1-(5-Chloro-2-methylphenyl)-1H-tetrazole-5-thiol | 107450-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(5-Chloro-2-methylphenyl)-1H-tetrazole-5-thiol
• 英文别名: 1-(5-chloro-2-methylphenyl)-2H-tetrazole-5-thione
• CAS: 107450-54-4
• 化学式: C₈H₇ClN₄S
• 分子量: 226.689
• InChiKey: ZRVDUUCNXJBJHW-UHFFFAOYSA-N

物化性质

• 沸点：
  308.3±52.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(5-Chloro-2-methylphenyl)-1H-tetrazole-5-thiol 在 溴 作用下， 以 乙醇 为溶剂， 以80.3%的产率得到1-(5-chloro-2-methylphenyl)-5-[[1-(5-chloro-2-methylphenyl)tetrazol-5-yl]disulfanyl]tetrazole
  参考文献：
  名称：

  Sangal, S. K.; Kumar, Ashok, Journal of the Indian Chemical Society, 1986, vol. 63, p. 351 - 353

  摘要：

  DOI：
• 作为产物：
  描述：

  5-氯-2-甲基异硫氰酸苯酯 在 sodium azide 作用下， 生成 1-(5-Chloro-2-methylphenyl)-1H-tetrazole-5-thiol
  参考文献：
  名称：

  Tetrazole thioacetanilides: Potent non-nucleoside inhibitors of WT HIV reverse transcriptase and its K103N mutant

  摘要：

  A series of aryltetrazolylacetanilides was synthesized and evaluated as HIV-1 non-nucleoside reverse transcriptase inhibitors on wild-type virus and on the clinically relevant K103N mutant strain. Extensive SAR investigation led to potent compounds, with nanomolar activity on K103N, and orally bioavailable in rats. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.02.024

文献信息

• Synthesis, Anti-Inflammatory Properties and Molecular Docking of 2-(5-Aryltetrazol-2-yl)-and 2-(1H-Tetrazol-5-ylsulphanyl)-N-Thiazol-2-ylacetamides
  作者：T. I. Chaban、V. T. Foliush、V. V. Ogurtsov、V. S. Matiychuk

  DOI：10.1134/s1068162021040051

  日期：2021.7

  5-mercaptotetrazoles 2-(5-aryltetrazol-2-yl)- and 2-(1H-tetrazol-5-ylsulfanyl)-N-thiazol-2-ylacetamides were prepared. The study of the anti-inflammatory properties of the synthesized compounds was carried out. Compounds have been identified, whose activity exceeds the reference drug ibuprofen. Molecular docking to cyclooxygenase-1 and cyclooxygenase-2 was carried out and it was shown that 2-[1-(2,5-dimet

  摘要—— 通过氯代乙酰氨基噻唑与5-芳基四唑和5-巯基四唑的反应，制备了2-(5-芳基四唑-2-基)-和2-( 1H-四唑-5-基硫烷基) -N-噻唑-2-基乙酰胺。对合成化合物的抗炎特性进行了研究。已鉴定出活性超过参考药物布洛芬的化合物。与环氧合酶-1和环氧合酶-2进行分子对接，结果表明2-[1-(2,5-二甲基苯基) -1H-四唑-5-基硫烷基] -N-噻唑-2-基乙酰胺具有对环氧合酶活性中心的亲和力最高。
• An Efficient Synthesis of 1-Substituted 5-Bromo-1H-tetrazoles
  作者：Leonid Myznikov、Ulyana Dmitrieva、Tatiana Artamonova、Jaroslav Roh、Alexandr Hrabalek、Yuri Zevatskii

  DOI：10.1055/s-0033-1338935

  日期：——

  Abstract 1-Substituted 1H-tetrazole-5-thiols were efficiently converted into the corresponding 1-substituted 5-bromo-1H-tetrazoles by treatment with zinc(II) bromide and 50% hydrogen peroxide or 36% peracetic acid at 70–80 °C. In most cases, the 5-bromotetrazole products could be isolated simply by dilution of the reaction mixture with water followed by filtration and washing of the precipitated product

  摘要 通过用溴化锌（II）和50％的过氧化氢或36％的过乙酸在70-80的温度处理，将1-取代的1 H-四唑-5-硫醇有效地转化为相应的1-取代的5-溴-1 H-四唑。 ℃。在大多数情况下，可以简单地通过用水稀释反应混合物，然后过滤和洗涤沉淀的产物来分离5-溴四唑产物。仅在一种四唑在反应条件下在其侧链上另外溴化的情况下才需要柱色谱。 通过用溴化锌（II）和50％的过氧化氢或36％的过乙酸在70-80的温度处理，将1-取代的1 H-四唑-5-硫醇有效地转化为相应的1-取代的5-溴-1 H-四唑。 ℃。在大多数情况下，可以简单地通过用水稀释反应混合物，然后过滤和洗涤沉淀的产物来分离5-溴四唑产物。仅在一种四唑在反应条件下在其侧链上另外溴化的情况下才需要柱色谱。
• SANGAL S. K.; KUMAR ASHOK, J. INDIAN CHEM. SOC., 63,(1986) N 3, 351-353
  作者：SANGAL S. K.、 KUMAR ASHOK

  DOI：——

  日期：——
• Tetrazole thioacetanilides: Potent non-nucleoside inhibitors of WT HIV reverse transcriptase and its K103N mutant
  作者：Ester Muraglia、Olaf D. Kinzel、Ralph Laufer、Michael D. Miller、Gregory Moyer、Vandna Munshi、Federica Orvieto、Maria Cecilia Palumbi、Giovanna Pescatore、Michael Rowley、Peter D. Williams、Vincenzo Summa

  DOI：10.1016/j.bmcl.2006.02.024

  日期：2006.5

  A series of aryltetrazolylacetanilides was synthesized and evaluated as HIV-1 non-nucleoside reverse transcriptase inhibitors on wild-type virus and on the clinically relevant K103N mutant strain. Extensive SAR investigation led to potent compounds, with nanomolar activity on K103N, and orally bioavailable in rats. (C) 2006 Elsevier Ltd. All rights reserved.
• Sangal, S. K.; Kumar, Ashok, Journal of the Indian Chemical Society, 1986, vol. 63, p. 351 - 353
  作者：Sangal, S. K.、Kumar, Ashok

  DOI：——

  日期：——