6-chloro-9-phenyl-7,9-dihydro-8H-purin-8-one | 1237764-74-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-chloro-9-phenyl-7,9-dihydro-8H-purin-8-one
• 英文别名: 6-chloro-9-phenyl-7H-purin-8(9H)-one；6-chloro-9-phenyl-7H-purin-8-one
• CAS: 1237764-74-7
• 化学式: C₁₁H₇ClN₄O
• 分子量: 246.656
• InChiKey: VEVSWLQQXDVNTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-9-phenyl-7,9-dihydro-8H-purin-8-one 在 三氟乙酸 作用下， 以 正丁醇 为溶剂， 反应 26.0h， 生成 8-hydroxy-9-phenyladenine
  参考文献：
  名称：

  Synthetic Strategies to 9-Substituted 8-Oxoadenines

  摘要：

  Three synthetic routes to 9-substituted 8-oxoadenines have been studied: bromination of adenine followed by N-9-alkylation/arylation and finally hydrolysis; bromination of adenine, hydrolysis, and N-functionalization as the last step; and N-9-alkylation of adenine, halogenation, and finally hydrolysis. As long as the N-9-functional group is compatible with conditions required for introduction of the halogen, the latter strategy was the most efficient. Also, a strategy starting from 5-amino-4,6-dichloropyrimidine was found to be a very good alternative for synthesis of 9-substituted 8-oxoadenines. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.642051
• 作为产物：
  描述：

  苯胺 在 盐酸 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 16.33h， 生成 6-chloro-9-phenyl-7,9-dihydro-8H-purin-8-one
  参考文献：
  名称：

  [EN] GLUCOSE TRANSPORT INHIBITORS
  [FR] INHIBITEURS DE TRANSPORT DE GLUCOSE

  摘要：

  本发明涉及一般式（I）的化合物，其中Z、Y1、Y2、Y3、R3、R4、R5、R6、m和n如描述和索赔中所述，并且有效地和选择性地抑制葡萄糖转运蛋白1（GLUT1），以制备所述化合物的方法，包括包含所述化合物的药物组合物和药物组合物，用于制造用于治疗或预防疾病的药物组合物的用途，以及在制备所述化合物中有用的中间化合物。

  公开号：

  WO2015078799A1

文献信息

• [EN] GLUCOSE TRANSPORT INHIBITORS<br/>[FR] INHIBITEURS DE TRANSPORT DE GLUCOSE
  申请人：BAYER PHARMA AG

  公开号：WO2015078799A1

  公开（公告）日：2015-06-04

  The present invention relates to chemical compounds of general formula (I), in which Z, Y1, Y2, Y3, R3, R4, R5, R6, m, and n are as given in the description and in the claims, and which effectively and selectively inhibit glucose transporter 1 (GLUT1), to methods of preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds, to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, as well as to intermediate compounds useful in the preparation of said compounds.

  本发明涉及一般式（I）的化合物，其中Z、Y1、Y2、Y3、R3、R4、R5、R6、m和n如描述和索赔中所述，并且有效地和选择性地抑制葡萄糖转运蛋白1（GLUT1），以制备所述化合物的方法，包括包含所述化合物的药物组合物和药物组合物，用于制造用于治疗或预防疾病的药物组合物的用途，以及在制备所述化合物中有用的中间化合物。
• Synthetic Strategies to 9-Substituted 8-Oxoadenines
  作者：Huey-San Melanie Siah、Lise-Lotte Gundersen

  DOI：10.1080/00397911.2011.642051

  日期：2013.6.3

  Three synthetic routes to 9-substituted 8-oxoadenines have been studied: bromination of adenine followed by N-9-alkylation/arylation and finally hydrolysis; bromination of adenine, hydrolysis, and N-functionalization as the last step; and N-9-alkylation of adenine, halogenation, and finally hydrolysis. As long as the N-9-functional group is compatible with conditions required for introduction of the halogen, the latter strategy was the most efficient. Also, a strategy starting from 5-amino-4,6-dichloropyrimidine was found to be a very good alternative for synthesis of 9-substituted 8-oxoadenines. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.