2,5-dimethyl-3-phenyl-N-(pyridin-3-ylmethyl)pyrazolo[1,5-a]pyrimidin-7-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,5-dimethyl-3-phenyl-N-(pyridin-3-ylmethyl)pyrazolo[1,5-a]pyrimidin-7-amine
• 英文别名: 2,5-dimethyl-3-phenyl-N-(3-pyridylmethyl)pyrazolo[1,5-a]pyrimidin-7-amine
• 化学式: C₂₀H₁₉N₅
• 分子量: 329.404
• InChiKey: UKZLNCVELPIRDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-甲基-4-苯基-2H-吡唑-3-胺 在 N,N-二甲基苯胺 、 N,N-二异丙基乙胺 、 三氯化磷 作用下， 以 溶剂黄146 、 异丙醇 、 甲苯 为溶剂， 反应 34.5h， 生成 2,5-dimethyl-3-phenyl-N-(pyridin-3-ylmethyl)pyrazolo[1,5-a]pyrimidin-7-amine
  参考文献：
  名称：

  Aminopyrazolo[1,5-a]pyrimidines as potential inhibitors of Mycobacterium tuberculosis: Structure activity relationships and ADME characterization

  摘要：

  Whole-cell high-throughput screening of a diverse SoftFocus library against Mycobacterium tuberculosis (Mtb) generated a novel aminopyrazolo[1,5-a]pyrimidine hit series. The synthesis and structure activity relationship studies identified compounds with potent antimycobacterial activity. The SAR of over 140 compounds shows that the 2-pyridylmethylamine moiety at the C-7 position of the pyrazolopyrimidine scaffold was important for Mtb activity, whereas the C-3 position offered a higher degree of flexibility. The series was also profiled for in vitro cytotoxicity and microsomal metabolic stability as well as physicochemical properties. Consequently liabilities to be addressed in a future lead optimization campaign have been identified. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.10.021

文献信息

• PYRAZOLO[1,5-A]PYRIMIDINES AS ANTIVIRAL COMPOUNDS
  申请人：APODEMUS AB

  公开号：US20160318937A1

  公开（公告）日：2016-11-03

  A compound of formula (I) or a pharmaceutically acceptable salt thereof, useful in therapy, in particular in the treatment of a viral infection.

  式（I）的化合物或其在治疗中有用的药用盐，特别是用于治疗病毒感染。
• US9963455B2
  申请人：——

  公开号：US9963455B2

  公开（公告）日：2018-05-08
• [EN] PYRAZOLO[1,5-A]PYRIMIDIN-7-AMINE DERIVATIVES USEFUL IN THERAPY<br/>[FR] DÉRIVÉS DE PYRAZOLO[1,5-A]PYRIMIDINE -7-AMINE UTILES EN THÉRAPIE
  申请人：APODEMUS AB

  公开号：WO2015110491A2

  公开（公告）日：2015-07-30

  A compound of formula (I) or a pharmaceutically acceptable salt thereof, useful in therapy, in particular in the treatment of a viral infection.