1-ethyl-3-[4-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)phenyl]thiourea | 134150-39-3

• 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-ethyl-3-[4-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)phenyl]thiourea
• CAS: 134150-39-3
• 化学式: C₁₁H₁₂N₄OS₂
• 分子量: 280.374
• InChiKey: NXLQPHHBJNNPFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  65.88
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  5-(4-氨基苯基)-1,3,4-二唑-2(3H)-硫酮 、 异硫氰酸乙酯 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以75%的产率得到1-ethyl-3-[4-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)phenyl]thiourea
  参考文献：
  名称：

  N- [4- (3H-1,3,4-oxadiazoline-2-thion-5-yl) 苯基] -N'-取代的硫脲：合成和抗微生物活性

  摘要：

  各种药理特性与 3H-1,3,4-oxadiazoline-2-thione 衍生物有关。这些包括抗惊厥 1-4) 和杀真菌 5) 特性。另一方面，硫脲衍生物具有抗植物病毒 6)、杀病毒 7)、抑制生长 8-10) 和除草剂 11) 的活性。所有这些数据促使我们将这些部分组合成一个分子。测试合成的化合物对七种微生物的抗菌活性。

  DOI：

  10.1002/ardp.19913240312

文献信息

• The structure–antituberculosis activity relationships study in a series of 5-aryl-2-thio-1,3,4-oxadiazole derivatives
  作者：Fliur Macaev、Zinaida Ribkovskaia、Serghei Pogrebnoi、Veaceslav Boldescu、Ghenadie Rusu、Nathaly Shvets、Anatholy Dimoglo、Athina Geronikaki、Robert Reynolds

  DOI：10.1016/j.bmc.2011.09.038

  日期：2011.11

  A series of 82 5-aryl-2-thio-1,3,4-oxadiazole derivatives were screened for their anti-mycobacterial activities against Mycobacterium tuberculosis H37Rv. The synthesized compounds 30-37 appeared to be the most active derivatives exhibiting more than 90% inhibition of mycobacterial growth at 12.5 mu g/mL. Structure-activity relationships study was performed for the given series by using the electronic-topological method combined with neural networks (ETM-NN). A system for the anti-mycobacterial activity prediction was developed as the result of training associative neural network (ASNN) with weights calculated from projections of a compound and each pharmacophoric fragment found on the elements of the Kohonen's self-organizing maps (SOMs). From the detailed analysis of all compounds under study, the necessary requirements for a compound to possess antituberculosis activity have been formulated. The analysis has shown that any requirement's violation for a molecule implies a considerable decrease or even complete loss of its activity. Molecular docking studies of the compounds allowed shedding light on the binding mode of these novel anti-mycobacterial inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.
• ROLLAS, SEVIM;BUYUKTIMKIN, SERVET;CEVIKBAS, ADILE, ARCH. PHARM., 324,(1991) N, C. 189-190
  作者：ROLLAS, SEVIM、BUYUKTIMKIN, SERVET、CEVIKBAS, ADILE

  DOI：——

  日期：——
• N-[4-(3H-1,3,4-Oxadiazoline-2-thion-5-yl)phenyl]-N′-substituted Thioureas: Synthesis and Antimicrobiological Activities
  作者：Sevim Rollas、Servet Büyüktimkin、Adile Çevikbas

  DOI：10.1002/ardp.19913240312

  日期：——

  Diverse pharmacological properties are associated with 3H‐1,3,4‐oxadiazoline‐2‐thione derivatives. These include anticonvulsant1—4) and fungicidal5) properties. On the other hand thiourea derivatives possess antiphytoviral6), virucidal7), growth inhibitory8—10), and herbicide11) activities. All these data prompted us to combine these moieties into a single molecule. The compounds synthesized were tested

  各种药理特性与 3H-1,3,4-oxadiazoline-2-thione 衍生物有关。这些包括抗惊厥 1-4) 和杀真菌 5) 特性。另一方面，硫脲衍生物具有抗植物病毒 6)、杀病毒 7)、抑制生长 8-10) 和除草剂 11) 的活性。所有这些数据促使我们将这些部分组合成一个分子。测试合成的化合物对七种微生物的抗菌活性。