3,4-difluoroacetophenonethiosemicarbazone

• 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: 3,4-difluoroacetophenonethiosemicarbazone
• 英文别名: [1-(3,4-Difluorophenyl)ethylideneamino]thiourea；[1-(3,4-difluorophenyl)ethylideneamino]thiourea
• 化学式: C₉H₉F₂N₃S
• mdl: MFCD21102032
• 分子量: 229.253
• InChiKey: LOWPEBNRIIKSJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  82.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  水 、 3,4-difluoroacetophenonethiosemicarbazone 、 sodium tetrachloropalladate 以 甲醇 为溶剂， 反应 4.0h， 以54%的产率得到cis-palladium(II)diaqua(3,4-difluoroacetophenonethiosemicarbazone) complex
  参考文献：
  名称：

  Synthesis and spectroscopic characterization of 3,4-difluoroacetophenone-thiosemicarbazone and its palladium(II) complex: Evaluation of antimicrobial and antitumour activity

  摘要：

  A new cis-palladium(II)diaqua(3,4-difluoroacetophenonethiosemicarbazone complex (Pd(II) complex) is synthesized using 3,4-difluoroacetophenonethiosemicarbazone(L). The L and its Pd(II) complex are characterized and confirmed by elemental analyses, electrochemical analyses, FT-IR, FT-Raman, UV-Vis, HRMS and LC-MS techniques. Ligand L is further characterized by H-1, C-13 and F-19 NMR spectroscopy. The crystal structure of L is unambiguously characterized by single X-ray crystallography. The ligand (L) belongs to monoclinic system with P2(1)/C space group and the unit cell parameters are a(angstrom) = 9.1144(7), b(angstrom) = 13.7928(7), c(angstrom) = 8.4174(5), alpha(degrees)= 90, beta(degrees) = 100.715, gamma(degrees) = 90 and volume V(A(3))= 1039.73(11). The Raman bands observed for the L and its Pd(II) complex are in good agreement with the FT-IR spectral data. The Pd(II) complex is found to be highly efficient in inhibiting the growth of human pathogens like Salmonella typhimurium and Klebsiella pneumonia with MIC value 10.0 mu g/mL whose inhibition zones are almost comparable with the standard antibiotic. The synthesized compounds have shown antiproliferative activity against the human breast cancer cell lines MDA-MB231 by intermitting the regular pathway of ribonucleotidereductase. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.06.071
• 作为产物：
  描述：

  3',4'-二氟苯乙酮 、 氨基硫脲 以 乙醇 为溶剂， 反应 3.0h， 以89%的产率得到3,4-difluoroacetophenonethiosemicarbazone
  参考文献：
  名称：

  Synthesis and spectroscopic characterization of 3,4-difluoroacetophenone-thiosemicarbazone and its palladium(II) complex: Evaluation of antimicrobial and antitumour activity

  摘要：

  A new cis-palladium(II)diaqua(3,4-difluoroacetophenonethiosemicarbazone complex (Pd(II) complex) is synthesized using 3,4-difluoroacetophenonethiosemicarbazone(L). The L and its Pd(II) complex are characterized and confirmed by elemental analyses, electrochemical analyses, FT-IR, FT-Raman, UV-Vis, HRMS and LC-MS techniques. Ligand L is further characterized by H-1, C-13 and F-19 NMR spectroscopy. The crystal structure of L is unambiguously characterized by single X-ray crystallography. The ligand (L) belongs to monoclinic system with P2(1)/C space group and the unit cell parameters are a(angstrom) = 9.1144(7), b(angstrom) = 13.7928(7), c(angstrom) = 8.4174(5), alpha(degrees)= 90, beta(degrees) = 100.715, gamma(degrees) = 90 and volume V(A(3))= 1039.73(11). The Raman bands observed for the L and its Pd(II) complex are in good agreement with the FT-IR spectral data. The Pd(II) complex is found to be highly efficient in inhibiting the growth of human pathogens like Salmonella typhimurium and Klebsiella pneumonia with MIC value 10.0 mu g/mL whose inhibition zones are almost comparable with the standard antibiotic. The synthesized compounds have shown antiproliferative activity against the human breast cancer cell lines MDA-MB231 by intermitting the regular pathway of ribonucleotidereductase. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.06.071

文献信息

• Synthesis and spectroscopic characterization of 3,4-difluoroacetophenone-thiosemicarbazone and its palladium(II) complex: Evaluation of antimicrobial and antitumour activity
  作者：M. Jagadeesh、H.K. Rashmi、Y. Subba Rao、A. Sreenath Reddy、B. Prathima、P. Uma Maheswari Devi、A. Varada Reddy

  DOI：10.1016/j.saa.2013.06.071

  日期：2013.11

  A new cis-palladium(II)diaqua(3,4-difluoroacetophenonethiosemicarbazone complex (Pd(II) complex) is synthesized using 3,4-difluoroacetophenonethiosemicarbazone(L). The L and its Pd(II) complex are characterized and confirmed by elemental analyses, electrochemical analyses, FT-IR, FT-Raman, UV-Vis, HRMS and LC-MS techniques. Ligand L is further characterized by H-1, C-13 and F-19 NMR spectroscopy. The crystal structure of L is unambiguously characterized by single X-ray crystallography. The ligand (L) belongs to monoclinic system with P2(1)/C space group and the unit cell parameters are a(angstrom) = 9.1144(7), b(angstrom) = 13.7928(7), c(angstrom) = 8.4174(5), alpha(degrees)= 90, beta(degrees) = 100.715, gamma(degrees) = 90 and volume V(A(3))= 1039.73(11). The Raman bands observed for the L and its Pd(II) complex are in good agreement with the FT-IR spectral data. The Pd(II) complex is found to be highly efficient in inhibiting the growth of human pathogens like Salmonella typhimurium and Klebsiella pneumonia with MIC value 10.0 mu g/mL whose inhibition zones are almost comparable with the standard antibiotic. The synthesized compounds have shown antiproliferative activity against the human breast cancer cell lines MDA-MB231 by intermitting the regular pathway of ribonucleotidereductase. (C) 2013 Elsevier B.V. All rights reserved.