2,4-dihydro-4-{4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl}-5-methyl-3H-1,2,4-triazol-3-one | 74852-90-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2,4-dihydro-4-{4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl}-5-methyl-3H-1,2,4-triazol-3-one
• 英文别名: 4-[4-[4-(4-methoxyphenyl)piperazin-1-yl]phenyl]-3-methyl-1H-1,2,4-triazol-5-one
• CAS: 74852-90-7
• 化学式: C₂₀H₂₃N₅O₂
• 分子量: 365.435
• InChiKey: KJHVNMBSZXMNNR-UHFFFAOYSA-N

物化性质

• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4-dihydro-4-{4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl}-5-methyl-3H-1,2,4-triazol-3-one 在 氢氧化钾 、 氢溴酸 作用下， 以 二甲基亚砜 为溶剂， 反应 14.0h， 生成 4-{4-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-phenyl}-2,5-dimethyl-2,4-dihydro-[1,2,4]triazol-3-one
  参考文献：
  名称：

  Antimycotic azoles. 7. Synthesis and antifungal properties of a series of novel triazol-3-ones

  摘要：

  A series of novel triazol-3-ones have been synthesized, and their in vitro and in vivo antifungal properties are reported. Compound 68 (itraconazole), which displays a pronounced oral activity against vaginal candidosis in rats and against microsporosis in guinea pigs, has been selected for clinical evaluation.

  DOI：

  10.1021/jm00373a015
• 作为产物：
  描述：

  1-(4-甲氧基苯基)哌嗪 在 palladium on activated charcoal 噻吩 、 吡啶 、 氢气 、 sodium acetate 、 potassium carbonate 、 一水合肼 作用下， 以 1,4-二氧六环 、 甲醇 、 氯仿 、 乙二醇甲醚 、 二甲基亚砜 、 正丁醇 为溶剂， 反应 6.0h， 生成 2,4-dihydro-4-{4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl}-5-methyl-3H-1,2,4-triazol-3-one
  参考文献：
  名称：

  Antimycotic azoles. 7. Synthesis and antifungal properties of a series of novel triazol-3-ones

  摘要：

  A series of novel triazol-3-ones have been synthesized, and their in vitro and in vivo antifungal properties are reported. Compound 68 (itraconazole), which displays a pronounced oral activity against vaginal candidosis in rats and against microsporosis in guinea pigs, has been selected for clinical evaluation.

  DOI：

  10.1021/jm00373a015

文献信息

• Heterocyclic derivatives of
  申请人：Janssen Pharmaceutica, N.V.

  公开号：US04267179A1

  公开（公告）日：1981-05-12

  Novel heterocyclic derivatives of (4-phenylpiperazin-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)methyl-1H-imidazol es and 1H-1,2,4-triazoles, useful as antifungal and antibacterial agents.

  新型杂环衍生物，包括(4-苯基哌嗪-1-基-芳氧甲基-1,3-二氧戊环-2-基)甲基-1H-咪唑和1H-1,2,4-三唑，作为抗真菌和抗菌剂具有应用价值。
• 4-[4-
  申请人：Janssen Pharmaceutica N.V.

  公开号：US05254553A1

  公开（公告）日：1993-10-19

  2-[2-(4-chlorophenyl)-2-(hydroxy or oxo)ethyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-5-m ethyl-3H-1,2,4-triazol-3-one having the formula ##STR1## wherein X represents C=O or CHOH, for use as 5-lipoxygenase inhibitors. Pharmaceutical compositions, processes for preparing said compounds and compositions; and a method of treating leukotriene mediated diseases.

  具有以下结构式的化合物，其中X代表C=O或CHOH，可用作5-脂氧合酶抑制剂。制药组合物，制备该化合物和组合物的方法；以及治疗白三烯介导疾病的方法。
• 4-(4-(4-(4-hydroxyphenyl)-1-piperazinyl)-phenyl)-5-methyl-3H-1,2,4-triazol-3-one derivatives as 5-lipoxygenase inhibitors
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP0532091A1

  公开（公告）日：1993-03-17

  2-[2-(4-chlorophenyl)-2-(hydroxy or oxo)ethyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-5-methyl-3H-1,2,4-triazol-3-one having the formula wherein X represents C=O or CHOH, for use as 5-lipoxygenase inhibitors. Pharmaceutical compositions, processes for preparing said compounds and compositions; and a method of treating leukotriene mediated diseases.

  2-[2-(4-chlorophenyl)-2-(hydroxy or oxo)ethyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-5-methyl-3H-1,2,4-triazol-3-one having the formula 其中 X 代表 C=O 或 CHOH，用作 5-脂氧合酶抑制剂。药物组合物、制备所述化合物和组合物的工艺；以及治疗白三烯介导的疾病的方法。
• Heterocyclic derivatives of (4-phenylpiperazin-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)-methyl-1H-imidazoles and 1H-1,2,4-triazoles, processes for preparing them and compositions containing them
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP0006711B1

  公开（公告）日：1983-10-26
• US4267179A
  申请人：——

  公开号：US4267179A

  公开（公告）日：1981-05-12