bis-(1,3,4-oxadiazol-2-yl)-5-thiol | 90748-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: bis-(1,3,4-oxadiazol-2-yl)-5-thiol
• 英文别名: 5-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)-3H-1,3,4-oxadiazole-2-thione
• CAS: 90748-71-3
• 化学式: C₄H₂N₄O₂S₂
• 分子量: 202.217
• InChiKey: CINBCWHSFCVKNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis-(1,3,4-oxadiazol-2-yl)-5-thiol 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以68%的产率得到bis-(1,3,4-oxadiazol-2-yl)-5-hydrazine
  参考文献：
  名称：

  Jani; Undavia; Trivedi, Journal of the Indian Chemical Society, 1989, vol. 66, # 4, p. 281 - 282

  摘要：

  DOI：
• 作为产物：
  描述：

  反应 4.0h， 生成 bis-(1,3,4-oxadiazol-2-yl)-5-thiol
  参考文献：
  名称：

  Efficacy of Organophosphorus Derivatives against Fungal Pathogens of Sugarcane

  摘要：

  Several novel oraganophosphorus derivatives have been prepared by the reactions of O,O-diethyl chlorophosphate/thiophosphate with three important series of heterocyclic compounds, viz., bis(mercaptotriazoles), bis(mercaptooxadiazoles), and bis(mercaptothiadiazoles). The derivatives have been characterized on the basis of analyses and spectral (IR, (1)H NMR, and (31)P NMR) data. The fungicidal activity of these derivatives against Colletotrichum falcatum, Fusarium oxysporum, and Curvularia pallescens have been evaluated. The screening results have been correlated with the structural features of the tested compounds. The greater potency has been observed with dithiophosphates compared to phosphates, with organophosphorus derivatives containing bis(mercaptotriazole) rings compared to other heterocyclic rings, and with long spacers between the rings.

  DOI：

  10.1021/jf970544t

文献信息

• New potent inhibitors of tyrosinase: Novel clues to binding of 1,3,4-thiadiazole-2(3H)-thiones, 1,3,4-oxadiazole-2(3H)-thiones, 4-amino-1,2,4-triazole-5(4H)-thiones, and substituted hydrazides to the dicopper active site
  作者：Usman Ghani、Nisar Ullah

  DOI：10.1016/j.bmc.2010.04.021

  日期：2010.6.1

  hydrazides were tailored and synthesized as new potent inhibitors of tyrosinase. The rationale for inhibitor design was based on the active site structural evidence from the crystal structures of bacterial tyrosinase and potato catechol oxidase enzymes. Kinetic and active site binding studies suggested mono-dentate binding of thiadiazole, oxadiazole, and triazole rings to the active site dicopper center

  一系列1,3,4-噻二唑-2（3 H）-硫酮，1,3,4-恶二唑-2（3 H）-硫酮，4-氨基-1,2,4-三唑-5（4）H）-硫酮和取代的酰肼被定制并合成为酪氨酸酶的新型有效抑制剂。设计抑制剂的基本原理是基于细菌酪氨酸酶和马铃薯儿茶酚氧化酶的晶体结构的活性位点结构证据。动力学和活性位点结合研究表明，噻二唑，恶二唑和三唑环与酪氨酸酶活性位点双铜中心的单齿结合包括疏水性，有助于有效抑制。动力学图显示了所有25种化合物的混合抑制类型。发现在对酪氨酸酶的高结合亲和力中，三唑环的C3取代和噻二唑/恶二唑环的C5取代起主要作用。
• Mishra, V. K.; Bahel, S. C., Journal of the Indian Chemical Society, 1983, vol. 60, p. 867 - 870
  作者：Mishra, V. K.、Bahel, S. C.

  DOI：——

  日期：——
• The Condensation of Carboxylic Acid Hydrazides with Carbon Disulfide
  作者：C. Ainsworth

  DOI：10.1021/ja01598a077

  日期：1956.9
• JANI, M. K.;UNDAVIA, N. K.;TRIVEDI, P. B., J. INDIAN CHEM. SOC., 66,(1989) N, C. 281-282
  作者：JANI, M. K.、UNDAVIA, N. K.、TRIVEDI, P. B.

  DOI：——

  日期：——
• Efficacy of Organophosphorus Derivatives against Fungal Pathogens of Sugarcane
  作者：A. K. Jaiswal、G. P. Rao、O. P. Pandey、S. K. Sengupta

  DOI：10.1021/jf970544t

  日期：1998.4.1

  Several novel oraganophosphorus derivatives have been prepared by the reactions of O,O-diethyl chlorophosphate/thiophosphate with three important series of heterocyclic compounds, viz., bis(mercaptotriazoles), bis(mercaptooxadiazoles), and bis(mercaptothiadiazoles). The derivatives have been characterized on the basis of analyses and spectral (IR, (1)H NMR, and (31)P NMR) data. The fungicidal activity of these derivatives against Colletotrichum falcatum, Fusarium oxysporum, and Curvularia pallescens have been evaluated. The screening results have been correlated with the structural features of the tested compounds. The greater potency has been observed with dithiophosphates compared to phosphates, with organophosphorus derivatives containing bis(mercaptotriazole) rings compared to other heterocyclic rings, and with long spacers between the rings.