AZD-8309 | 333742-48-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: AZD-8309
• 英文别名: (R)-5-((2,3-difluorobenzyl)thio)-7-((1-hydroxypropan-2-yl)amino)thiazolo[4,5-d]pyrimidin-2(3H)-one；5-[(2,3-difluorophenyl)methylsulfanyl]-7-[[(2R)-1-hydroxypropan-2-yl]amino]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
• CAS: 333742-48-6
• 化学式: C₁₅H₁₄F₂N₄O₂S₂
• 分子量: 384.431
• InChiKey: SRHSMXLXWORYJK-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  AZD-8309 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 5-[[(2,3-difluorophenyl)methyl]thio]-7-[[(1R)-2-hydroxy-1-methylethyl]amino]thiazolo[4,5-d]pyrimidin-2(3H)-one sodium salt
  参考文献：
  名称：

  Thiazolo[4,5-d]pyrimidine compounds for the treatment of rheumatoid arthritis

  摘要：

  公开号：

  EP1348709B1
• 作为产物：
  描述：

  (2R)-2-[[5-[[(2,3-difluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以54%的产率得到AZD-8309
  参考文献：
  名称：

  Evaluation of a series of bicyclic CXCR2 antagonists

  摘要：

  The CXCR2 SAR of a series of bicyclic antagonists such as the 2-aminothiazolo[4,5-d]pyrimidine 3b was investigated by systematic variation of the fused pyrimidine-based heterocyclic cores. Replacement of the aminothiazole ring with a 2-thiazolone alternative led to a series of thiazolo[4,5-d]pyrimidine-2(3H)-one antagonists with markedly improved biological and pharmacokinetic properties, which are suitable pharmacological tools to probe the in vivo effects of CXCR2 antagonism combined with the associated CCR2 activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.039

文献信息

• Novel thiazolo (4,5-D) pyrimidine compounds
  申请人：AstraZeneca UK Limited, a British corporation

  公开号：US20040224961A1

  公开（公告）日：2004-11-11

  The invention provides certain thiazolopyrimidine compounds of formula (I) or a pharmaceutically acceptable salt or solvate thereof; processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy. 1

  本发明提供式（I）的某些噻唑嘧啶化合物或其药学上可接受的盐或溶剂；用于它们的制备的过程和中间体，含有它们的制药组合物及其在治疗中的用途。
• Methods
  申请人：Thomson Colin

  公开号：US20090043097A1

  公开（公告）日：2009-02-12

  A method for the preparation of a compound of formula (1) or a pharmaceutically acceptable salt or solvate thereof; from a compound of the formula: (IV); wherein L represents a leaving group.

  一种制备式（1）化合物或其药学上可接受的盐或溶剂的方法；该方法使用式（IV）的化合物，其中L代表一个离去基团。
• Process for the Preparation of Thiazolopyrimidines
  申请人：Butters Michael

  公开号：US20070282103A1

  公开（公告）日：2007-12-06

  A method for the preparation of a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof; from a compound of the formula: (IV); wherein L represents a leaving group.

  一种制备式（I）化合物或其药学上可接受的盐或溶剂的方法；从式（IV）的化合物中；其中L代表一个离去基团。
• NOVEL THIAZOLO (4,5-D) PYRIMIDINE COMPOUNDS NOVEL COMPOUNDS
  申请人：Willis Paul Andrew

  公开号：US20090281123A1

  公开（公告）日：2009-11-12

  The invention provides certain thiazolopyrimidine compounds of formula (I) or a pharmaceutically acceptable salt or solvate thereof, processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy.

  该发明提供了式（I）的某些噻唑嘧啶化合物或其药学上可接受的盐或溶剂，用于制备它们的过程和中间体，含有它们的制药组合物以及它们在治疗中的应用。
• Process for the preparation of thiazolopyrimidines
  申请人：AstraZeneca AB

  公开号：US07790883B2

  公开（公告）日：2010-09-07

  A method for the preparation of a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof; from a compound of the formula: (IV); wherein L represents a leaving group.

  一种制备公式（I）化合物或其药学上可接受的盐或溶剂的方法；从公式（IV）化合物开始；其中L代表一个离去基团。