3-hydrazinosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester | 115703-23-6

• 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-hydrazinosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester
• 英文别名: ethyl 3(5)-(hydrazinosulfonyl)pyrazole-4-carboxylate；1H-Pyrazole-4-carboxylic acid, 3-(hydrazinosulfonyl)-, ethyl ester；ethyl 5-(hydrazinesulfonyl)-1H-pyrazole-4-carboxylate
• CAS: 115703-23-6
• 化学式: C₆H₁₀N₄O₄S
• 分子量: 234.236
• InChiKey: VOBONYBGYZJGLI-UHFFFAOYSA-N

物化性质

• 沸点：
  521.0±60.0 °C(Predicted)
• 密度：
  1.529±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  136
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-hydrazinosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester 、 4-氰基苯甲醛 以 甲醇 为溶剂， 以93%的产率得到ethyl 5-[[(4-cyanophenyl)methylideneamino]sulfamoyl]-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  Vega; Diaz, Pharmazie, 1992, vol. 47, # 10, p. 765 - 767

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氰基-3-乙氧基丙烯酸乙酯 在 盐酸 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 3.67h， 生成 3-hydrazinosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Fused 3-Hydroxy-3-trifluoromethylpyrazoles Inhibit Mutant Huntingtin Toxicity

  摘要：

  Here, we describe the selection and optimization of a chemical series active in both a full-length and a fragment-based Huntington's disease (HD) assay. Twenty-four thousand small molecules were screened in a phenotypic HD assay, identifying a series of compounds bearing a 3-hydroxy-3-trifluoromethylpyrazole moiety as able to revert the toxicity induced by full-length mutant Htt by up to 50%. A chemical exploration around the series led to the identification of compound 4f, which demonstrated to be active in a Htt171-82Qrat primary striatal neuron assay and a PC12-Exon-1 based assay. This compound was selected for testing in R6/2 mice, in which it was well-tolerated and showed a positive effect on body weight and a positive trend in preventing ventricular volume enlargment. These studies provide strong rationale for further testing the potential benefits of 3-hydroxy-3-trifluoromethylpyrazoles in treating HD.

  DOI：

  10.1021/ml400251g