1-[2-(2,4-Difluoro-phenyl)-3,3-dimethyl-4,4-dioxo-4λ⁶-[1,4]oxathian-2-ylmethyl]-1H-[1,2,4]triazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[2-(2,4-Difluoro-phenyl)-3,3-dimethyl-4,4-dioxo-4λ⁶-[1,4]oxathian-2-ylmethyl]-1H-[1,2,4]triazole
• 英文别名: 2-(2,4-Difluorophenyl)-3,3-dimethyl-2-(1,2,4-triazol-1-ylmethyl)-1,4-oxathiane 4,4-dioxide
• 化学式: C₁₅H₁₇F₂N₃O₃S
• 分子量: 357.381
• InChiKey: ICVCQTPFHIHJFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  82.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[2-(2,4-Difluoro-phenyl)-3,3-dimethyl-4,4-dioxo-4λ⁶-[1,4]oxathian-2-ylmethyl]-1H-[1,2,4]triazole 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以62%的产率得到1-[(2R,5R)-2-(2,4-Difluoro-phenyl)-3,3,5-trimethyl-4,4-dioxo-4λ⁶-[1,4]oxathian-2-ylmethyl]-1H-[1,2,4]triazole
  参考文献：
  名称：

  Synthesis and antifungal activity of new azole derivatives containing an oxathiane ring

  摘要：

  A series of azole derivatives containing an oxathiane ring, which were designed to simulate the D ring of lanosterol, were synthesized and evaluated for their antifungal activity. 3,3-Dimethyl derivatives showed potent activity against murine systemic candidosis and aspergillosis, whereas (2R*,3R*)-3-monomethyl derivatives showed only weak activity in both in vitro and in vivo. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00435-0
• 作为产物：
  描述：

  2-(2,4-Difluoro-phenyl)-3-(2-hydroxy-ethylsulfanyl)-3-methyl-1-[1,2,4]triazol-1-yl-butan-2-ol 在 sodium tungstate 、 双氧水 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.0h， 生成 1-[2-(2,4-Difluoro-phenyl)-3,3-dimethyl-4,4-dioxo-4λ⁶-[1,4]oxathian-2-ylmethyl]-1H-[1,2,4]triazole
  参考文献：
  名称：

  Synthesis and antifungal activity of new azole derivatives containing an oxathiane ring

  摘要：

  A series of azole derivatives containing an oxathiane ring, which were designed to simulate the D ring of lanosterol, were synthesized and evaluated for their antifungal activity. 3,3-Dimethyl derivatives showed potent activity against murine systemic candidosis and aspergillosis, whereas (2R*,3R*)-3-monomethyl derivatives showed only weak activity in both in vitro and in vivo. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00435-0