4-甲基-5-(4-硝基苯基)-2,4-二氢-[1,2,4]三唑-3-硫酮 | 57295-74-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-甲基-5-(4-硝基苯基)-2,4-二氢-[1,2,4]三唑-3-硫酮
• 英文名称: 4-methyl-5-(4-nitrophenyl)-2,4-dihydro-[1,2,4]triazole-3-thione
• 英文别名: 4-methyl-3-(4-nitrophenyl)-1H-1,2,4-triazole-5(4H)-thione；4-methyl-5-(4-nitro-phenyl)-2,4-dihydro-[1,2,4]triazole-3-thione；4-Methyl-3-p-nitrophenyl-1,2,4-triazolin-5-thion；4-methyl-3-(4-nitrophenyl)-1H-1,2,4-triazole-5-thione
• CAS: 57295-74-6
• 化学式: C₉H₈N₄O₂S
• mdl: MFCD02019013
• 分子量: 236.254
• InChiKey: QTRCEHLRXNOPRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲基-5-(4-硝基苯基)-2,4-二氢-[1,2,4]三唑-3-硫酮 在 双氧水 、 铁粉 、 氯化铵 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 4-(4-甲基-4H-1,2,4-三唑-3-基)苯胺
  参考文献：
  名称：

  [EN] HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES
  [FR] INHIBITEURS DE BIOSYNTHÈSE D'HÉPARANE SULFATE POUR TRAITER DES MALADIES

  摘要：

  公开号：

  WO2016057834A9
• 作为产物：
  描述：

  4-Methyl-1-p-nitrobenzoylthiosemicarbazid 在 sodium hydroxide 作用下， 反应 1.0h， 生成 4-甲基-5-(4-硝基苯基)-2,4-二氢-[1,2,4]三唑-3-硫酮
  参考文献：
  名称：

  Design and synthesis of potent carboxylic acid DGAT1 inhibitors with high cell permeability

  摘要：

  A series of potent carboxylic acid DGAT1 inhibitors with high permeability were developed from a virtual screening hit. Strategies were employed to reduce Pgp substrate recognition and increase passive permeability, resulting in the discovery of a series showing good inhibition of cellular triglyceride synthesis. The mutagenic potential of prospective metabolites was evaluated in the Ames assay, and one aniline was shown to be devoid of mutagenicity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.050

文献信息

• Selective modification of bifunctional heterocyclic compounds containing amino and thioamide groups in acetic acid medium
  作者：Kirill A. Kolmakov

  DOI：10.1002/jhet.5570450446

  日期：2008.7

  In acetic acid medium, 2-chloro-4,6-dimorpholin-4-yl-[1,3,5]triazine undergoes amination by bifunctional heterocyclic compounds containing both amino and thioamide groups. The reactions are high-yielding and selective; the thioamide functions are unaffected under the requisite conditions. The reactions do not proceed in satisfactory yields in other solvents and, thus, require acetic acid. The resulting

  在乙酸介质中，2-氯-4,6-二吗啉-4-基-[1,3,5]三嗪被同时含有氨基和硫酰胺基团的双官能杂环化合物胺化。反应是高产率和选择性的。硫酰胺的功能在必要条件下不受影响。反应在其他溶剂中不能以令人满意的产率进行，因此需要乙酸。由多个生物学上相关的残基组成的所得硫代酰胺易于在硫（硫代硫酮）中心烷基化，以在后续步骤中提供新的硫醚。
• HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES
  申请人：BioMarin Pharmaceutical Inc.

  公开号：EP3204009A1

  公开（公告）日：2017-08-16
• [EN] HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES<br/>[FR] INHIBITEURS DE BIOSYNTHÈSE D'HÉPARANE SULFATE POUR TRAITER DES MALADIES
  申请人：BIOMARIN PHARM INC

  公开号：WO2016057834A9

  公开（公告）日：2017-04-13
• Design and synthesis of potent carboxylic acid DGAT1 inhibitors with high cell permeability
  作者：Ustav Bali、Oscar Barba、Graham Dawson、William T. Gattrell、James G. Horswill、David A. Pan、Martin J. Procter、Chrystelle M. Rasamison、Colin P. Sambrook Smith、Amanda Taylor-Warne、Philippe Wong-Kai-In

  DOI：10.1016/j.bmcl.2011.12.050

  日期：2012.1

  A series of potent carboxylic acid DGAT1 inhibitors with high permeability were developed from a virtual screening hit. Strategies were employed to reduce Pgp substrate recognition and increase passive permeability, resulting in the discovery of a series showing good inhibition of cellular triglyceride synthesis. The mutagenic potential of prospective metabolites was evaluated in the Ames assay, and one aniline was shown to be devoid of mutagenicity. (C) 2011 Elsevier Ltd. All rights reserved.