1,2-naphthoquinone-2-semicarbazone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2-naphthoquinone-2-semicarbazone
• 英文别名: NQSC；[(Z)-(1-oxonaphthalen-2-ylidene)amino]urea
• 化学式: C₁₁H₉N₃O₂
• 分子量: 215.211
• InChiKey: TZGBBMBARSFJBG-LCYFTJDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.92
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.55
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  nickel(II) chloride hexahydrate 、 1,2-naphthoquinone-2-semicarbazone 以 乙醇 、 水 为溶剂， 反应 4.0h， 以43%的产率得到Ni(NQSC)₂
  参考文献：
  名称：

  Nickel (II) complexes of naphthaquinone thiosemicarbazone and semicarbazone: Synthesis, structure, spectroscopy, and biological activity

  摘要：

  Ni(II) complexes of ortho-naphthaquinone thiosemicarbazone and semicarbazone were synthesized and spectroscopically characterized. The X-ray crystal structure of both the complexes describe a distorted octahedral coordination with two tridentate monodeprotonated ligands. In vitro anticancer studies on MCF-7 human breast cancer cells reveal that the semicarbazone derivative along with its nickel complex is more active in the inhibition of cell proliferation than the thiosemicarbazone analogue. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2005.04.012
• 作为产物：
  描述：

  盐酸氨基脲 、 1,2-萘醌 以 乙醇 、 水 为溶剂， 以71%的产率得到1,2-naphthoquinone-2-semicarbazone
  参考文献：
  名称：

  Nickel (II) complexes of naphthaquinone thiosemicarbazone and semicarbazone: Synthesis, structure, spectroscopy, and biological activity

  摘要：

  Ni(II) complexes of ortho-naphthaquinone thiosemicarbazone and semicarbazone were synthesized and spectroscopically characterized. The X-ray crystal structure of both the complexes describe a distorted octahedral coordination with two tridentate monodeprotonated ligands. In vitro anticancer studies on MCF-7 human breast cancer cells reveal that the semicarbazone derivative along with its nickel complex is more active in the inhibition of cell proliferation than the thiosemicarbazone analogue. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2005.04.012

文献信息

• Nickel (II) complexes of naphthaquinone thiosemicarbazone and semicarbazone: Synthesis, structure, spectroscopy, and biological activity
  作者：Zahra Afrasiabi、Ekk Sinn、Weisheng Lin、Yinfa Ma、Charles Campana、Subhash Padhye

  DOI：10.1016/j.jinorgbio.2005.04.012

  日期：2005.7

  Ni(II) complexes of ortho-naphthaquinone thiosemicarbazone and semicarbazone were synthesized and spectroscopically characterized. The X-ray crystal structure of both the complexes describe a distorted octahedral coordination with two tridentate monodeprotonated ligands. In vitro anticancer studies on MCF-7 human breast cancer cells reveal that the semicarbazone derivative along with its nickel complex is more active in the inhibition of cell proliferation than the thiosemicarbazone analogue. (c) 2005 Elsevier Inc. All rights reserved.