1,3-dihydro-3,3-dimethyl-1-<4-(methylsulfonyl)phenyl>-2H-pyrrolo<2,3-b>pyridin-2-one | 127555-20-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 1,3-dihydro-3,3-dimethyl-1-<4-(methylsulfonyl)phenyl>-2H-pyrrolo<2,3-b>pyridin-2-one
• 英文别名: 3,3-Dimethyl-1-(4-methylsulfonylphenyl)pyrrolo[2,3-b]pyridin-2-one
• CAS: 127555-20-8
• 化学式: C₁₆H₁₆N₂O₃S
• 分子量: 316.381
• InChiKey: QKOFLYCWNJEFRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-dihydro-3,3-dimethyl-1-<4-(methylthio)phenyl>-2H-pyrrolo<2,3-b>pyridin-2-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以83%的产率得到1,3-dihydro-3,3-dimethyl-1-<4-(methylsulfonyl)phenyl>-2H-pyrrolo<2,3-b>pyridin-2-one
  参考文献：
  名称：

  Substituted 1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-ones as potential antiinflammatory agents

  摘要：

  A series of analogues based on the 1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one ring system have been synthesized and shown to possess oral antiinflammatory activity in both the reverse passive Arthus reaction (RPAR) pleural cavity assay in rats and in the adjuvant-induced arthritic rat model (AAR). Several members of this series additionally exhibit an inhibitory effect on the in vivo production of prostaglandin- and leukotriene-derived products or arachidonic acid metabolism although these compounds exhibit no significant inhibitory activity against the cyclooxygenase and 5-lipoxygenase enzymes in vitro. Structure-activity relationships in this series are discussed.

  DOI：

  10.1021/jm00172a004

文献信息

• Heterobicyclic compounds having antiinflammatory activity
  申请人：SCHERING CORPORATION

  公开号：EP0347698A1

  公开（公告）日：1989-12-27

  Heterobicyclic and heterocyclic intermediate compounds and their use in treating inflammation, hyperproliferative skin conditions such as psoriasis and allergy are disclosed.

  本研究公开了杂双环和杂环中间体化合物及其在治疗炎症、过度增生性皮肤病（如牛皮癣）和过敏症中的用途。
• TING, PAULINE C.;KAMINSKI, JAMES J.;SHERLOCK, MARGARET H.;TOM, WING C.;LE+, J. MED. CHEM., 33,(1990) N0, C. 2697-2706
  作者：TING, PAULINE C.、KAMINSKI, JAMES J.、SHERLOCK, MARGARET H.、TOM, WING C.、LE+

  DOI：——

  日期：——
• HETEROBICYCLIC COMPOUNDS HAVING ANTIINFLAMMATORY ACTIVITY
  申请人：SCHERING CORPORATION

  公开号：EP0419561A1

  公开（公告）日：1991-04-03
• US5182289A
  申请人：——

  公开号：US5182289A

  公开（公告）日：1993-01-26
• US5252540A
  申请人：——

  公开号：US5252540A

  公开（公告）日：1993-10-12