1H-pyrazole-1-carbothioic dithioperoxyanhydride | 929045-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1H-pyrazole-1-carbothioic dithioperoxyanhydride
• 英文别名: bis(1H-pyrazole-1-yl-thiocarbonyl)disulfide；dipyrazolethiuram disulfide；bis(pyrazol-1-yldithiocarbonyl)disulfide；1,1'-(dithiodicarbonothioyl)bis-1H-Pyrazole；pyrazole-1-carbothioylsulfanyl pyrazole-1-carbodithioate
• CAS: 929045-74-9
• 化学式: C₈H₆N₄S₄
• 分子量: 286.426
• InChiKey: WBCSTUXWHWFJDX-UHFFFAOYSA-N

物化性质

• 沸点：
  482.5±28.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  二硫化四乙基秋兰姆 、 1H-pyrazole-1-carbothioic dithioperoxyanhydride 以 氘代苯 为溶剂， 生成 ethylpyrazolethiuram disulfide
  参考文献：
  名称：

  自愈分子晶体

  摘要：

  受到机械冲击的任何材料中最不可避免的局限性之一是，它们不可避免地容易遭受机械损伤，例如开裂，凹陷，气刨或磨损。为了应对这一挑战，聚合物领域已经开发出能够自动自我修复并能够恢复其类似于生物体的宏观完整性的材料。但是，对这种现象的研究大部分仍在软材料领域内进行，而固态有机化学家尚未对此进行探索。现在使用二吡唑并秋兰姆二硫化物的晶体来提供分子晶体中自我修复的第一个证据。晶体被轻度压缩，并且愈合程度为6.7％。

  DOI：

  10.1002/anie.201606003
• 作为产物：
  描述：

  potassium pyrazol-1-yldithiocarbamate 在 碘 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以75%的产率得到1H-pyrazole-1-carbothioic dithioperoxyanhydride
  参考文献：
  名称：

  Anticancer Activities of bis(pyrazol-1-ylthiocarbonyl)disulfides against HeLa cells

  摘要：

  吡唑-1-基二硫代氨基甲酸酯化合物{[3,5-R2C3HN2CS2]-（R = H, Me}和吲唑-1-基二硫代氨基甲酸酯被碘氧化后，产生了硫-硫偶联化合物{R'C(S)-S-S(S)CR'}（R' = 吡唑基、3,5-二甲基吡唑基、吲唑基）。所有化合物都进行了光谱表征，在某些情况下还进行了结构表征。X 射线结构显示，这些化合物含有二硫桥连接吡唑基硫代羰基单元。在微摩尔浓度下，三种二硫化合物中有两种对 HeLa 细胞具有很好的抗癌活性，其中活性最高的化合物对肿瘤细胞的选择性是正常细胞的 9.6 倍。

  DOI：

  10.3184/030823409x450453

文献信息

• Development of disulfide-derived fructose-1,6-bisphosphatase (FBPase) covalent inhibitors for the treatment of type 2 diabetes
  作者：Yi-xiang Xu、Yun-yuan Huang、Rong-rong Song、Yan-liang Ren、Xin Chen、Chao Zhang、Fei Mao、Xiao-kang Li、Jin Zhu、Shuai-shuai Ni、Jian Wan、Jian Li

  DOI：10.1016/j.ejmech.2020.112500

  日期：2020.10

  Fructose-1,6-bisphosphatase (FBPase), as a key rate-limiting enzyme in the gluconeogenesis (GNG) pathway, represents a practical therapeutic strategy for type 2 diabetes (T2D). Our previous work first identified cysteine residue 128 (C128) was an important allosteric site in the structure of FBPase, while pharmacologically targeting C128 attenuated the catalytic ability of FBPase. Herein, ten approved cysteine covalent drugs were selected for exploring FBPase inhibitory activities, and the alcohol deterrent disulfiram displayed superior inhibitory efficacy among those drugs. Based on the structure of lead compound disulfiram, 58 disulfide-derived compounds were designed and synthesized for investigating FBPase inhibitory activities. Optimal compound 3a exhibited significant FBPase inhibition and glucose-lowering efficacy in vitro and in vivo. Furthermore, 3a covalently modified the C128 site, and then regulated the N125-S124-S123 allosteric pathway of FBPase in mechanism. In summary, 3a has the potential to be a novel FBPase inhibitor for T2D therapy. (C) 2020 Elsevier Masson SAS. All rights reserved.
• RADIATION-SENSITIVE RESIN COMPOSITION AND COLOR FILTERS
  申请人：Kawamoto Tatsuyoshi

  公开号：US20090269683A1

  公开（公告）日：2009-10-29

  A radiation sensitive resin composition comprising (A) a colorant, (B) an alkali-soluble resin, (C) a polyfunctional monomer and (D) a radiation sensitive radical generator, wherein the alkali-soluble resin (B) is a resin having a group containing a dithiocarbonyl bond at least one terminal of its polymer chain. A color filter which is free from burning can be manufactured from this composition at a high yield.
• POSITIVE RESIST COMPOSITION AND PATTERN FORMING METHOD
  申请人：Kaneko Yushi

  公开号：US20100104974A1

  公开（公告）日：2010-04-29

  A positive resist composition comprises: (A) a compound that generates an acid upon irradiation with an actinic ray or radiation; and (B) a resin that has an acid-decomposable repeating unit represented by formula (I′), has a dispersity of 1.5 or less and increases its solubility in an alkali developer by action of an acid, wherein Xa 1 represents a hydrogen atom, an alkyl group, a cyano group or a halogen atom; Ry 1 to Ry 3 each independently represents an alkyl group or a cycloalkyl group, and at least two members out of Ry 1 to Ry 3 may combine to form a ring structure; and Z represents a divalent linking group.
• Anticancer Activities of bis(pyrazol-1-ylthiocarbonyl)disulfides against HeLa cells
  作者：Frankline K. Keter、Margo J. Nell、Ilia A. Guzei、Bernard Omondi、James Darkwa

  DOI：10.3184/030823409x450453

  日期：2009.5

  Oxidation of the pyrazol-1-yldithiocarbamate compounds [3,5-R₂C₃HN₂CS₂]^-(R = H, Me} and indazol-1-lydithiocarbamate by iodine produces the sulfur-sulfur coupling compounds R'C(S)S-S(S)CR'} (R’ = pyrazolyl, 3,5-dimethylpyrazolyl, indazolyl). All compounds were spectroscopically characterised, and, in some cases, structurally characterised. The X-ray structures reveal that these compounds contain a disulfide bridging the pyrazolylthiocarbonyl units. Two of the three disulfide compounds showed very good anticancer activities against HeLa cells at micromolar concentrations, with the most active compound active being 9.6 times more selective in its activity towards tumour cells than normal cells.

  吡唑-1-基二硫代氨基甲酸酯化合物[3,5-R2C3HN2CS2]-（R = H, Me}和吲唑-1-基二硫代氨基甲酸酯被碘氧化后，产生了硫-硫偶联化合物R'C(S)-S-S(S)CR'}（R' = 吡唑基、3,5-二甲基吡唑基、吲唑基）。所有化合物都进行了光谱表征，在某些情况下还进行了结构表征。X 射线结构显示，这些化合物含有二硫桥连接吡唑基硫代羰基单元。在微摩尔浓度下，三种二硫化合物中有两种对 HeLa 细胞具有很好的抗癌活性，其中活性最高的化合物对肿瘤细胞的选择性是正常细胞的 9.6 倍。
• Self-Healing Molecular Crystals
  作者：Patrick Commins、Hideyuki Hara、Panče Naumov

  DOI：10.1002/anie.201606003

  日期：2016.10.10

  has mostly remained within the soft materials community and has not been explored by solid‐state organic chemists. The first evidence of self‐healing in a molecular crystal is now presented using crystals of dipyrazolethiuram disulfide. The crystals were mildly compressed and the degree of healing was found to be 6.7 %. These findings show that the self‐healing properties can be extended beyond mesophasic

  受到机械冲击的任何材料中最不可避免的局限性之一是，它们不可避免地容易遭受机械损伤，例如开裂，凹陷，气刨或磨损。为了应对这一挑战，聚合物领域已经开发出能够自动自我修复并能够恢复其类似于生物体的宏观完整性的材料。但是，对这种现象的研究大部分仍在软材料领域内进行，而固态有机化学家尚未对此进行探索。现在使用二吡唑并秋兰姆二硫化物的晶体来提供分子晶体中自我修复的第一个证据。晶体被轻度压缩，并且愈合程度为6.7％。