6-氯-2-苯基-7-(9)H-嘌呤 | 106823-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 6-氯-2-苯基-7-(9)H-嘌呤
• 英文名称: 6-chloro-2-phenylpurine
• 英文别名: 6-chloro-2-phenyl-7H-purine
• CAS: 106823-67-0
• 化学式: C₁₁H₇ClN₄
• 分子量: 230.656
• InChiKey: FTGIVROSXYRKLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 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：
  54.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-氯-2-苯基-7-(9)H-嘌呤 在 potassium carbonate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 生成 9-[(2-fluorophenyl)methyl]-N-methyl-2-phenylpurin-6-amine
  参考文献：
  名称：

  9-苄基腺嘌呤：有效和选择性的cAMP磷酸二酯酶抑制剂。

  摘要：

  DOI：

  10.1021/jm960827x
• 作为产物：
  描述：

  4,6-二氯-5-硝基-2-苯基嘧啶 在 盐酸 、 氨 、 铁粉 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 85.5h， 生成 6-氯-2-苯基-7-(9)H-嘌呤
  参考文献：
  名称：

  erythro- and threo-2-Hydroxynonyl substituted 2-phenyladenines and 2-phenyl-8-azaadenines: ligands for A1 adenosine receptors and adenosine deaminase

  摘要：

  erythro-2-Phenyl-9-(2-hydroxy-3-nonyl)adenine and its 8-aza analog were prepared and showed a very high inhibitory activity towards adenosine deaminase (ADA), with K-i 0.55 and 1.67 nM, respectively, and high affinity for A, adenosine receptors, with K-i 28 and 2.8 nM, respectively. To increase affinity for A(1) receptors we introduced a substituent on the N-6 position such as alkyl or cycloalkyl groups, which are present in effective agonists or antagonists. Furthermore, for some compounds, we prepared the two diastereoisomers erythro and threo to verify whether the binding with A(1) receptors is stereoselective, as in ADA. Results show that some of the synthesised compounds are good inhibitors for ADA and good ligands for A(1), and the erythro diastereoisomers are more active than the threo ones. The experimental evidence allows us to hypothesise some similarity in the three dimensional structures of the binding site of the two proteins, ADA and A(1) adenosine receptor, in spite of lacking any homologies in the aminoacid sequences. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01200-4

文献信息

• Synthesis of New 2-Phenyladenines and 2-Phenylpteridines and Biological Evaluation as Adenosine Receptor Ligands
  作者：Irene Giorgi、Giuliana Biagi、Oreste Livi、Michele Leonardi、Valerio Scartoni、Daniele Pietra

  DOI：10.1002/ardp.200600168

  日期：2007.2

  maintain high activity towards adenosine receptors; in fact, pteridine derivatives did not show themselves to be good adenosine receptor ligands. On the contrary, N6‐cycloalkyl‐ or N6‐alkyl‐2‐phenyladenines showed a very high affinity and selectivity for A1 adenosine receptors. We demonstrate also that the 9‐benzyl substituent is crucial for conferring high affinity for A3 receptors to molecules having a

  描述了一系列 2-苯基蝶啶衍生物的合成和生物测定，以将它们对腺苷受体的亲和力与特意制备的相应腺嘌呤和先前描述的 8-氮杂腺嘌呤的亲和力进行比较。这项研究表明，腺嘌呤核的五元环扩大为六元环是一种修饰，不允许分子保持对腺苷受体的高活性；事实上，蝶啶衍生物本身并不是良好的腺苷受体配体。相反，N6-环烷基-或N6-烷基-2-苯基腺嘌呤对A1腺苷受体表现出非常高的亲和力和选择性。我们还证明了 9-苄基取代基对于将 A3 受体的高亲和力赋予具有 2-苯腺嘌呤样核的分子至关重要。
• Heterocyclic Amplifiers of Phleomycin. VI. Some Phenylpurines, Phenylpteridines, Phenylquinazolines and Related Compounds
  作者：DJ Brown、K Mori

  DOI：10.1071/ch9850467

  日期：——

  Synthetic routes are described to a series of 2-, 6- and 8- phenylpurines , each with an appropriate S-or NH-linked side chain elsewhere in the molecule; to 2- and 4-phenylpteridines, each with a similar side chain and some with two additional C-methyl groups, to 2- and 4-phenylquinazolines, each equipped with an analogous side chain; and to two pyridinyl analogues of the above. Three of the above components are shown to have considerable activity as amplifiers of phleomycin -G in an in vitro bacterial system.

  本研究描述了一系列 2-、6-和 8-苯基嘌呤的合成路线，每种嘌呤在分子的其他部位都有适当的 S 或 NH 链接侧链；2-和 4-苯基蝶啶，每种蝶啶都有类似的侧链，有些蝶啶还带有两个额外的 C-甲基；2-和 4-苯基喹唑啉，每种喹唑啉都带有类似的侧链；以及上述喹唑啉的两种吡啶类似物。在体外细菌系统中，上述成分中的三种被证明具有相当高的活性，可作为 phleomycin -G 的扩增剂。
• [EN] DIPHENYL-AMINE DERIVATIVES: USES, PROCESS OF SYNTHESIS AND PHARMACEUTICAL COMPOSITIONS<br/>[FR] DÉRIVÉS DE DIPHÉNYLAMINE : UTILISATIONS, PROCÉDÉS DE SYNTHÈSE ET COMPOSITIONS PHARMACEUTIQUES
  申请人：FAES FARMA SA

  公开号：WO2012069442A1

  公开（公告）日：2012-05-31

  The invention relates to compounds of formula (I): or a pharmaceutically acceptable salt, prodrug or solvate thereof, a method of synthesis of said compounds, pharmaceutical compositions comprising them and their use as a medicament for treating inflammatory diseases.

  本发明涉及式(I)的化合物：或其药物可接受的盐、前药或溶剂化物，所述化合物的合成方法，包含它们的制药组合物以及它们作为治疗炎症性疾病的药物的用途。
• Diphenyl-amine derivatives: uses, process of synthesis and pharmaceutical compositions
  申请人：FAES FARMA, S.A.

  公开号：EP2465498A1

  公开（公告）日：2012-06-20

  The invention relates to compounds of formula (I): or a pharmaceutically acceptable salt, prodrug or solvate thereof, a method of synthesis of said compounds, pharmaceutical compositions comprising them and their use as a medicament for treating inflammatory diseases.

  该发明涉及以下化合物的公式(I)：或其药用可接受的盐、前药或溶剂化合物，以及合成该化合物的方法，包括它们的药物组合物和它们作为治疗炎症性疾病的药物的用途。
• DIPHENYL-AMINE DERIVATIVES: USES, PROCESS OF SYNTHESIS AND PHARMACEUTICAL COMPOSITIONS
  申请人：Rodes Solanes Rosa

  公开号：US20130296346A1

  公开（公告）日：2013-11-07

  The invention relates to compounds of formula (I): or a pharmaceutically acceptable salt, prodrug or solvate thereof, a method of synthesis of said compounds, pharmaceutical compositions comprising them and their use as a medicament for treating inflammatory diseases.

  本发明涉及以下式子(I)的化合物：或其药学上可接受的盐、前药或溶剂化物，以及制备该化合物的方法、包含它们的制药组合物以及将它们用作治疗炎症性疾病的药物的用途。