N(4)-meta-tolyl 2-acetylpyridine thiosemicarbazone | 949156-57-4

• 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: N(4)-meta-tolyl 2-acetylpyridine thiosemicarbazone
• 英文别名: H2Ac4mT；1-(m-Tolyl)-3-[1-(2-pyridyl)ethylideneamino]thiourea；1-(3-methylphenyl)-3-[(E)-1-pyridin-2-ylethylideneamino]thiourea
• CAS: 949156-57-4
• 化学式: C₁₅H₁₆N₄S
• 分子量: 284.385
• InChiKey: ANJKHGQGRYJRCY-LDADJPATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 N(4)-meta-tolyl 2-acetylpyridine thiosemicarbazone 以 乙醇 为溶剂， 以82%的产率得到chloro(N(4)-m-tolyl-2-acetylpyridine-thiosemicarbazonato)copper(II)
  参考文献：
  名称：

  Coordination to copper(II) strongly enhances the in vitro antimicrobial activity of pyridine-derived N(4)-tolyl thiosemicarbazones

  摘要：

  Five copper(II) complexes with N(4)-ortho, N(4)-meta and N(4)-para-tolyl thiosemicarbazones derived from 2-formyl and 2-acetylpyridine were obtained and thoroughly characterized. The crystal structure of N(4)-meta-tolyl-2-acetylpyridine thiosemicarbazone (H2Ac4mT) was determined, as well as that of its copper(II) complex [Cu(2Ac4mT)Cl], which contains an anionic ligand and a chloride in the coordination sphere of the metal. The in vitro antimicrobial activities of all thiosemicarbazones and their copper(II) complexes were tested against Salmonella typhinturium and Candida albicans. Upon coordination a substantial decrease in the minimum inhibitory concentration, from 225 to 1478 mu mol L-1 for the thiosernicarbazones to 5-30 mu mol L-1 for the complexes was observe against the growth of Salmonella typhimurium and from 0.7-26 to 0.3-7 mu mol L-1 against the growth of C albicans, suggesting that complexation to copper(II) could be an interesting strategy of dose reduction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.03.002

文献信息

• Coordination to copper(II) strongly enhances the in vitro antimicrobial activity of pyridine-derived N(4)-tolyl thiosemicarbazones
  作者：Isolda C. Mendes、Juliana P. Moreira、Antonio S. Mangrich、Solange P. Balena、Bernardo L. Rodrigues、Heloisa Beraldo

  DOI：10.1016/j.poly.2007.03.002

  日期：2007.8

  Five copper(II) complexes with N(4)-ortho, N(4)-meta and N(4)-para-tolyl thiosemicarbazones derived from 2-formyl and 2-acetylpyridine were obtained and thoroughly characterized. The crystal structure of N(4)-meta-tolyl-2-acetylpyridine thiosemicarbazone (H2Ac4mT) was determined, as well as that of its copper(II) complex [Cu(2Ac4mT)Cl], which contains an anionic ligand and a chloride in the coordination sphere of the metal. The in vitro antimicrobial activities of all thiosemicarbazones and their copper(II) complexes were tested against Salmonella typhinturium and Candida albicans. Upon coordination a substantial decrease in the minimum inhibitory concentration, from 225 to 1478 mu mol L-1 for the thiosernicarbazones to 5-30 mu mol L-1 for the complexes was observe against the growth of Salmonella typhimurium and from 0.7-26 to 0.3-7 mu mol L-1 against the growth of C albicans, suggesting that complexation to copper(II) could be an interesting strategy of dose reduction. (c) 2007 Elsevier Ltd. All rights reserved.