4-{4-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-phenyl}-2,5-dimethyl-2,4-dihydro-[1,2,4]triazol-3-one | 74853-17-1

• 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: 4-{4-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-phenyl}-2,5-dimethyl-2,4-dihydro-[1,2,4]triazol-3-one
• 英文别名: 4-[4-[4-(4-Hydroxyphenyl)piperazin-1-yl]phenyl]-2,5-dimethyl-1,2,4-triazol-3-one
• CAS: 74853-17-1
• 化学式: C₂₀H₂₃N₅O₂
• 分子量: 365.435
• InChiKey: NFTCRBYUVWQPPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  572.2±60.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,4R)-(+)-<2-(2,4-dichlorophenyl)-2-<(1H-imidazol-1-yl)methyl>-1,3-dioxolan-4-yl>methyl methanesulfonate 、 4-{4-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-phenyl}-2,5-dimethyl-2,4-dihydro-[1,2,4]triazol-3-one 在 sodium hydride 作用下， 生成 4-[4-(4-{4-[(2R,4S)-2-(2,4-Dichloro-phenyl)-2-imidazol-1-ylmethyl-[1,3]dioxolan-4-ylmethoxy]-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 、 氢氧化钾 、 氢溴酸 、 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 20.0h， 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

文献信息

• 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
• US4368200A
  申请人：——

  公开号：US4368200A

  公开（公告）日：1983-01-11
• US4490530A
  申请人：——

  公开号：US4490530A

  公开（公告）日：1984-12-25
• Antimycotic azoles. 7. Synthesis and antifungal properties of a series of novel triazol-3-ones
  作者：J. Heeres、L. J. J. Backx、J. Van Cutsem

  DOI：10.1021/jm00373a015

  日期：1984.7

  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.