[2-amino-4-[[(1S)-1-(2-hydroxyethyl)pentyl]amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-(2-methylthiazol-4-yl)methanone | 1449500-63-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: [2-amino-4-[[(1S)-1-(2-hydroxyethyl)pentyl]amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-(2-methylthiazol-4-yl)methanone
• 英文别名: [2-amino-4-[[(3S)-1-hydroxyheptan-3-yl]amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-(2-methyl-1,3-thiazol-4-yl)methanone
• CAS: 1449500-63-3
• 化学式: C₁₉H₂₈N₆O₂S
• 分子量: 404.536
• InChiKey: GOYSVNBOULKKMK-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氨基-5,6,7,8-四氢-6-(苯基甲基)吡啶并[4,3-d]嘧啶-4(3H)-酮 在 4-二甲氨基吡啶 、 palladium 10% on activated carbon 、 氢气 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基乙酰胺 、 异丙醇 为溶剂， 反应 22.0h， 生成 [2-amino-4-[[(1S)-1-(2-hydroxyethyl)pentyl]amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-(2-methylthiazol-4-yl)methanone
  参考文献：
  名称：

  Design and synthesis of tetrahydropyridopyrimidine based Toll-Like Receptor (TLR) 7/8 dual agonists

  摘要：

  In a continuing effort to discover novel TLR agonists, herein we report on the discovery and structure-activity relationship of novel tetrahydropyridopyrimidine TLR 7/8 agonists. Optimization of this series towards dual agonist activity and a high clearance profile resulted in the identification of compound 52a1. Evaluation in vivo revealed an interferon stimulated response (ISG) in mice with limited systemic exposure and demonstrated the potential in antiviral treatment or as a vaccine adjuvant.

  DOI：

  10.1016/j.bmcl.2018.08.015

文献信息

• Piperidino-pyrimidine derivatives for the treatment of viral infections
  申请人：Janssen R&D Ireland

  公开号：US20140350031A1

  公开（公告）日：2014-11-27

  This invention relates to piperidino-pyhmidine derivatives, processes for their preparation, pharmaceutical compositions, and their use in treating viral infections.

  这项发明涉及哌啶基吡啶啉衍生物，其制备方法，药物组合物以及它们在治疗病毒感染中的用途。
• PIPERIDINO-PYRIMIDINE DERIVATIVES FOR THE TREATMENT OF VIRAL INFECTIONS
  申请人：Janssen Sciences Ireland UC

  公开号：US20150336955A1

  公开（公告）日：2015-11-26

  This invention relates to piperidino-pyrimidine derivatives, processes for their preparation, pharmaceutical compositions, and their use in treating viral infections.
• US9133192B2
  申请人：——

  公开号：US9133192B2

  公开（公告）日：2015-09-15
• US9365571B2
  申请人：——

  公开号：US9365571B2

  公开（公告）日：2016-06-14