N,N'-(hexamethylene)bisdithiocarbamic acid | 45131-67-7

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: N,N'-(hexamethylene)bisdithiocarbamic acid
• 英文别名: hexamethylenetetrathiocarbamic acid；Hexamethylen-bis-dithiocarbaminsaeure；6-(Dithiocarboxyamino)hexylcarbamodithioic acid
• CAS: 45131-67-7
• 化学式: C₈H₁₆N₂S₄
• 分子量: 268.492
• InChiKey: OIRYQVNBUOYUHW-UHFFFAOYSA-N

物化性质

• 沸点：
  372.8±52.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-(hexamethylene)bisdithiocarbamic acid 在 sodium monochloroacetic acid 、 盐酸 、 一水合肼 作用下， 以 水 为溶剂， 反应 2.0h， 以1.55 g的产率得到N,N'-(hexane-1,6-diyl)bis(hydrazinecarbothioamide)
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-benzoylpyridine thiosemicarbazones in a dimeric system: Structure–activity relationship studies on their anti-proliferative and iron chelation efficacy

  摘要：

  Thiosemicarbazone chelators represent an exciting class of biologically active compounds that show great potential as anti-tumor agents. Our previous studies demonstrated the potent anti-tumor activity of the 2'-benzoylpyridine thiosemicarbazone series. While extensive studies have been performed on monomeric thiosemicarbazone compounds, dimeric thiosemicarbazone chelators have received comparatively less attention. Thus, it was of interest to investigate the anti-proliferative activity and iron chelation efficacy of dimeric thiosemicarbazones. Two classes of dimeric thiosemicarbazones were designed and synthesized. The first class consisted of two benzoylpyridine-based thiosemicarbazone units connected via a hexane or dodecane alkyl bridge, while the second class of dimer consisted of two thiosemicarbazones attached to a 2,6-dibenzoylpyridine core. These dimeric ligands demonstrated greater anti-proliferative activity than the clinically used iron chelator, desferrioxamine. This study highlights the importance of optimal lipophilicity as a factor influencing the cytotoxicity and iron chelation efficacy of these chelators. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2014.07.020
• 作为产物：
  描述：

  二硫化碳 、 1,6-己二胺 在 水 作用下， 反应 5.0h， 以22 g的产率得到N,N'-(hexamethylene)bisdithiocarbamic acid
  参考文献：
  名称：

  六亚甲基四硫代氨基甲酸或其盐及其制备方法、含有六亚甲基四硫代氨基甲酸或其盐的溶液

  摘要：

  本发明涉及一种六亚甲基四硫代氨基甲酸或其盐及其制备方法、含有六亚甲基四硫代氨基甲酸或其盐的溶液，属于污水处理技术领域。本发明的六亚甲基四硫代氨基甲酸或其盐，所述六亚甲基四硫代氨基甲酸的结构式如式Ⅰ所示，所述六亚甲基四硫代氨基甲酸盐的结构式如式Ⅱ或式Ⅲ所示，式中，所述M+各自独立地选自Na+、K+或NH4+。式Ⅰ所示的六亚甲基四硫代氨基甲酸与碱共用，式Ⅱ所示的六亚甲基四硫代氨基甲酸盐亦与碱共用。式Ⅰ、式Ⅱ和式Ⅲ所示的六亚甲基四硫代氨基甲酸或其盐均对重金属离子具有优异的捕捉能力，能够有效捕捉镍、铅等重金属离子；且用量少，气味小，使用过程中安全环保。

  公开号：

  CN110483353A

文献信息

• 六亚甲基四硫代氨基甲酸或其盐及其制备方法、含有六亚甲基四硫代氨基甲酸或其盐的溶液
  申请人：李延升

  公开号：CN110483353A

  公开（公告）日：2019-11-22

  本发明涉及一种六亚甲基四硫代氨基甲酸或其盐及其制备方法、含有六亚甲基四硫代氨基甲酸或其盐的溶液，属于污水处理技术领域。本发明的六亚甲基四硫代氨基甲酸或其盐，所述六亚甲基四硫代氨基甲酸的结构式如式Ⅰ所示，所述六亚甲基四硫代氨基甲酸盐的结构式如式Ⅱ或式Ⅲ所示，式中，所述M+各自独立地选自Na+、K+或NH4+。式Ⅰ所示的六亚甲基四硫代氨基甲酸与碱共用，式Ⅱ所示的六亚甲基四硫代氨基甲酸盐亦与碱共用。式Ⅰ、式Ⅱ和式Ⅲ所示的六亚甲基四硫代氨基甲酸或其盐均对重金属离子具有优异的捕捉能力，能够有效捕捉镍、铅等重金属离子；且用量少，气味小，使用过程中安全环保。
• Orlinskii, Russian Journal of Organic Chemistry, 1996, vol. 32, # 1, p. 133 - 134
  作者：Orlinskii

  DOI：——

  日期：——
• Melendez, E.; Merchan, F. L.; Tejero, T., Anales de Quimica, 1994, vol. 90, # 7-8, p. 487 - 490
  作者：Melendez, E.、Merchan, F. L.、Tejero, T.、Merino, P.、Garcia, M.

  DOI：——

  日期：——
• JPH08259857A
  申请人：——

  公开号：JPH08259857A

  公开（公告）日：1996-10-08
• Synthesis and biological evaluation of 2-benzoylpyridine thiosemicarbazones in a dimeric system: Structure–activity relationship studies on their anti-proliferative and iron chelation efficacy
  作者：Adeline Y. Lukmantara、Danuta S. Kalinowski、Naresh Kumar、Des R. Richardson

  DOI：10.1016/j.jinorgbio.2014.07.020

  日期：2014.12

  Thiosemicarbazone chelators represent an exciting class of biologically active compounds that show great potential as anti-tumor agents. Our previous studies demonstrated the potent anti-tumor activity of the 2'-benzoylpyridine thiosemicarbazone series. While extensive studies have been performed on monomeric thiosemicarbazone compounds, dimeric thiosemicarbazone chelators have received comparatively less attention. Thus, it was of interest to investigate the anti-proliferative activity and iron chelation efficacy of dimeric thiosemicarbazones. Two classes of dimeric thiosemicarbazones were designed and synthesized. The first class consisted of two benzoylpyridine-based thiosemicarbazone units connected via a hexane or dodecane alkyl bridge, while the second class of dimer consisted of two thiosemicarbazones attached to a 2,6-dibenzoylpyridine core. These dimeric ligands demonstrated greater anti-proliferative activity than the clinically used iron chelator, desferrioxamine. This study highlights the importance of optimal lipophilicity as a factor influencing the cytotoxicity and iron chelation efficacy of these chelators. (C) 2014 Elsevier Inc. All rights reserved.