1,4-phenylene bis(4-phenylthiosemicarbazide) | 21084-66-2

• 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: 1,4-phenylene bis(4-phenylthiosemicarbazide)
• 英文别名: 2,2'-terephthaloylbis(N-phenylhydrazine carbothioamide)；di-(N-phenylthiocarbamido)terephthalamide；2-(4-{[2-(Anilinocarbothioyl)hydrazino]carbonyl}benzoyl)-N-phenylhydrazinecarbothioamide；1-phenyl-3-[[4-[(phenylcarbamothioylamino)carbamoyl]benzoyl]amino]thiourea
• CAS: 21084-66-2
• 化学式: C₂₂H₂₀N₆O₂S₂
• 分子量: 464.572
• InChiKey: LOSQMFMVFDXNEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  171
• 氢给体数：
  6
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-phenylene bis(4-phenylthiosemicarbazide) 在 sodium hydroxide 、 碘 、 potassium iodide 作用下， 以 乙醇 为溶剂， 生成 5,5'-(1,4-phenylene)bis(2-phenylamino-1,3,4-oxadiazole)
  参考文献：
  名称：

  Synthesis and Biological Activities of Novel 1,4-Bridged Bis-1,2,4-Triazoles, Bis-1,3,4-Thiadiazoles and Bis-1,3,4-Oxadiazoles

  摘要：

  The terephthalic acid hydrazide (1) reacted with phenyl / benzyl isothiocyanate 2a,b to yield the corresponding bis-thiosemicarbazides 4a,b, via acid hydrolysis of the intermediate 3 whereas cyclization of 4 gave the bis-1,2,4-triazoles 5,6 and bis-1,3,4-thiadiazoles 7,8. Similarly, compound 1 reacted with phenyl isocyanate 9 to give the bis-semicarbazide 10, which was cyclized to the bis-oxadiazole 11 and/or bis-1,2,4-triazole 12 in POCl3 and NaOH respectively,

  DOI：

  10.1080/104265090509199
• 作为产物：
  描述：

  对苯二甲酰氯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 1,4-phenylene bis(4-phenylthiosemicarbazide)
  参考文献：
  名称：

  从对苯二甲酰氯和间苯二甲酰氯合成一些新型双-1,2,4-三唑和双-1,3,4-噻二唑衍生物

  摘要：

  摘要 描述了一种以对苯二甲酰氯和间苯二甲酰氯为原料有效合成新型双 1,2,4-三唑和双 1,3,4-噻二唑衍生物的方法。对苯二甲酰或间苯二甲酰氯在回流的乙醇中与水合肼反应，得到相应的双酰肼衍生物。这些化合物与异硫氰酸酯进一步反应得到双氨基硫脲衍生物，然后在硫酸存在下环化成双-1,3,4-噻二唑。这些化合物在氢氧化钠存在下的环化导致双-1,2,4-三唑-3-硫醇的形成。这些化合物的结构通过红外、核磁共振和元素分析表征。

  DOI：

  10.1515/hc-2013-0035

文献信息

• Synthesis and molecular docking of some new bis-thiadiazoles as anti-hypertensive α-blocking agents
  作者：Waleed A. M. A. El-Enany、Sobhi M. Gomha、Ahmed K El-Ziaty、Wesam Hussein、Mohamed M. Abdulla、Shaimaa A. Hassan、Hanan A. Sallam、Rania S. Ali

  DOI：10.1080/00397911.2019.1683207

  日期：2020.1.2

  Moreover, all the novel synthesized derivatives were screened for their antihypertensive α-blocking efficacy against to assess their pharmaceutical significance. The encouraging promising results obtained from antihypertensive α-blocking activity studies on the newly synthesized derivatives make the synthesis of a new series of these compounds and studying of their pharmaceutical importance an active

  摘要 通过 2,2'-对苯二甲酰双（N-苯基肼碳硫酰胺）与多种腙酰氯在含有催化量 TEA 的乙醇中反应，以高收率合成了 12 种双噻二唑衍生物。所有新合成的化合物均通过物理和化学工具（FT-IR、1H NMR、13C NMR 和质谱）进行表征。此外，筛选了所有新型合成衍生物的抗高血压 α 阻断功效，以评估其药学意义。从对新合成衍生物的抗高血压 α 阻断活性研究中获得的令人鼓舞的有希望的结果使这些化合物的新系列的合成及其药物重要性的研究成为越来越多研究的活跃领域。最活跃的衍生物 15b 针对人多巴胺 D3 受体的分子对接由分子操作环境 (MOE 2014. 0901) 程序执行。图形概要
• Synthesis and Antiproliferative and Antilipolytic Activities of a Series of 1,3- and 1,4-Bis[5-(R-sulfanyl)-1,2,4-triazol-3-yl)benzenes
  作者：M. Shkoor、H. Tashtoush、M. Al-Talib、I. Mhaidat、Y. Al-Hiari、V. Kasabri、S. Alalawi

  DOI：10.1134/s1070428021070149

  日期：2021.7
• New Bis-4H-1,2,4-triazoles and Their In Vitro Study as DNA Methylation Inhibitors
  作者：S. V. Dilanyan、T. R. Hovsepyan、L. E. Nersesyan、A. S. Agaronyan、I. S. Danielyan、N. S. Minasyan、A. A. Harutyunyan

  DOI：10.1134/s1070363220050047

  日期：2020.5

  Bis-1,2,4-triazoles with aryl and alkyl linkers were synthesized. In order to increase their hydrophilicity and potential biological activity, pharmacophore electron-deficient groups (carboxylic, carboxamide, nitrile) were introduced into the molecule. Functionalized compounds revealed a new type of biological activity such as inhibition of the level of methylation of tumor DNA.
• Deohate, Pradip P.; Berad, Journal of the Indian Chemical Society, 2008, vol. 85, # 10, p. 1050 - 1054
  作者：Deohate, Pradip P.、Berad

  DOI：——

  日期：——
• <b>Synthesis and Biological Activities of Novel 1,4-Bridged Bis-1,2,4-Triazoles, Bis-1,3,4-Thiadiazoles and Bis-1,3,4-Oxadiazoles</b>
  作者：R. M. Shaker、A. F. Mahmoud、F. F. Abdel-Latif

  DOI：10.1080/104265090509199

  日期：2005.2

  The terephthalic acid hydrazide (1) reacted with phenyl / benzyl isothiocyanate 2a,b to yield the corresponding bis-thiosemicarbazides 4a,b, via acid hydrolysis of the intermediate 3 whereas cyclization of 4 gave the bis-1,2,4-triazoles 5,6 and bis-1,3,4-thiadiazoles 7,8. Similarly, compound 1 reacted with phenyl isocyanate 9 to give the bis-semicarbazide 10, which was cyclized to the bis-oxadiazole 11 and/or bis-1,2,4-triazole 12 in POCl3 and NaOH respectively,