2-amino-5-((2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl)pyrimidin-4(3H)-one dihydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-amino-5-((2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl)pyrimidin-4(3H)-one dihydrochloride
• 英文别名: 2-amino-5-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1H-pyrimidin-6-one;dihydrochloride
• 化学式: C9H16Cl2N4O4
• 分子量: 315.15
• InChiKey: JJCLGBJPCLIRJH-CTMUNVELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.08
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  140
• 氢给体数：
  8
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-(hydroxymethyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate 、 盐酸 、 在 water ethanol 作用下， 以to furnish 2-amino-5-((2S,3 S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl)pyrimidin-4(3H)-one (13i) (0.05 g, 0.159 mmol, 50.6% yield) as a white solid的产率得到2-amino-5-((2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl)pyrimidin-4(3H)-one dihydrochloride
  参考文献：
  名称：

  ANTIVIRAL AZASUGAR-CONTAINING NUCLEOSIDES

  摘要：

  本发明涉及一种含有偶氮糖与杂环碱基结合的化合物，包括其药学上可接受的盐，适用于抑制病毒RNA聚合酶活性或病毒复制，并用于治疗病毒感染。该化合物的特点之一是具有良好的药代动力学，特别是在肠道给药的情况下，包括口服给药。本发明还涉及含有上述一种或多种化合物或其药学上可接受的盐的制药组合物，以及制备它们的方法。本发明还提供了抑制病毒RNA聚合酶活性、病毒复制和治疗病毒感染的方法。

  公开号：

  US20150291596A1

文献信息

• QUINOLINE INHIBITORS OF TYROSINE KINASE
  申请人：Zhang Chengzhi

  公开号：US20110195066A1

  公开（公告）日：2011-08-11

  The present invention relates to new quinoline inhibitors of tyrosine kinases, pharmaceutical compositions thereof, and methods of use thereof.
• [EN] ANTIVIRAL AZASUGAR-CONTAINING NUCLEOSIDES<br/>[FR] NUCLÉOSIDES ANTIVIRAUX CONTENANT DE L'AZASUCRE
  申请人：BIOCRYST PHARM INC

  公开号：WO2014078778A2

  公开（公告）日：2014-05-22

  Disclosed are compounds comprising an azasugar attached to a heterocyclic base, including pharmaceutically acceptable salts thereof, suitable for use in inhibiting viral RNA polymerase activity or viral replication, and treating viral infections. The compounds are characterized, in part, by favorable pharmacokinetics for the active pharmaceutical ingredient, particularly in conjunction with enteral administration, including, in particular, oral administration. Also disclosed are pharmaceutical compositions comprising one or more compounds mentioned above, or pharmaceutically acceptable salts thereof, as well as methods for preparing same. Also provided are methods for inhibiting viral RNA polymerase activity, viral replication, and treating viral infections.
• ANTIVIRAL AZASUGAR-CONTAINING NUCLEOSIDES
  申请人：BIOCRYST PHARMACEUTICALS, INC.

  公开号：US20150291596A1

  公开（公告）日：2015-10-15

  Disclosed are compounds comprising an azasugar attached to a heterocyclic base, including pharmaceutically acceptable salts thereof, suitable for use in inhibiting viral RNA polymerase activity or viral replication, and treating viral infections. The compounds are characterized, in part, by favorable pharmacokinetics for the active pharmaceutical ingredient, particularly in conjunction with enteral administration, including, in particular, oral administration. Also disclosed are pharmaceutical compositions comprising one or more compounds mentioned above, or pharmaceutically acceptable salts thereof, as well as methods for preparing same. Also provided are methods for inhibiting viral RNA polymerase activity, viral replication, and treating viral infections.

  本发明涉及一种含有偶氮糖与杂环碱基结合的化合物，包括其药学上可接受的盐，适用于抑制病毒RNA聚合酶活性或病毒复制，并用于治疗病毒感染。该化合物的特点之一是具有良好的药代动力学，特别是在肠道给药的情况下，包括口服给药。本发明还涉及含有上述一种或多种化合物或其药学上可接受的盐的制药组合物，以及制备它们的方法。本发明还提供了抑制病毒RNA聚合酶活性、病毒复制和治疗病毒感染的方法。