N-benzyl-4-(3,6-dihydro-4-hydroxy-6-oxo-2-phenyl-2H-pyran-2-yl)-N-methylbutyramide | 169601-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: N-benzyl-4-(3,6-dihydro-4-hydroxy-6-oxo-2-phenyl-2H-pyran-2-yl)-N-methylbutyramide
• 英文别名: N-benzyl-4-(4-hydroxy-6-oxo-2-phenyl-3H-pyran-2-yl)-N-methylbutanamide
• CAS: 169601-68-7
• 化学式: C₂₃H₂₅NO₄
• 分子量: 379.456
• InChiKey: KUBNCWMPFQEWJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  、 N-benzyl-4-(3,6-dihydro-4-hydroxy-6-oxo-2-phenyl-2H-pyran-2-yl)-N-methylbutyramide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-Benzyl-4-[4-hydroxy-5-(2-isopropyl-phenylsulfanyl)-6-oxo-2-phenyl-3,6-dihydro-2H-pyran-2-yl]-N-methyl-butyramide
  参考文献：
  名称：

  6-Phenyl-6-alkylamido-5,6-dihydro-2H-pyran-2-ones: novel HIV protease inhibitors

  摘要：

  Publications from our laboratories have recently described a series of 3-thioaryl substituted-4-hydroxy-pyrones(1) as HIV protease inhibitors. The current work examines the analogous 5,6-dihydro-2H-pyran-2-ones with 6,6-substitutions focusing on the use of 1 degrees, 2 degrees, and 3 degrees alkyl amides of various chain lengths to fill the S1 through S3 enzyme pockets.

  DOI：

  10.1016/0960-894x(96)00099-6
• 作为产物：
  描述：

  4-苯甲酰基丁酸 在 氯化亚砜 作用下， 生成 N-benzyl-4-(3,6-dihydro-4-hydroxy-6-oxo-2-phenyl-2H-pyran-2-yl)-N-methylbutyramide
  参考文献：
  名称：

  6-Phenyl-6-alkylamido-5,6-dihydro-2H-pyran-2-ones: novel HIV protease inhibitors

  摘要：

  Publications from our laboratories have recently described a series of 3-thioaryl substituted-4-hydroxy-pyrones(1) as HIV protease inhibitors. The current work examines the analogous 5,6-dihydro-2H-pyran-2-ones with 6,6-substitutions focusing on the use of 1 degrees, 2 degrees, and 3 degrees alkyl amides of various chain lengths to fill the S1 through S3 enzyme pockets.

  DOI：

  10.1016/0960-894x(96)00099-6

文献信息

• 5,6-dihydropyrone derivatives as protease inhibitors and antiviral agents
  申请人：Warner-Lambert Company

  公开号：US05789440A1

  公开（公告）日：1998-08-04

  The present invention relates to novel 5,6-dihydropyrone derivatives and related structures which potently inhibit the HIV aspartyl protease blocking HIV infectivity. The 5,6-dihydropyrone derivatives are useful in the development of therapies for the treatment of bacterial and viral infections and diseases, including AIDS. The present invention is also directed to methods of synthesis of multifunctionalized 5,6-dihydropyrones and of related structures.

  本发明涉及新型5,6-二氢吡喃衍生物及相关结构，这些衍生物具有强大的抑制HIV天冬氨酸蛋白酶，从而阻止HIV感染性的作用。5,6-二氢吡喃衍生物可用于开发治疗细菌和病毒感染和疾病，包括艾滋病的治疗方案。本发明还涉及多功能化5,6-二氢吡喃和相关结构的合成方法。
• 5,6-DIHYDROPYRONE DERIVATIVES AS PROTEASE INHIBITORS AND ANTIVIRAL AGENTS
  申请人：PARKE DAVIS & COMPANY

  公开号：EP0729463B1

  公开（公告）日：2002-05-22
• US5789440A
  申请人：——

  公开号：US5789440A

  公开（公告）日：1998-08-04
• US5840751A
  申请人：——

  公开号：US5840751A

  公开（公告）日：1998-11-24
• US5936128A
  申请人：——

  公开号：US5936128A

  公开（公告）日：1999-08-10