5-ethyl-5-methyl-2-phenyl-[1,2,4]triazolidine-3-thione | 39263-69-9

• 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: 5-ethyl-5-methyl-2-phenyl-[1,2,4]triazolidine-3-thione
• 英文别名: 5-Ethyl-5-methyl-2-phenyl-1,2,4-triazolidine-3-thione
• CAS: 39263-69-9
• 化学式: C₁₁H₁₅N₃S
• 分子量: 221.326
• InChiKey: HTXUDEXIYYPGEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  59.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  potassium thioacyanate 、 苯肼 、 丁酮 在 盐酸 作用下， 以 水 为溶剂， 反应 16.0h， 以64%的产率得到5-ethyl-5-methyl-2-phenyl-[1,2,4]triazolidine-3-thione
  参考文献：
  名称：

  1,2,4-三唑烷-3-硫酮作为抗多重耐药鲍曼不动杆菌的窄谱抗生素

  摘要：

  在过去的40年中，仅开发了两类新的抗生素，因此迫切需要新的抗生素来解决多重耐药性和广泛耐药性细菌（尤其是革兰氏阴性细菌）日益严重的问题。在这封信中描述的是1,2,4-三唑烷-3-硫酮作为窄谱抗生素的合成和抗生素活性。1,2,4-三唑烷-3-硫酮骨架的优化确定了一种对多种菌株具有多重耐药性和广泛耐药性的鲍曼不动杆菌具有有效抗生素活性的小分子。这个小分子还在鲍曼不动杆菌的马洛菌（Galleria mellonella）感染模型中显示了单剂量的体内活性。 代表着针对这种细菌病原体的一类药物的开发有希望的开端。

  DOI：

  10.1021/acsmedchemlett.6b00296

文献信息

• [EN] 1,2,4-TRIAZOLIDINE-3-THIONE DERIVATIVES AND USES THEREOF<br/>[FR] DÉRIVÉS DE 1,2,4-TRIAZOLIDINE-3-THIONE ET LEURS UTILISATIONS
  申请人：UNIV NORTH CAROLINA STATE

  公开号：WO2018035291A1

  公开（公告）日：2018-02-22

  The present invention relates to 1,2,4-triazolidine-3-thione compounds, compositions, and methods for the treatment or prevention of bacterial infections (for example, bacterial infections due to Acinetobacter).

  本发明涉及1,2,4-三唑烷-3-硫酮化合物、组合物和用于治疗或预防细菌感染（例如由不动杆菌引起的细菌感染）的方法。
• METHODS AND COMPOSITIONS FOR MODULATING RAD51 AND HOMOLOGOUS RECOMBINATION
  申请人：Connell Philip P.

  公开号：US20100248371A1

  公开（公告）日：2010-09-30

  The present invention concerns methods and compositions involving inhibitors and enhancers of RAD51, a protein involved in homologous recombination. In some embodiments, the present invention concerns methods for stimulating homologous recombination, which has a number of significant research and clinical applications. In certain other embodiments, there are methods for protecting cells using a compound that enhances RAD51 activity. Such enhancers may also be employed to prevent or reduce damage to cells that may be caused by DNA damaging agents. In other embodiments, there are methods for sensitizing cells to the effects of DNA damaging agents, which can have particular applications for cancer patients. In some embodiments of the invention, the RAD51 enhancer or inhibitor is a small molecule that directly affects RAD51 activity, such as its ability to promote filament formation.
• Methods and Compositions for Modulating Rad51 and Homologous Recombination
  申请人：The University of Chicago

  公开号：US20140142103A1

  公开（公告）日：2014-05-22

  The present invention concerns methods and compositions involving inhibitors and enhancers of RAD51, a protein involved in homologous recombination. In some embodiments, the present invention concerns methods for stimulating homologous recombination, which has a number of significant research and clinical applications. In certain other embodiments, there are methods for protecting cells using a compound that enhances RAD51 activity. Such enhancers may also be employed to prevent or reduce damage to cells that may be caused by DNA damaging agents. In other embodiments, there are methods for sensitizing cells to the effects of DNA damaging agents, which can have particular applications for cancer patients. In some embodiments of the invention, the RAD51 enhancer or inhibitor is a small molecule that directly affects RAD51 activity, such as its ability to promote filament formation.
• US9198914B2
  申请人：——

  公开号：US9198914B2

  公开（公告）日：2015-12-01
• 1,2,4-Triazolidine-3-thiones as Narrow Spectrum Antibiotics against Multidrug-Resistant <i>Acinetobacter baumannii</i>
  作者：William M. Huggins、Bradley M. Minrovic、Brendan W. Corey、Anna C. Jacobs、Roberta J. Melander、Roger D. Sommer、Daniel V. Zurawski、Christian Melander

  DOI：10.1021/acsmedchemlett.6b00296

  日期：2017.1.12

  With only two new classes of antibiotics developed in the last 40 years, novel antibiotics are desperately needed to combat the growing problem of multidrug-resistant and extensively drug resistant bacteria, particularly Gram-negative bacteria. Described in this letter is the synthesis and antibiotic activity of 1,2,4-triazolidine-3-thiones as narrow spectrum antibiotics. Optimization of the 1,2,4

  在过去的40年中，仅开发了两类新的抗生素，因此迫切需要新的抗生素来解决多重耐药性和广泛耐药性细菌（尤其是革兰氏阴性细菌）日益严重的问题。在这封信中描述的是1,2,4-三唑烷-3-硫酮作为窄谱抗生素的合成和抗生素活性。1,2,4-三唑烷-3-硫酮骨架的优化确定了一种对多种菌株具有多重耐药性和广泛耐药性的鲍曼不动杆菌具有有效抗生素活性的小分子。这个小分子还在鲍曼不动杆菌的马洛菌（Galleria mellonella）感染模型中显示了单剂量的体内活性。 代表着针对这种细菌病原体的一类药物的开发有希望的开端。