N-(p-tolyl)-2-(3,4,5-trimethoxybenzylidene)hydrazine carbothioamide | 316131-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(p-tolyl)-2-(3,4,5-trimethoxybenzylidene)hydrazine carbothioamide
• 英文别名: 1-(4-Methylphenyl)-3-[(3,4,5-trimethoxyphenyl)methylideneamino]thiourea
• CAS: 316131-53-0
• 化学式: C₁₈H₂₁N₃O₃S
• 分子量: 359.449
• InChiKey: GJFLACATZNZMJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  96.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(p-tolyl)-2-(3,4,5-trimethoxybenzylidene)hydrazine carbothioamide 在 ammonium iron(III) sulfate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 N-(4-methylphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  One-pot synthesis and anticancer studies of 2-arylamino-5-aryl-1,3,4-thiadiazoles

  摘要：

  A series of 2-arylamino-5-aryl-1,3,4-thiadiazoles 1a-j were synthesized and screened for their anticancer activity against various human cancer cell lines. The novel one-pot synthesis of 1,3,4-thiadiazoles was achieved by refluxing aryl aldehydes, hydrazine hydrate, and aryl isothiocyanates in methanol followed by oxidative cyclization with ferric ammonium sulfate. The compounds 1g-j with trimethoxyphenyl at the C-5 position displayed extremely potent anticancer activity with at least twofold selectivity (IC(50): 4.3-9.2 mu M). The nature of substituent on the C-2 arylamino ring may be critical in opting for the selectivity towards a particular cancer cell. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.083
• 作为产物：
  描述：

  4-tolyl thiocyanate 在 一水合肼 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 4.0h， 生成 N-(p-tolyl)-2-(3,4,5-trimethoxybenzylidene)hydrazine carbothioamide
  参考文献：
  名称：

  Synthesis, Characterization, Antibacterial, Antifungal and Antimalarial Study of Mixed Ligand Metal Complexes Derived from Azo Quinoline with Thiosemicarbazone

  摘要：

  合成了含有偶氮基喹啉和硫脲半胱氨酸的混合配体金属络合物，包括Mn（II）、Co（II）、Ni（II）、Cu（II）、Zn（II）和Cd（II）金属离子。所有金属（II）配合物的结构和可能的几何结构均通过红外光谱、质谱、元素分析、热重-差热分析、电子光谱（紫外线）、磁化率和摩尔电导率进行了分析和支持。合成的化合物被用于抗菌、抗真菌和抗疟疾活性的研究。抗微生物活性是针对细菌（两种革兰氏阳性细菌和两种革兰氏阴性细菌）、三种真菌菌株和一种疟原虫进行的。

  DOI：

  10.14233/ajchem.2021.23110

文献信息

• Synthesis, Characterization, Antibacterial, Antifungal and Antimalarial Study of Mixed Ligand Metal Complexes Derived from Azo Quinoline with Thiosemicarbazone
  作者：S.S. Borhade、P.T. Tryambake

  DOI：10.14233/ajchem.2021.23110

  日期：2021.3.31

  Mixed ligand metal complexes of azo quinoline and thiosemicarbazone with Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) metal ions were synthesized. The structure and possible geometry of all the metal(II) complexes were analyzed and supported by IR, mass spectrum, elemental analysis, TG-DTA, electronic spectra (UV), magnetic susceptibility and molar conductance. The synthesized compounds were studied for their antibacterial, antifungal and antimalarial activities. The antimicrobial activity was carried out against bacteria (two Gram-positive bacteria and two Gram-negative bacteria), three fungal strain and one malarial pathogen

  合成了含有偶氮基喹啉和硫脲半胱氨酸的混合配体金属络合物，包括Mn（II）、Co（II）、Ni（II）、Cu（II）、Zn（II）和Cd（II）金属离子。所有金属（II）配合物的结构和可能的几何结构均通过红外光谱、质谱、元素分析、热重-差热分析、电子光谱（紫外线）、磁化率和摩尔电导率进行了分析和支持。合成的化合物被用于抗菌、抗真菌和抗疟疾活性的研究。抗微生物活性是针对细菌（两种革兰氏阳性细菌和两种革兰氏阴性细菌）、三种真菌菌株和一种疟原虫进行的。
• One-pot synthesis and anticancer studies of 2-arylamino-5-aryl-1,3,4-thiadiazoles
  作者：Dalip Kumar、Buchi Reddy Vaddula、Kuei-Hua Chang、Kavita Shah

  DOI：10.1016/j.bmcl.2011.02.083

  日期：2011.4

  A series of 2-arylamino-5-aryl-1,3,4-thiadiazoles 1a-j were synthesized and screened for their anticancer activity against various human cancer cell lines. The novel one-pot synthesis of 1,3,4-thiadiazoles was achieved by refluxing aryl aldehydes, hydrazine hydrate, and aryl isothiocyanates in methanol followed by oxidative cyclization with ferric ammonium sulfate. The compounds 1g-j with trimethoxyphenyl at the C-5 position displayed extremely potent anticancer activity with at least twofold selectivity (IC(50): 4.3-9.2 mu M). The nature of substituent on the C-2 arylamino ring may be critical in opting for the selectivity towards a particular cancer cell. (C) 2011 Elsevier Ltd. All rights reserved.