(S)-ethyl 2-ethoxy-2-[2-methyl-5-(4-methylsulfonylphenyl)-1-phenyl-1H-pyrrol-3-yl]acetate | 1005451-88-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (S)-ethyl 2-ethoxy-2-[2-methyl-5-(4-methylsulfonylphenyl)-1-phenyl-1H-pyrrol-3-yl]acetate
• 英文别名: ethyl (2S)-2-ethoxy-2-[2-methyl-5-(4-methylsulfonylphenyl)-1-phenylpyrrol-3-yl]acetate
• CAS: 1005451-88-6
• 化学式: C₂₄H₂₇NO₅S
• 分子量: 441.548
• InChiKey: RSDWFRPCZDPSCL-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  83
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl [2-ethoxy-2-[-2-methyl-5-(4-methylsulphonyl)phenyl-1-phenyl-1H-pyrrol-3-yl]]acetate 生成 (S)-ethyl 2-ethoxy-2-[2-methyl-5-(4-methylsulfonylphenyl)-1-phenyl-1H-pyrrol-3-yl]acetate 、 (R)-ethyl 2-ethoxy-2-[2-methyl-5-(4-methylsulfonylphenyl)-1-phenyl-1H-pyrrol-3-yl]acetate
  参考文献：
  名称：

  Synthesis, in vitro, and in vivo biological evaluation and molecular docking simulations of chiral alcohol and ether derivatives of the 1,5-diarylpyrrole scaffold as novel anti-inflammatory and analgesic agents

  摘要：

  Following our previous research on anti-inflammatory drugs (NSAIDs), we report here the synthesis of chiral 1,5-diarylpyrroles derivatives that were characterized for their in vitro inhibitory effects toward cyclooxygenase (COX) isozymes. Analysis of enzymatic affinity and COX-2 selectivity led us to the selection of one compound (+/-)-10b that was further tested in vitro in the human whole blood (HWB) and in vivo for its anti-inflammatory activity in mice. The affinity data have been rationalized through docking simulations. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.058