4-(4-Methoxyphenyl)-5-methyl-4H-1,2,4-triazole-3-thiol | 68337-44-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-Methoxyphenyl)-5-methyl-4H-1,2,4-triazole-3-thiol
• 英文别名: 4-(4-methoxy-phenyl)-5-methyl-2,4-dihydro-[1,2,4]triazole-3-thione；4-(4-methoxyphenyl)-3-methyl-1H-1,2,4-triazole-5-thione
• CAS: 68337-44-0
• 化学式: C₁₀H₁₁N₃OS
• mdl: MFCD02231985
• 分子量: 221.283
• InChiKey: KLPXNKOOEUJDAN-UHFFFAOYSA-N

物化性质

• 熔点：
  202-204 °C
• 沸点：
  330.3±44.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-Methoxyphenyl)-5-methyl-4H-1,2,4-triazole-3-thiol 在 硫酸二甲酯 作用下， 生成 4-(4-methoxyphenyl)-3-methyl-5-(methylthio)-4H-1,2,4-triazole monohydrochloride
  参考文献：
  名称：

  Heterocyclic derivatives of 1-(1,3-dioxolan-2-ylmethyl)-1H-imidazoles

  摘要：

  1-(1,3-二氧戊环-2-基甲基)-1H-咪唑的杂环衍生物，作为抗真菌和抗菌剂有效。

  公开号：

  US04160841A1
• 作为产物：
  描述：

  4-(4-甲氧基苯基)-3-硫代氨基甲酰肼 在 吡啶 、 sodium hydroxide 作用下， 以 氯仿 为溶剂， 反应 8.0h， 生成 4-(4-Methoxyphenyl)-5-methyl-4H-1,2,4-triazole-3-thiol
  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

• Antimicrobial and Physicochemical Characterizations of Thiosemicarbazide and <i>S</i>-Triazole Derivatives
  作者：Edyta Kuśmierz、Agata Siwek、Urszula Kosikowska、Anna Malm、Tomasz Plech、Andrzej Wróbel、Monika Wujec

  DOI：10.1080/10426507.2014.902831

  日期：2014.10.3

  GRAPHICAL ABSTRACT Abstract Two series of thiosemicarbazide derivatives and three series of s-triazole derivatives have been synthesized. All of these compounds were tested for their in vitro antibacterial activity against Gram-positive and Gram-negative bacterial strains. Among tested thiosemicarbazide derivatives, the best bioactivity was detected for two 1-formylthiosemicarbazides with 3-/4-tolyl

  图形摘要摘要已合成了两个系列氨基硫脲衍生物和三个系列的s-三唑衍生物。测试了所有这些化合物对革兰氏阳性和革兰氏阴性细菌菌株的体外抗菌活性。在测试的氨基硫脲衍生物中，检测到两种具有 3-/4-甲苯基取代（1 l，1 m）的 1-甲酰氨基硫脲的最佳生物活性（MIC 范围在 31.25 和 250 μg/mL 之间）。所有测试的 s-三唑衍生物的抗菌活性都低于它们的无环前体。
• Heterocyclic derivatives of
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04229460A1

  公开（公告）日：1980-10-21

  Heterocyclic derivatives of 1-(1,3-dioxolan-2-ylmethyl)-1H-1,2,4-triazoles useful as antifungal and antibacterial agents.

  1-(1,3-二氧杂环戊烷-2-基甲基)-1H-1,2,4-三唑的杂环衍生物，可用作抗真菌和抗菌剂。
• Hydrazine carboxamide derivatives of
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04229581A1

  公开（公告）日：1980-10-21

  Novel hydrazine carboxamide intermediates for making heterocyclic derivatives of 1-(1,3-dioxolan-2-ylmethyl)-1H-imidazoles and 1H-1,2,4-triazoles, useful as antifungal and antibacterial agents.

  新型肼基甲酰胺中间体，用于制备1-(1,3-二氧杂环戊烷-2-基甲基)-1H-咪唑和1H-1,2,4-三唑的杂环衍生物。这些衍生物可用作抗真菌和抗菌剂。
• Certain triazole-based compounds, compositions, and uses thereof
  申请人：Hodge Nicholas Carl

  公开号：US20050288347A1

  公开（公告）日：2005-12-29

  Thiotriazole-based chemical entities exhibiting ATP-utilizing enzyme inhibitory activity, methods of using such chemical entities, and compositions comprising such chemical entities, are described.

  描述了具有 ATP 利用酶抑制活性的硫代三唑类化学实体、使用此类化学实体的方法以及包含此类化学实体的组合物。
• Lin, Yang-i; Petty, S. R.; Lowell, F. M., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1077 - 1080
  作者：Lin, Yang-i、Petty, S. R.、Lowell, F. M.、Perkinson, N. A.、Lang, S. A.

  DOI：——

  日期：——