2-amino-9-(1,2,3,4-tetrahydronaphthalen-4-yl)-1H-purin-6(9H)-one | 305806-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-amino-9-(1,2,3,4-tetrahydronaphthalen-4-yl)-1H-purin-6(9H)-one
• 英文别名: 2-amino-9-(1,2,3,4-tetrahydronaphthalen-1-yl)-1H-purin-6-one
• CAS: 305806-68-2
• 化学式: C₁₅H₁₅N₅O
• 分子量: 281.317
• InChiKey: BXTVEVPBKFEHAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  85.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-9-(1,2,3,4-tetrahydronaphthalen-4-yl)-1H-purin-6(9H)-one 在 溴 作用下， 以 水 为溶剂， 生成 2-Amino-8-bromo-9-(1,2,3,4-tetrahydro-naphthalen-1-yl)-1,9-dihydro-purin-6-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of guanine analogues as phosphodiesterase 7 (PDE7) inhibitors

  摘要：

  The synthesis of a novel series of guanine analogues is reported. The compounds have been assessed in vitro and some analogues have been found to be inhibitors of phosphodiesterase type 7 (PDE7). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00125-1
• 作为产物：
  描述：

  2-氨基-6-氯嘌呤 在 sodium hydroxide 、 potassium carbonate 作用下， 生成 2-amino-9-(1,2,3,4-tetrahydronaphthalen-4-yl)-1H-purin-6(9H)-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of guanine analogues as phosphodiesterase 7 (PDE7) inhibitors

  摘要：

  The synthesis of a novel series of guanine analogues is reported. The compounds have been assessed in vitro and some analogues have been found to be inhibitors of phosphodiesterase type 7 (PDE7). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00125-1

文献信息

• Mitsunobu Coupling of Nucleobases and Alcohols:  An Efficient, Practical Synthesis for Novel Nonsugar Carbon Nucleosides
  作者：Weibing Lu、Sujata Sengupta、Jeffrey L. Petersen、Novruz G. Akhmedov、Xiaodong Shi

  DOI：10.1021/jo070515+

  日期：2007.6.1

  A simple facile synthesis of substituted purine derivatives has been developed by using Mitsunobu conditions for an alcohol and a respective nucleobase. A wide range of alcohols produces good to excellent yield (> 90%). The resulting purine analogues show good regioselectivity with N-9 substitution as the dominant products in most of the cases. Application of diastereospecific alcohols reveals a complete inversion of the carbon stereogenic center giving a single diastereomer. More than two dozen novel nucleobase derivatives have been prepared in high yield.
• RENIN INHIBITORS
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1180103A1

  公开（公告）日：2002-02-20
• [EN] 9-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)-1,9-DIHYDROPURIN-6-ONE DERIVATIVES AS PDE7 INHIBITORS<br/>[FR] DERIVES DE 9-(1,2,3,4-TETRAHYDRONAPTHTHALENE-1-YLE)-1,9-DIHYDROPURINE-6-UN INHIBITEURS DE PDE7
  申请人：DARWIN DISCOVERY LTD

  公开号：WO2000068230A1

  公开（公告）日：2000-11-16

  Compounds of formula (i) wherein X-Y-Z represents NR4-C=N or N=C-NR4; R4, which can be attached to either X or Z, is a residue derived from 5,6,7,8- or 1,2,3,4-tetrahydro-naphthalene have therapeutic utility as inhibitors of PDE7.
• [EN] RENIN INHIBITORS<br/>[FR] INHIBITEURS DE LA RENINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2000064887A1

  公开（公告）日：2000-11-02

  The present invention relates to compound of formula (I) wherein R?1 and R2¿ are as defined in the description and claims and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment of diseases which are associated restenosis, glaucoma, cardiac infarct, high blood pressure and end organ damage, e.g. cardiac insufficiency and kidney insufficiency.
• Synthesis and structure–activity relationships of guanine analogues as phosphodiesterase 7 (PDE7) inhibitors
  作者：Matthew J Barnes、Nicola Cooper、Richard J Davenport、Hazel J Dyke、Fiona P Galleway、Frances C.A Galvin、Lewis Gowers、Alan F Haughan、Christopher Lowe、Johannes W.G Meissner、John G Montana、Trevor Morgan、C.Louise Picken、Robert J Watson

  DOI：10.1016/s0960-894x(01)00125-1

  日期：2001.4

  The synthesis of a novel series of guanine analogues is reported. The compounds have been assessed in vitro and some analogues have been found to be inhibitors of phosphodiesterase type 7 (PDE7). (C) 2001 Elsevier Science Ltd. All rights reserved.