2-methyl-5-[4-(methylsulfonyl)phenyl]-1-[3,4-difluorophenyl]-1H-pyrrole-3-carboxime | 1442652-37-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-methyl-5-[4-(methylsulfonyl)phenyl]-1-[3,4-difluorophenyl]-1H-pyrrole-3-carboxime
• 英文别名: N-[[1-(3,4-difluorophenyl)-2-methyl-5-(4-methylsulfonylphenyl)pyrrol-3-yl]methylidene]hydroxylamine
• CAS: 1442652-37-0
• 化学式: C₁₉H₁₆F₂N₂O₃S
• 分子量: 390.41
• InChiKey: GTBJBJZQCTWUMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  71.66
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-methyl-5-[4-(methylsulfonyl)phenyl]-1-[3,4-difluorophenyl]-1H-pyrrole-3-carboxime 在 三聚氯氰 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以78%的产率得到2-methyl-5-[4-(methylsulfonyl)phenyl]-1-[3,4-difluorophenyl]-1H-pyrrole-3-carbonitrile
  参考文献：
  名称：

  A class of pyrrole derivatives endowed with analgesic/anti-inflammatory activity

  摘要：

  We report the synthesis and bio-pharmacological evaluation of a class of pyrrole derivatives featuring a small appendage fragment (carbaldehyde, oxime, nitrile) on the central core. Compound 1c proved to be extremely effective in vivo, showing an interesting anti-nociceptic profile that is comparable to reference compounds already marketed, hence representing a great stimulus for a further improvement of this class of molecules. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.031
• 作为产物：
  描述：

  1-[4-(methylsulfonyl)phenyl]pentane-1,4-dione 在 盐酸羟胺 、 sodium acetate 、 对甲苯磺酸 、 三氯氧磷 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 160.0 ℃ 、1.03 MPa 条件下， 反应 3.3h， 生成 2-methyl-5-[4-(methylsulfonyl)phenyl]-1-[3,4-difluorophenyl]-1H-pyrrole-3-carboxime
  参考文献：
  名称：

  A class of pyrrole derivatives endowed with analgesic/anti-inflammatory activity

  摘要：

  We report the synthesis and bio-pharmacological evaluation of a class of pyrrole derivatives featuring a small appendage fragment (carbaldehyde, oxime, nitrile) on the central core. Compound 1c proved to be extremely effective in vivo, showing an interesting anti-nociceptic profile that is comparable to reference compounds already marketed, hence representing a great stimulus for a further improvement of this class of molecules. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.031

文献信息

• A class of pyrrole derivatives endowed with analgesic/anti-inflammatory activity
  作者：Claudio Battilocchio、Giovanna Poce、Salvatore Alfonso、Giulio Cesare Porretta、Sara Consalvi、Lidia Sautebin、Simona Pace、Antonietta Rossi、Carla Ghelardini、Lorenzo Di Cesare Mannelli、Silvia Schenone、Antonio Giordani、Luigia Di Francesco、Paola Patrignani、Mariangela Biava

  DOI：10.1016/j.bmc.2013.04.031

  日期：2013.7

  We report the synthesis and bio-pharmacological evaluation of a class of pyrrole derivatives featuring a small appendage fragment (carbaldehyde, oxime, nitrile) on the central core. Compound 1c proved to be extremely effective in vivo, showing an interesting anti-nociceptic profile that is comparable to reference compounds already marketed, hence representing a great stimulus for a further improvement of this class of molecules. (C) 2013 Elsevier Ltd. All rights reserved.