Isatin Sulfonamide 35 | 220510-31-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Isatin Sulfonamide 35
• 英文别名: tert-butyl 2-[2,3-dioxo-5-[(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonylindol-1-yl]acetate
• CAS: 220510-31-6
• 化学式: C₂₅H₂₈N₂O₇S
• 分子量: 500.573
• InChiKey: ICYOAHGNCPYQFG-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Isatin Sulfonamide 35 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以63%的产率得到Isatin Sulfonamide 36
  参考文献：
  名称：

  Potent and Selective Nonpeptide Inhibitors of Caspases 3 and 7

  摘要：

  5-Dialkylaminosulfonylisatins have been identified as potent, nonpeptide inhibitors of caspases 3 and 7. The most active compound within this series (34) inhibited caspases 3 and 7 in the 2-6 nM range and exhibited approximately 1000-fold selectivity for caspases 3 and 7 versus a panel of five other caspases (1, 2, 4, 6, and 8) and was at least 20-fold more selective versus caspase 9. Sequence alignments of the active site residues of the caspases strongly suggest that the basis of this selectivity is due to binding in the St subsite comprised of residues Tyr204, Trp206, and Phe256 which are unique to caspases 3 and 7. These compounds inhibit apoptosis in three cell-based models: human Jurkat T cells, human chondrocytes, and mouse bone marrow neutrophils.

  DOI：

  10.1021/jm0100537
• 作为产物：
  描述：

  2-(苯氧基甲基)吡咯烷-1-羧酸-(S)-叔丁酯 在 potassium carbonate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.83h， 生成 Isatin Sulfonamide 35
  参考文献：
  名称：

  Potent and Selective Nonpeptide Inhibitors of Caspases 3 and 7

  摘要：

  5-Dialkylaminosulfonylisatins have been identified as potent, nonpeptide inhibitors of caspases 3 and 7. The most active compound within this series (34) inhibited caspases 3 and 7 in the 2-6 nM range and exhibited approximately 1000-fold selectivity for caspases 3 and 7 versus a panel of five other caspases (1, 2, 4, 6, and 8) and was at least 20-fold more selective versus caspase 9. Sequence alignments of the active site residues of the caspases strongly suggest that the basis of this selectivity is due to binding in the St subsite comprised of residues Tyr204, Trp206, and Phe256 which are unique to caspases 3 and 7. These compounds inhibit apoptosis in three cell-based models: human Jurkat T cells, human chondrocytes, and mouse bone marrow neutrophils.

  DOI：

  10.1021/jm0100537

文献信息

• [EN] CASPASES AND APOPTOSIS<br/>[FR] CASPASES ET APOPTOSE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2001022966A1

  公开（公告）日：2001-04-05

  The present invention is to the novel compounds of Formula (I), their pharmaceutical compositions, and to the novel inhibition of caspases for use in the treatment of apoptosis, and disease states caused by excessive or inappropriate cell death.

  本发明涉及式（I）的新化合物、它们的制药组合物，以及用于治疗细胞凋亡和由过度或不适当的细胞死亡引起的疾病状态的新的半胱天冬酶抑制剂。
• CASPASES AND APOPTOSIS
  申请人：SmithKline Beecham Corporation

  公开号：EP1242081A1

  公开（公告）日：2002-09-25
• EP1242081A4
  申请人：——

  公开号：EP1242081A4

  公开（公告）日：2004-07-21