1-benzoyl-4-p-bromophenyl thiosemicarbazide | 38240-75-4

• 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-benzoyl-4-p-bromophenyl thiosemicarbazide
• 英文别名: 1-benzoyl-4-(4-bromophenyl)thiosemicarbazide；1-Benzoyl-4-(4-brom-phenyl)-thiosemicarbazid；1-benzamido-3-(4-bromophenyl)thiourea
• CAS: 38240-75-4
• 化学式: C₁₄H₁₂BrN₃OS
• 分子量: 350.239
• InChiKey: ZBKOXBDJKHGGQL-UHFFFAOYSA-N

物化性质

• 熔点：
  198 °C
• 密度：
  1.566±0.06 g/cm3(Predicted)
• 溶解度：
  14.1 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzoyl-4-p-bromophenyl thiosemicarbazide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.5h， 生成 4-(4-bromophenyl)-5-phenyl-2-(pyrrolidin-1-ylmethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  微生物活性曼尼希碱衍生自 1,2,4-三唑。C-5取代基对抗菌活性的影响。

  摘要：

  我们的研究证明，C-5 取代基的化学性质显着决定了衍生自 4,5-二取代 1,2,4-三唑-3-硫酮的曼尼希碱的抗菌活性。通过在苯环中引入氯原子，该活性显着​​增加。获得的化合物对机会性细菌（枯草芽孢杆菌和蜡状芽孢 杆菌）特别有效。某些曼尼希碱的抗菌活性与氨苄西林、头孢呋辛等常用抗生素的抗菌活性相似或更高。

  DOI：

  10.1007/s00044-012-0248-y
• 作为产物：
  描述：

  苯甲酸苯酯 在 一水合肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 3.5h， 生成 1-benzoyl-4-p-bromophenyl thiosemicarbazide
  参考文献：
  名称：

  1,3,4-Thiadiazole Derivatives. Synthesis, Structure Elucidation, and Structure−Antituberculosis Activity Relationship Investigation

  摘要：

  A series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized, the compounds structures were elucidated and screened for the antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system. Among the tested compounds, 2-phenylamino-5-(4-fluorophenyl)-1,3,4-thiadiazole 22 showed the highest inhibitory activity. The relationships between the structures of compounds and their antituberculosis activity were investigated by the Electronic-Topological Method (ETM) and feed forward neural networks (FFNNs) trained with the back-propagation algorithm. As a result of the approach, a system of pharmacophores and anti-pharmacophores has been found that effectively separates compounds of the examination set into groups of active and inactive compounds. The system can be applied to the screening and design of new active compounds possessing skeletons similar to those used in the present study.

  DOI：

  10.1021/jm0495632

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。
• Synthesis and Tuberculostatic Activity of Some 2-Piperazinmethylene Derivatives 1,2,4-Triazole-3-Thiones
  作者：Henryk Foks、Mieczyslaw Janowiec、Zofia Zwolska、Ewa Augustynowicz-Kopeć

  DOI：10.1080/104265090517280

  日期：2005.2

  The Mannich. reaction's products of 1,2,4-triazole-3-thiones, substituted in position 4 (with ethyl, allyl, phenyl, Ph-4-Br) or 5 (with phenyl, Ph-4-OH, Ph-3,4,5-(OMe)(3), 2-phenyl) were obtained. Their amino-components were 1-phenylpiperazine, 1-(4-fluorophenyl)-piperazine, 1-benzylpiperazine, 1-(2-pyridyl)-piperazine and 1-piperonyl-piperazine. Tuberculostatic activity of the compounds obtained was tested in vitro and their MIC values within 25-100 mcg/mL.
• Synthesis of New 1,2,4-Triazole-5-Thiones and Their Thioglycoside Derivatives as Potential Antibacterial Agents
  作者：Karim Akbari Dilmaghani、Fazel Nasuhi Pur、Nima Hoseini Jazani、Asma Alavi、Zahra Niknam、Farrin Mirfakhraee

  DOI：10.1080/10426507.2013.789877

  日期：2014.1

  The glycosylation of 1,2,4-triazole-5-thiones has been performed with peracetylated -pyranosyl bromide in the presence of potassium carbonate. The synthesized compounds were tested for their antimicrobial activity against bacterial (Gram-negative and Gram-positive) and yeasts strains in vitro. The synthetic compounds showed different inhibition zones against tested bacterial and yeasts strains. Among them, compounds which possessed 2-furyl and p-bromophenyl moieties showed the best results against Acinetobacter calcoaceticus ATCC 23055.
• AN EFFICIENT SOLID-STATE METHOD FOR THE PREPARATION OF ACYL THIOSEMICARBAZIDES
  作者：Jian-Ping Li、Qian-Fu Luo、Yu-Lu Wang、Hong Wang

  DOI：10.1081/scc-100104325

  日期：2001.1

  Solid-state syntheses of acyl thiosemicarbazides are reported for the first time. Eleven acyl thiosemicarbazides have been synthesized at room temperature in excellent yields (84.5 similar to 91.0%). Among them, eight compounds 3a, 3d, 3e, 3g-k are new. The reaction proves to be extremely simple and highly efficient (in 6 similar to 18 min).