(5-对甲苯-2-四唑)-乙酸 | 81595-00-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (5-对甲苯-2-四唑)-乙酸
• 中文别名: (5-对-甲苯基-四唑-2-基)-乙酸
• 英文名称: 5-(4-methylphenyl)-2H-tetrazolylacetic acid
• 英文别名: [5-(4-methylphenyl)-2H-tetrazol-2-yl]acetic acid；2-[5-(4-methylphenyl)tetrazol-2-yl]acetic acid
• CAS: 81595-00-8
• 化学式: C₁₀H₁₀N₄O₂
• mdl: MFCD01313023
• 分子量: 218.215
• InChiKey: QBJSWVLDHWIJDK-UHFFFAOYSA-N

物化性质

• 熔点：
  182-183 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  457.5±55.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.9
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  (5-对甲苯-2-四唑)-乙酸 、 1-环己基-3-甲基-1H-吡唑-5-胺 在 1-丙基磷酸酐 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 1.0h， 以44%的产率得到N-(1-cyclohexyl-3-methyl-1H-pyrazol-5-yl)-2-(5-(p-tolyl)-2H-tetrazol-2-yl)acetamide
  参考文献：
  名称：

  Discovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators

  摘要：

  The present study describes the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-ylacetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, we identified a tetrazole scaffold that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, we evaluated the compounds in Tier 1 DMPK assays and have identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups.

  DOI：

  10.1016/j.bmcl.2019.01.027
• 作为产物：
  描述：

  5-对甲苯基-1H-四氮唑 在 sodium ethanolate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成 (5-对甲苯-2-四唑)-乙酸
  参考文献：
  名称：

  Discovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators

  摘要：

  The present study describes the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-ylacetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, we identified a tetrazole scaffold that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, we evaluated the compounds in Tier 1 DMPK assays and have identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups.

  DOI：

  10.1016/j.bmcl.2019.01.027

文献信息

• POPLAVSKIJ, V. S.;OSTROVSKIJ, V. A.;KOLDOBSKIJ, G. I.;KULIKOVA, E. A., XIMIYA GETEROTSIKL. SOEDIN., 1982, N 2, 264-266
  作者：POPLAVSKIJ, V. S.、OSTROVSKIJ, V. A.、KOLDOBSKIJ, G. I.、KULIKOVA, E. A.

  DOI：——

  日期：——