4-benzyl-4H-1,2,4-triazole-3-thiol | 23289-13-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-benzyl-4H-1,2,4-triazole-3-thiol
• 英文别名: 3-Mercapto-4-benzyl-4H-1,2,4-triazol
• CAS: 23289-13-6
• 化学式: C₉H₉N₃S
• 分子量: 191.257
• InChiKey: QYEDHVIMYFBPRV-UHFFFAOYSA-N

物化性质

• 沸点：
  294.6±33.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  33.61
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-benzyl-4H-1,2,4-triazole-3-thiol 在 N-碘代丁二酰亚胺 、 四(三苯基膦)钯 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 4-benzyl-3-(4-methylphenyl)-5-(phenylsulfanyl)-4H-1,2,4-triazole
  参考文献：
  名称：

  Synthesis of 5-substituted 3-mercapto-1,2,4-triazoles via Suzuki–Miyaura reaction

  摘要：

  3-Bromo- and 3-iodo-N,S-dibenzyl-5-mercapto-1,2,4-triazoles were prepared and demonstrated as versatile building blocks for Suzuki-Miyaura cross-coupling with aryl, heteroaryl, and vinyl boronic acid derivatives. Deprotection of the resulting coupling products provided 5-substituted-3-mercapto-1,2,4-triazoles in good overall yields. This represents a novel and convenient approach for the introduction of a 3-mercapto-1,2,4-triazole substructure into target compounds. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.067
• 作为产物：
  描述：

  异硫氰酸苯甲酯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 7.0h， 生成 4-benzyl-4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  Synthesis of 5-substituted 3-mercapto-1,2,4-triazoles via Suzuki–Miyaura reaction

  摘要：

  3-Bromo- and 3-iodo-N,S-dibenzyl-5-mercapto-1,2,4-triazoles were prepared and demonstrated as versatile building blocks for Suzuki-Miyaura cross-coupling with aryl, heteroaryl, and vinyl boronic acid derivatives. Deprotection of the resulting coupling products provided 5-substituted-3-mercapto-1,2,4-triazoles in good overall yields. This represents a novel and convenient approach for the introduction of a 3-mercapto-1,2,4-triazole substructure into target compounds. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.067

文献信息

• Excitatory amino acid receptor antagonists
  申请人：Eli Lilly and Company

  公开号：US05576323A1

  公开（公告）日：1996-11-19

  The present invention provides novel compounds that affect excitatory amino acid receptors and are useful in the treatment of neurological disorders. This invention also provides synthetic methods for the preparation of the novel compounds.

  本发明提供了影响兴奋性氨基酸受体并在治疗神经系统疾病中有用的新化合物。该发明还提供了制备这些新化合物的合成方法。
• Systematic Structure-Activity Relationship (SAR) Exploration of Diarylmethane Backbone and Discovery of A Highly Potent Novel Uric Acid Transporter 1 (URAT1) Inhibitor
  作者：Wenqing Cai、Jingwei Wu、Wei Liu、Yafei Xie、Yuqiang Liu、Shuo Zhang、Weiren Xu、Lida Tang、Jianwu Wang、Guilong Zhao

  DOI：10.3390/molecules23020252

  日期：——

  In order to systematically explore and better understand the structure-activity relationship (SAR) of a diarylmethane backbone in the design of potent uric acid transporter 1 (URAT1) inhibitors, 33 compounds (1a–1x and 1ha–1hi) were designed and synthesized, and their in vitro URAT1 inhibitory activities (IC50) were determined. The three-round systematic SAR exploration led to the discovery of a highly

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• Dopamine-beta-hydroxylase inhibitors
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0225718A2

  公开（公告）日：1987-06-16

  Compounds of formula in which: n is 0-5; R is hydrogen or C1-4 alkyl; and X is hydrogen, halo, C1-4 alkyl, CN, N02 S02NH2, COOH, CHO, OH, CH20H, C1-4 alkoxy, CF3, S02CH3, S02CF3, or CO2CaH2a+1 where a is 1-5, or any accessible combination thereof of up to 5 substituents; processes for their preparation, intermediates useful in their preparation, pharmaceutical compositions containing them and their use in therapy as dopamine-β-hydroxylase inhibitors.

  式中的化合物，其中：n 为 0-5；R 为氢或 C1-4 烷基；X 为氢、卤代、C1-4 烷基、CN、N02 S02NH2、COOH、CHO、OH、CH20H、C1-4 烷氧基、CF3、S02CH3、S02 或 CO2CaH2a+1 其中 a 为 1-5，或其中最多 5 个取代基的任何可获得的组合；其制备工艺、制备过程中有用的中间体、含有它们的药物组合物以及它们作为多巴胺-β-羟化酶抑制剂在治疗中的用途。
• Thermally developable emulsions and imaging materials containing phthalazine compounds
  申请人：EASTMAN KODAK COMPANY

  公开号：EP1416324A1

  公开（公告）日：2004-05-06

  Thermally developable compositions such thermographic and photothermographic emulsions include certain quaternary phthalazine compounds. These emulsions can be used in thermally developable materials such as thermographic and photothermographic materials to provide improved sensitometric and post processing properties. Such materials can have imaging layers on one or both sides of the support.

  热显影组合物，如热成像和光热成像乳剂，包括某些季酞嗪化合物。这些乳剂可用于热显影材料，如热成像和光热成像材料，以提供更好的感光和后处理性能。这些材料可以在支架的一面或两面都有成像层。
• THERMALLY DEVELOPABLE MATERIALS CONTAINING ORGANIC SILVER SALTS WITH ROD-LIKE MORPHOLOGY AND METHOD OF MAKING AND USING
  申请人：Hasberg J. Dirk

  公开号：US20050233268A1

  公开（公告）日：2005-10-20

  Thermally developable materials such as thermographic and photo-thermographic materials include a novel non-photosensitive source of reducible silver ions that are predominantly provided as rod-shaped particles of silver salt of a nitrogen-containing heterocyclic compound containing an imino group. The rod-shaped particles have an average aspect ratio of at least 3:1 and a width index for particle diameter of 1.25 or less, and provide improved imaging properties. These particles can be prepared using double jet precipitation procedures in which vAg is kept constant at a value of equal to or greater than −50 mV.

  热显影材料（如热成像材料和光热成像材料）包括一种新型非光敏还原银离子源，主要以含氮杂环化合物的银盐（含亚氨基）的棒状颗粒形式提供。棒状颗粒的平均长宽比至少为 3:1，颗粒直径的宽度指数为 1.25 或更小，具有更好的成像性能。这些颗粒可采用双喷射沉淀程序制备，其中 vAg 值保持恒定，等于或大于 -50 mV。