7-ethyl-3-phenylcarbamoyl-1-phenyl-5-(4-methylphenyl)-9-(4-methylphenylmethylene)-5H-6,7,8,9-tetrahydro[1,2,4]triazolo[4,3-a]pyrido[4,3-d]pyrimidine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 7-ethyl-3-phenylcarbamoyl-1-phenyl-5-(4-methylphenyl)-9-(4-methylphenylmethylene)-5H-6,7,8,9-tetrahydro[1,2,4]triazolo[4,3-a]pyrido[4,3-d]pyrimidine
• 英文别名: 11-ethyl-8-(4-methylphenyl)-13-[(4-methylphenyl)methylidene]-N,4-diphenyl-2,4,5,7,11-pentazatricyclo[7.4.0.03,7]trideca-1(9),2,5-triene-6-carboxamide
• 化学式: C₃₈H₃₆N₆O
• 分子量: 592.743
• InChiKey: BQNPHGJXMWFRFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.16
• 重原子数：
  45.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.54
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  6-ethyl-8-(4-methylphenylmethylene)-2-(methylthio)-4-(4-methylphenyl)-3,4,5,6,7,8-hexahydropyrido[4,3-d]pyrimidine 、 2-氯-2-(2-苯基肼基)-N-苯乙酰胺 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以80%的产率得到7-ethyl-3-phenylcarbamoyl-1-phenyl-5-(4-methylphenyl)-9-(4-methylphenylmethylene)-5H-6,7,8,9-tetrahydro[1,2,4]triazolo[4,3-a]pyrido[4,3-d]pyrimidine
  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

文献信息

• Synthesis of bioactive polyheterocyclic ring systems as 5α-reductase inhibitors
  作者：Naglaa A. Abdel Hafez、Thoraya A. Farghaly、Mohamed A. Al-Omar、Mohamed M. Abdalla

  DOI：10.1016/j.ejmech.2010.07.053

  日期：2010.11

  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.