2-[4-(4-phenylhexahydro-1-pyrazinylsulfonyl)phenyl]-1,3-isoindolinedione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-[4-(4-phenylhexahydro-1-pyrazinylsulfonyl)phenyl]-1,3-isoindolinedione
• 英文别名: LASSBio 469；2-[4-(4-Phenyl-piperazine-1-sulfonyl)-phenyl]-isoindole-1,3-dione；2-[4-(4-phenylpiperazin-1-yl)sulfonylphenyl]isoindole-1,3-dione
• 化学式: C₂₄H₂₁N₃O₄S
• mdl: MFCD00762862
• 分子量: 447.514
• InChiKey: KTXKZCCZSRAHIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  86.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-苯基邻苯二甲酰亚胺 在 氯磺酸 、 五氯化磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-[4-(4-phenylhexahydro-1-pyrazinylsulfonyl)phenyl]-1,3-isoindolinedione
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of phthalimide derivatives, designed as new thalidomide analogues

  摘要：

  This paper describes the synthesis and anti-inflammatory activity of new N-phenyl-phthalimide sulfonamides (3a-e) and the isosters N-phenyl-phthalimide amides (4a-e), designed as hybrids of thalidomide (1) and aryl sulfonamide phosphodiesterase inhibitor (2), In these series, compound 3e (LASSBio 468). having a sulfonyl-thiomorpholine moiety, showed potent inhibitory activity on LPS-induced neutrophil recruitment with ED50 = 2.5 mg kg(-1), which was correlated with its inhibitory effect on TNF-alpha level. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00152-9