2-((5-甲基-4-(对甲苯基)-4H-1,2,4-三唑-3-基)硫代)乙酸 | 796067-59-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-((5-甲基-4-(对甲苯基)-4H-1,2,4-三唑-3-基)硫代)乙酸
• 中文别名: {[5-甲基-4-（4-甲基苯基）-4H-1,2,4-三唑-3-基]硫基}乙酸
• 英文名称: (5-Methyl-4-p-tolyl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetic acid
• 英文别名: 2-{[5-methyl-4-(4-methylphenyl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid；2-[[5-methyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
• CAS: 796067-59-9
• 化学式: C₁₂H₁₃N₃O₂S
• mdl: MFCD06370786
• 分子量: 263.32
• InChiKey: VGYSKBOFFYSREU-UHFFFAOYSA-N

物化性质

• 沸点：
  503.5±60.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-((5-甲基-4-(对甲苯基)-4H-1,2,4-三唑-3-基)硫代)乙酸 在 劳森试剂 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 13.0h， 生成 N-(2-chlorophenyl)-2-[[5-methyl-4-(p-tolyl)-1,2,4-triazol-3-yl]sulfanyl]thioacetamide
  参考文献：
  名称：

  Synthesis and biological evaluations of sulfanyltriazoles as novel HIV-1 non-nucleoside reverse transcriptase inhibitors

  摘要：

  A novel sulfanyltriazole was discovered as an HIV-1 non-nucleoside reverse transcriptase inhibitor via HTS using a cell-based assay. Chemical modifications and molecular modeling studies were carried out to establish its SAR and understand its interactions with the enzyme. These modifications led to the identification of sulfanyltriazoles with low nanomolar potency for inhibiting HIV-1 replication and promising activities against selected NNRTI resistant mutants. These novel and potent sulfanyltriazoles could serve as advanced leads for further optimization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.096
• 作为产物：
  描述：

  3-乙酰氨基-1-(4-甲基苯基)硫脲 在 sodium hydroxide 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 2-((5-甲基-4-(对甲苯基)-4H-1,2,4-三唑-3-基)硫代)乙酸
  参考文献：
  名称：

  Synthesis and biological evaluations of sulfanyltriazoles as novel HIV-1 non-nucleoside reverse transcriptase inhibitors

  摘要：

  A novel sulfanyltriazole was discovered as an HIV-1 non-nucleoside reverse transcriptase inhibitor via HTS using a cell-based assay. Chemical modifications and molecular modeling studies were carried out to establish its SAR and understand its interactions with the enzyme. These modifications led to the identification of sulfanyltriazoles with low nanomolar potency for inhibiting HIV-1 replication and promising activities against selected NNRTI resistant mutants. These novel and potent sulfanyltriazoles could serve as advanced leads for further optimization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.096