[（5-甲基-4-苯基-4H-1,2,4-三唑-3-基）硫代]乙酸 | 200815-83-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: [（5-甲基-4-苯基-4H-1,2,4-三唑-3-基）硫代]乙酸
• 英文名称: ((4-phenyl-5-methyl-4H-1,2,4-triazol-3-yl)sulfanyl) aceticacid
• 英文别名: 2-[(5-methyl-4-phenyl-1H-1,2,4-triazol-4-ium-3-yl)sulfanyl]acetate
• CAS: 200815-83-4
• 化学式: C₁₁H₁₁N₃O₂S
• mdl: MFCD02227063
• 分子量: 249.293
• InChiKey: QZDIYPFBSRPWTC-UHFFFAOYSA-N

物化性质

• 沸点：
  501.5±52.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  93.3
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  [（5-甲基-4-苯基-4H-1,2,4-三唑-3-基）硫代]乙酸 、 邻氯苯胺 在 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 为溶剂， 反应 1.0h， 生成 N-(2-chlorophenyl)-2-[(5-methyl-4-phenyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
  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：

  1-乙酰氨基-3-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 [（5-甲基-4-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

文献信息

• Synthesis and <i>in vitro</i> antimicrobial activity of new 4-phenyl-5-methyl-4<i>H</i>-1,2,4-triazole-3-thione derivatives
  作者：Łukasz Popiołek、Urszula Kosikowska、Maria Dobosz、Anna Malm

  DOI：10.3109/14756366.2011.653352

  日期：2013.6.1

  presents the synthesis, spectral analysis and antimicrobial evaluation of a new series of substituted 1,2,4-triazole (5a-i) and 1,3,4-thiadiazole derivatives (9a, c, g, h). New compounds were obtained by cyclization reaction of acyl thiosemicarbazide derivatives in the presence of alkaline and acidic media. All synthesized compounds were screened for their in vitro antimicrobial activities. Nine of the

  这项研究提出了一系列新的取代的1,2,4-三唑（5a-i）和1,3,4-噻二唑衍生物（9a，c，g，h）的合成，光谱分析和抗菌评估。在碱性和酸性介质存在下，通过酰基硫代氨基脲化合物的环化反应获得新化合物。筛选所有合成的化合物的体外抗菌活性。其中的九种化合物具有抗革兰氏阳性细菌的潜在活性（MIC = 3.91-500 µg / mL）。一些化合物表现出良好的活性，尤其是针对以下化合物：黄褐微球菌ATCC 10240（MIC = 3.91-31.25 µg / mL），枯草芽孢杆菌ATCC 6633（MIC = 15.63-62.5 µg / mL）和金黄色葡萄球菌ATCC 25923（MIC = 15.63-125 µg / mL）。