ethyl [(3-methyl-5-phenyl)-1H-pyrazol-1-yl]acetate | 184898-80-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl [(3-methyl-5-phenyl)-1H-pyrazol-1-yl]acetate
• 英文别名: ethyl 2-(3-methyl-5-phenylpyrazol-1-yl)acetate
• CAS: 184898-80-4
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: WAVAEDLKZJKQFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  368.1±30.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl [(3-methyl-5-phenyl)-1H-pyrazol-1-yl]acetate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 1-[2-(3-methyl-5-phenyl-1H-pyrazol-1-yl)acetyl]-4-(4-nitrophenyl)thiosemicarbazide
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of some pyrazole derivatives

  摘要：

  A novel series of pyrazoles containing benzenesulfonamides, 1,3,4-oxadiazole-2-thiones, 4-substituted-1,2,4-triazole-3-thiones, and 2-substituted-1,3,4-thiadiazoles has been synthesized. Anti-inflammatory activity of some synthesized compounds was evaluated in vivo utilizing a standard acute carrageenan-induced paw edema method. The most active anti-inflammatory agents 3, 8f, and 10f were evaluated for ulcerogenic liability in rats compared to indomethacin and celecoxib as reference standards. Molecular modeling studies were initiated herein to validate the attained pharmacological data and provide understandable evidence for the observed anti-inflammatory behavior.

  DOI：

  10.1007/s00044-011-9691-4
• 作为产物：
  描述：

  肼基乙酸乙酯盐酸盐 、 1-苯基-1,3-丁二酮 在 碳酸氢钠 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 2.0h， 以78%的产率得到ethyl [(3-methyl-5-phenyl)-1H-pyrazol-1-yl]acetate
  参考文献：
  名称：

  Design, synthesis, biological evaluation, and computational studies of novel thiazolo-pyrazole hybrids as promising selective COX-2 inhibitors: Implementation of apoptotic genes expression for ulcerogenic liability assessment

  摘要：

  DOI：

  10.1016/j.bioorg.2021.104883

文献信息

• 2-(1H-Pyrazol-1-yl)acetic acids as chemoattractant receptor-homologous molecule expressed on Th2 lymphocytes (CRTh2) antagonists
  作者：Miriam Andrés、Mónica Bravo、Maria Antonia Buil、Marta Calbet、Marcos Castillo、Jordi Castro、Peter Eichhorn、Manel Ferrer、Martin D. Lehner、Imma Moreno、Richard S. Roberts、Sara Sevilla

  DOI：10.1016/j.ejmech.2013.10.072

  日期：2014.1

  In this manuscript, the synthesis and biological activity of a series of pyrazole acetic acid derivatives as CRTh2 antagonists is presented. Biological evaluation in vitro revealed that the pyrazole core showed in several cases a different structure activity relationship (SAR) to that of related indole acetic acid. A potent series of ortho-sulfonyl benzyl substituents was found, from which compounds 27 and 63 were advanced to in vivo profiling. (C) 2013 Elsevier Masson SAS. All rights reserved.