[4-(2-{[4-(dimethylamino)phenyl]sulfonyl}benzyl)-5-methyl-3-phenyl-1H-pyrazol-1-yl]acetic acid | 1559061-61-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [4-(2-{[4-(dimethylamino)phenyl]sulfonyl}benzyl)-5-methyl-3-phenyl-1H-pyrazol-1-yl]acetic acid
• 英文别名: 2-[4-[[2-[4-(Dimethylamino)phenyl]sulfonylphenyl]methyl]-5-methyl-3-phenylpyrazol-1-yl]acetic acid；2-[4-[[2-[4-(dimethylamino)phenyl]sulfonylphenyl]methyl]-5-methyl-3-phenylpyrazol-1-yl]acetic acid
• CAS: 1559061-61-8
• 化学式: C₂₇H₂₇N₃O₄S
• 分子量: 489.595
• InChiKey: LLZDICWSMNQZBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl [4-(2-iodobenzyl)-5-methyl-3-phenyl-1H-pyrazol-1-yl]acetate 在 palladium 10% on activated carbon 、 氢气 、 铜 、 间氯过氧苯甲酸 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 20.0~120.0 ℃ 、344.75 kPa 条件下， 反应 4.0h， 生成 [4-(2-{[4-(dimethylamino)phenyl]sulfonyl}benzyl)-5-methyl-3-phenyl-1H-pyrazol-1-yl]acetic acid
  参考文献：
  名称：

  2-(1H-Pyrazol-1-yl)acetic acids as chemoattractant receptor-homologous molecule expressed on Th2 lymphocytes (CRTh2) antagonists

  摘要：

  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.

  DOI：

  10.1016/j.ejmech.2013.10.072

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.