2,6-dichloro-9-(2-chlorobenzyl)-9H-purine | 1018830-36-8

• 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: 2,6-dichloro-9-(2-chlorobenzyl)-9H-purine
• 英文别名: 2,6-Dichloro-9-[(2-chlorophenyl)methyl]purine
• CAS: 1018830-36-8
• 化学式: C₁₂H₇Cl₃N₄
• 分子量: 313.573
• InChiKey: SKUQNIMPMZVNFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-dichloro-9-(2-chlorobenzyl)-9H-purine 、 萘酚 在 aluminum (III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.5h， 以87%的产率得到4-(9-(2-chlorobenzyl)-2-chloro-9H-purin-6-yl)naphthalen-1-ol
  参考文献：
  名称：

  Direct Synthesis of 6-Arylpurines by Reaction of 6-Chloropurines with Activated Aromatics

  摘要：

  Highly functionalized C6-aryl-substituted purine analogues were synthesized through direct arylation of 6-chloropurine with aromatics promoted by anhydrous AlCl(3) in a single step. The reactions, which were conducted using a 3-fold excess of AlCl(3) in refluxing 1,2-dichloroethane, gave moderate to excellent product yields in 0.5 h. This work is complementary to the classical coupling reactions for the synthesis of C6-aryl-substituted purine analogues.

  DOI：

  10.1021/jo1010334

文献信息

• [EN] HETEROCYCLIC NITROGEN-CONTAINING PURINE DERIVATIVES, PHARMACEUTICAL PREPARATIONS CONTAINING THESE DERIVATIVES AND THEIR USE IN NEUROPROTECTION<br/>[FR] DÉRIVÉS DE PURINE CONTENANT DE L'AZOTE HÉTÉROCYCLIQUE, PRÉPARATIONS PHARMACEUTIQUES CONTENANT CES DÉRIVÉS ET LEUR UTILISATION EN NEUROPROTECTION
  申请人：UNIV PALACKEHO

  公开号：WO2020164648A1

  公开（公告）日：2020-08-20

  The invention relates to heterocyclic nitrogen-containing purine derivatives, their use in the medicinal applications and compositions containing these derivatives. New generation of compounds possess selective antineurodegenerative properties on neuronal cells and tissues and can be particularly used in the treatment and prophylaxis of neurodegenerative disease, particularly in the treatment and prophylaxis of Parkinson's disease.

  本发明涉及杂环氮含有嘌呤衍生物，其在药用应用中的使用以及含有这些衍生物的组合物。新一代化合物具有对神经元细胞和组织具有选择性的抗神经退行性特性，特别可用于治疗和预防神经退行性疾病，特别是用于治疗和预防帕金森病。
• Synthesis of Novel C6-Phosphonated Purine Nucleosides under Microwave Irradiation by SNAr−Arbuzov Reaction
  作者：Gui-Rong Qu、Ran Xia、Xi-Ning Yang、Jian-Guo Li、Dong-Chao Wang、Hai-Ming Guo

  DOI：10.1021/jo702680p

  日期：2008.3.1

  Novel C6-phosphonated purine nucleosides were obtained in good to excellent isolated yields by the simple and catalyst-free SNAr−Arbuzov reaction of trialkyl phosphite with 6-choloropurine nucleosides, including a series of nonsugar carbon nucleosides. Shorter reaction times were needed, and substantially higher yields were obtained under microwave irradiation conditions compared with conventional

  通过亚磷酸三烷基酯与6-胆嘌呤核苷的简单且无催化剂的SNAr-Arbuzov反应，包括一系列非糖碳核苷，可以很好地分离出高产的新型C6-膦化嘌呤核苷。与常规加热条件相比，需要更短的反应时间，并且在微波辐射条件下获得了实质上更高的产率。
• HETEROCYCLIC NITROGEN-CONTAINING PURINE DERIVATIVES, PHARMACEUTICAL PREPARATIONS CONTAINING THESE DERIVATIVES AND THEIR USE IN NEUROPROTECTION
  申请人：Univerzita Palackého

  公开号：EP3924353A1

  公开（公告）日：2021-12-22