5-(4-Chloro-benzyl)-1-[2-(4-methanesulfonyl-phenyl)-2-oxo-ethyl]-3,4-dihydro-2H-pyrrolium; bromide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(4-Chloro-benzyl)-1-[2-(4-methanesulfonyl-phenyl)-2-oxo-ethyl]-3,4-dihydro-2H-pyrrolium; bromide
• 英文别名: 2-[5-[(4-chlorophenyl)methyl]-3,4-dihydro-2H-pyrrol-1-ium-1-yl]-1-(4-methylsulfonylphenyl)ethanone;bromide
• 化学式: Br*C₂₀H₂₁ClNO₃S
• 分子量: 470.815
• InChiKey: BCASBRAOKSHOMZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.42
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-Chloro-benzyl)-1-[2-(4-methanesulfonyl-phenyl)-2-oxo-ethyl]-3,4-dihydro-2H-pyrrolium; bromide 在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 7-(4-Chloro-phenyl)-6-(4-methanesulfonyl-phenyl)-2,3-dihydro-1H-pyrrolizine
  参考文献：
  名称：

  Cyclooxygenase-1/2 (COX-1/COX-2) and 5-lipoxygenase (5-LOX) inhibitors of the 6,7-diaryl-2,3-1H-dihydropyrrolizine type

  摘要：

  A series of 6,7-diaryl-2,3-1H-dihydropyrrolizines was prepared as COX-1/COX-2 and 5-LOX inhibitors. The inhibition of COX-1 was evaluated using intact bovine platelets as the enzyme source, whereas LPS-stimulated human monocytes served as the enzyme source for inducible COX-2. The determination of arachidonic metabolites was performed by HPLC for COX-1 and RIA for COX-2. The balance between COX-1/COX-2 and 5-LOX inhibition can be shifted by modifying the substitution pattern of the phenyl moiety at the 6- and 7-position of the pyrrolizine nucleus. Structure-activity relationships are discussed. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01418-6
• 作为产物：
  描述：

  2-<4-Chlorbenzyl)-pyrrolin-1 、 2-溴-1-(4-甲磺酰基)苯乙酮 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 5-(4-Chloro-benzyl)-1-[2-(4-methanesulfonyl-phenyl)-2-oxo-ethyl]-3,4-dihydro-2H-pyrrolium; bromide
  参考文献：
  名称：

  Cyclooxygenase-1/2 (COX-1/COX-2) and 5-lipoxygenase (5-LOX) inhibitors of the 6,7-diaryl-2,3-1H-dihydropyrrolizine type

  摘要：

  A series of 6,7-diaryl-2,3-1H-dihydropyrrolizines was prepared as COX-1/COX-2 and 5-LOX inhibitors. The inhibition of COX-1 was evaluated using intact bovine platelets as the enzyme source, whereas LPS-stimulated human monocytes served as the enzyme source for inducible COX-2. The determination of arachidonic metabolites was performed by HPLC for COX-1 and RIA for COX-2. The balance between COX-1/COX-2 and 5-LOX inhibition can be shifted by modifying the substitution pattern of the phenyl moiety at the 6- and 7-position of the pyrrolizine nucleus. Structure-activity relationships are discussed. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01418-6

文献信息

• Cyclooxygenase-1/2 (COX-1/COX-2) and 5-lipoxygenase (5-LOX) inhibitors of the 6,7-diaryl-2,3-1H-dihydropyrrolizine type
  作者：H Ulbrich

  DOI：10.1016/s0223-5234(02)01418-6

  日期：2002.12.1

  A series of 6,7-diaryl-2,3-1H-dihydropyrrolizines was prepared as COX-1/COX-2 and 5-LOX inhibitors. The inhibition of COX-1 was evaluated using intact bovine platelets as the enzyme source, whereas LPS-stimulated human monocytes served as the enzyme source for inducible COX-2. The determination of arachidonic metabolites was performed by HPLC for COX-1 and RIA for COX-2. The balance between COX-1/COX-2 and 5-LOX inhibition can be shifted by modifying the substitution pattern of the phenyl moiety at the 6- and 7-position of the pyrrolizine nucleus. Structure-activity relationships are discussed. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.