3-(1H-tetrazol-1-yl)-1H-pyrazole-4-carboxylic acid | 1011355-63-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(1H-tetrazol-1-yl)-1H-pyrazole-4-carboxylic acid
• 英文别名: 1-(4-carboxy-1-pyrazol-3-yl)-1H-tetrazole；3-Tetrazol-1-yl-1H-pyrazole-4-carboxylic acid；5-(tetrazol-1-yl)-1H-pyrazole-4-carboxylic acid
• CAS: 1011355-63-7
• 化学式: C₅H₄N₆O₂
• mdl: MFCD06011081
• 分子量: 180.126
• InChiKey: QRWRAPLZMIQPNY-UHFFFAOYSA-N

物化性质

• 沸点：
  600.4±65.0 °C(Predicted)
• 密度：
  2.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  3-(1H-tetrazol-1-yl)-1H-pyrazole-4-carboxylic acid 在 硝酸 、 乙酸酐 、 三氟乙酸 作用下， 反应 2.0h， 以80%的产率得到1-(4-carboxy-1-nitro-1H-pyrazol-3-yl)-1H-tetrazole
  参考文献：
  名称：

  Synthesis of 1-(N-nitropyrazolyl)-1Н-tetrazoles – a new type of heteronuclear N-nitropyrazole derivatives

  摘要：

  A general method has been developed for the synthesis of 1-pyrazolyl-1De-tetrazoles, and N-nitration of these compounds was studied. The structural features affecting the direction of nitration were identified. A series of 1-(N-nitropyrazolyl)-1De-tetrazoles was obtained, representing a new type of heteronuclear N-nitropyrazole derivatives.

  DOI：

  10.1007/s10593-015-1760-z
• 作为产物：
  描述：

  1-(4-ethoxycarbonyl-1H-pyrazol-3-yl)-1H-tetrazole 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以86%的产率得到3-(1H-tetrazol-1-yl)-1H-pyrazole-4-carboxylic acid
  参考文献：
  名称：

  Synthesis of 1-(N-nitropyrazolyl)-1Н-tetrazoles – a new type of heteronuclear N-nitropyrazole derivatives

  摘要：

  A general method has been developed for the synthesis of 1-pyrazolyl-1De-tetrazoles, and N-nitration of these compounds was studied. The structural features affecting the direction of nitration were identified. A series of 1-(N-nitropyrazolyl)-1De-tetrazoles was obtained, representing a new type of heteronuclear N-nitropyrazole derivatives.

  DOI：

  10.1007/s10593-015-1760-z

文献信息

• Synthesis, Identification, and Structure–Activity Relationship Analysis of GATA4 and NKX2-5 Protein–Protein Interaction Modulators
  作者：Mikael Jumppanen、Sini M. Kinnunen、Mika J. Välimäki、Virpi Talman、Samuli Auno、Tanja Bruun、Gustav Boije af Gennäs、Henri Xhaard、Ingo B. Aumüller、Heikki Ruskoaho、Jari Yli-Kauhaluoma

  DOI：10.1021/acs.jmedchem.9b01086

  日期：2019.9.12

  cytotoxicity. The structure-activity relationship (SAR) analysis revealed that the aromatic isoxazole substituent in the southern part regulates the inhibition of GATA4-NKX2-5 transcriptional synergy. Moreover, inhibition of GATA4 transcriptional activity correlated with the reduced cell viability. In summary, comprehensive SAR analysis accompanied by data analysis successfully identified potent and selective

  转录因子GATA4和NKX2-5直接相互作用并协同激活几种心脏基因和牵张诱导的心肌肥大。以前，我们将苯基异恶唑羧酰胺1确定为命中化合物，该化合物可抑制GATA4-NKX2-5转录协同作用。在此，通过合成和表征220个衍生物和与结构相关的化合物，探索了1分子结构周围的化学空间。除了协同转录激活，还评估了所选化合物对GATA4和NKX2-5转录活性的影响以及潜在的细胞毒性。结构-活性关系（SAR）分析表明，南部的芳族异恶唑取代基可调节对GATA4-NKX2-5转录协同的抑制作用。而且，对GATA4转录活性的抑制与细胞活力的降低有关。总之，综合的SAR分析和数据分析成功地确定了GATA4-NKX2-5转录协同作用的有效和选择性抑制剂，并揭示了对其重要的结构特征。
• Synthesis of 1-(N-nitropyrazolyl)-1Н-tetrazoles – a new type of heteronuclear N-nitropyrazole derivatives
  作者：Irina A. Vatsadze、Olga V. Serushkina、Mikhail D. Dutov、Tatyana K. Shkineva、Kyrill Yu. Suponitsky、Bogdan I. Ugrak、Igor L. Dalinger

  DOI：10.1007/s10593-015-1760-z

  日期：2015.8

  A general method has been developed for the synthesis of 1-pyrazolyl-1De-tetrazoles, and N-nitration of these compounds was studied. The structural features affecting the direction of nitration were identified. A series of 1-(N-nitropyrazolyl)-1De-tetrazoles was obtained, representing a new type of heteronuclear N-nitropyrazole derivatives.