 and LD90 for all compounds. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.053