(2R)-2-[[6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-5-nitroso-4-pyrimidinyl]amino]-1-propanol | 503271-72-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2R)-2-[[6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-5-nitroso-4-pyrimidinyl]amino]-1-propanol
• 英文别名: (2R)-2-[[6-amino-2-[(2,3-difluorophenyl)methylsulfanyl]-5-nitrosopyrimidin-4-yl]amino]propan-1-ol
• CAS: 503271-72-5
• 化学式: C₁₄H₁₅F₂N₅O₂S
• 分子量: 355.368
• InChiKey: OCVYJCWHULKKBX-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  139
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2R)-2-[[6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-5-nitroso-4-pyrimidinyl]amino]-1-propanol 在 sodium dithionite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到(2R)-2-[[5,6-diamino-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]amino]-1-propanol
  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
• 作为产物：
  描述：

  (2R)-2-({6-amino-2-[(2,3-difIuorobenzyl)thio]pyrimidin-4-yl}amino)propan-1-ol 在 溶剂黄146 、 sodium nitrite 作用下， 以92%的产率得到(2R)-2-[[6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-5-nitroso-4-pyrimidinyl]amino]-1-propanol
  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

• Pteridinone derivatives as modulators of chemokine receptor activity
  申请人：Bonnert Victor Roger

  公开号：US20050010047A1

  公开（公告）日：2005-01-13

  The invention provides certain pteridinone compounds of formula (I), processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明提供了式（I）的某些蝶呤酮化合物，用于其制备的过程和中间体，含有它们的制药组合物以及它们在治疗中的应用。
• Pteridinone Derivatives as Modulators of Chemokine Receptor Activity
  申请人：Bonnert Victor Roger

  公开号：US20070142352A1

  公开（公告）日：2007-06-21

  The invention provides certain pteridinone compounds of formula (I), processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明提供了某些式（I）的蕨酮类化合物，用于它们的制备的过程和中间体，包含它们的制药组合物以及它们在治疗中的应用。
• PTERIDINONE DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：Astrazeneca AB

  公开号：EP1419158A1

  公开（公告）日：2004-05-19
• [EN] PTERIDINONE DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY<br/>[FR] DERIVES DE PTERIDINONE SERVANT DE MODULATEURS DE L'ACTIVITE DE RECEPTEUR DE CHIMIOKINES
  申请人：ASTRAZENECA AB

  公开号：WO2003024966A1

  公开（公告）日：2003-03-27

  The invention provides certain pteridinone compounds of formula (I), processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy.