N-(4-甲氧基苯基)-5H-嘌呤-6-胺 | 6296-91-9

• 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: N-(4-甲氧基苯基)-5H-嘌呤-6-胺
• 英文名称: N-(4-methoxyphenyl)-9H-purine-6-amine
• 英文别名: N-(4-methoxyphenyl)-9H-purin-6-amine；N-(4-methoxyphenyl)-7H-purin-6-amine
• CAS: 6296-91-9
• 化学式: C₁₂H₁₁N₅O
• 分子量: 241.252
• InChiKey: URMMHFZNJDOMHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  75.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-甲氧基苯基)-5H-嘌呤-6-胺 在 羟胺 、 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 、 丙酮 为溶剂， 反应 2.0h， 生成 N-hydroxy-4-((6-((4-methoxyphenyl)amino)-9H-purin-9-yl)methyl)benzamide
  参考文献：
  名称：

  HDAC specificity and kinase off-targeting by purine-benzohydroxamate anti-hematological tumor agents

  摘要：

  DOI：

  10.1016/j.ejmech.2023.115935
• 作为产物：
  描述：

  甲氧苯胺 、 6-氯嘌呤 生成 N-(4-甲氧基苯基)-5H-嘌呤-6-胺
  参考文献：
  名称：

  通过与 2-oxa-1,4-丁二醇二乙酸酯的烷基化反应，微波辅助区域选择性合成无环核苷

  摘要：

  描述了在没有溶剂和催化剂的情况下，用 2-oxa-1,4-丁二醇二乙酸酯对各种嘌呤核碱基进行微波辅助烷基化来合成嘌呤无环核苷的高效绿色程序。该方法具有环境友好、操作简单、反应时间短、区域选择性高、收率高等优点。关键词：无环核苷，微波辐射，区域选择性，烷基化，2-oxa-1,4-丁二醇二乙酸酯。

  DOI：

  10.1139/v06-061

文献信息

• [EN] INHIBITORS OF LOW MOLECULAR WEIGHT PROTEIN TYROSINE PHOSPHATASE (LMPTP) AND USES THEREOF<br/>[FR] INHIBITEURS DE LA PROTÉINE TYROSINE PHOSPHATASE DE FAIBLE POIDS MOLÉCULAIRE (LMPTP) ET UTILISATIONS ASSOCIÉES
  申请人：SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INST

  公开号：WO2019136093A1

  公开（公告）日：2019-07-11

  Protein tyrosine phosphatases (PTPs) are key regulators of metabolism and insulin signaling. As a negative regulator of insulin signaling, the low molecular weight protein tyrosine phosphatase (LMPTP) is a target for insulin resistance and related conditions. Described herein are compounds capable of modulating the level of activity of LMPTP, compositions, and methods of using these compounds and compositions.

  蛋白酪氨酸磷酸酶（PTPs）是代谢和胰岛素信号传导的关键调节因子。作为胰岛素信号传导的负调节因子，低分子量蛋白酪氨酸磷酸酶（LMPTP）是胰岛素抵抗和相关疾病的靶点。本文描述了能够调节LMPTP活性水平的化合物、组合物以及使用这些化合物和组合物的方法。
• Nucleophilic Arylation of Halopurines Facilitated by Brønsted Acid in Fluoroalcohol
  作者：Naoko Takenaga、Toshitaka Shoji、Takayuki Menjo、Akiko Hirai、Shohei Ueda、Kotaro Kikushima、Tomonori Hanasaki、Toshifumi Dohi

  DOI：10.3390/molecules24213812

  日期：——

  Various aryl-substituted purine derivatives were synthesized through the direct arylation of halopurines with aromatic compounds, facilitated by the combination of triflic acid and fluoroalcohol. This metal-free method is complementary to conventional coupling reactions using metal catalysts and reagents for the syntheses of aryl-substituted purine analogues.

  通过卤代嘌呤与芳香族化合物的直接芳基化，在三氟甲磺酸和氟代醇的结合下，合成了各种芳基取代的嘌呤衍生物。这种不含金属的方法是对使用金属催化剂和试剂合成芳基取代嘌呤类似物的常规偶联反应的补充。
• Design, synthesis and ability of non-gold complexed substituted purine derivatives to inhibit LPS-induced inflammatory response
  作者：Xuebao Wang、Chao Han、Kaiqi Wu、Lu Luo、Yu Wang、Xuze Du、Qin He、Faqing Ye

  DOI：10.1016/j.ejmech.2018.02.018

  日期：2018.4

  In order to study the anti-inflammatory activity of novel 6-substituted and 6,9-disubstituted purine derivatives, 20 compounds, L1–10 and W1–10, derived from purine and lacking a gold complex were designed, synthesized and their anti-inflammatory activity was screened. LPS-induced TNF-α, IL-1β, IL-6, PGE2, NO, COX-2 and iNOS mRNA were evaluated, and western blot and NF-κB p65 translocation assay were

  为了研究新型6取代和6,9-二取代嘌呤衍生物的抗炎活性，设计，合成了20种衍生自嘌呤且缺乏金配合物的化合物L1-10和W1-10，它们的抗炎作用筛选炎症活动。评价LPS诱导的TNF-α，IL-1β，IL-6，PGE2，NO，COX-2和iNOS mRNA，并在RAW 264.7巨噬细胞中进行western blot和NF-κBp65易位测定。此外，在小鼠中进行了角叉菜胶诱导的后爪水肿实验。化合物L1，L4，W2和W4对RAW 264.7巨噬细胞中LPS诱导的TNF-α，IL-1β，IL-6和PGE2释放具有明显的剂量依赖性抑制作用。此外，这些化合物在同一细胞中强烈抑制LPS诱导的NO，COX-2和iNOS mRNA。体内抗炎活性测试结果表明，L1和L4在给药后2至5小时比已知的消炎药Au（L 3）（PPh 3）更有效，而W4在给药后3至5小时最有效。因此，W2，W4和L1，L4可以在体外和
• Heterocyclic compound based on n6-substituted adenine, methods, of their preparation, their use for preparation of drugs, cosmetic preparations and growth regulators, pharmaceutical preparations, cosmetic preparations and growth regulators containing these compounds
  申请人：Dolezal Karel

  公开号：US20050043328A1

  公开（公告）日：2005-02-24

  New heterocyclic derivatives based on N 6 -substituted adenine, having anticancer, mitotic, imunosuppressive and antisenescent propoerties for plant, animal and human cells and methods of their preparation. Included are also pharmaceutical compositions, cosmetic preparations and growth regulators, which contain these derivatives as active compound and the use of these derivatives for the preparation of drugs, cosmetic preparations, in biotechnological processes, in cosmetics and in agriculture.

  基于N6-取代腺嘌呤的新杂环衍生物具有抗癌、有丝分裂、免疫抑制和抗衰老的性质，适用于植物、动物和人类细胞，并提供其制备方法。还包括含有这些衍生物作为活性化合物的药物组合物、化妆品制剂和生长调节剂，以及这些衍生物用于制备药物、化妆品制剂、生物技术过程、化妆品和农业的用途。
• HETEROCYCLIC COMPOUNDS BASED ON N6-SUBSTITUTED ADENINE, METHODS OF THEIR PREPARATION, THEIR USE FOR PREPARATION OF DRUGS, COSMETIC PREPARATIONS AND GROWTH REGULATORS, PHARMACEUTICAL PREPARATIONS, COSMETIC PREPARATIONS AND GROWTH REGULATORS CONTAINING THESE COMPOUNDS
  申请人：Popa Igor

  公开号：US20080014227A1

  公开（公告）日：2008-01-17

  Novel heterocyclic derivatives based on N 6 -substituted adenine, having anticancer, mitotic, immunosuppressive and antisenescent properties for plant, animal and human cells and methods of their preparation. Included are also pharmaceutical compositions, cosmetic preparations and growth regulators, which contain these derivatives as active compound and the use of these derivatives for the preparation of drugs, cosmetic preparations, in biotechnological processes, in cosmetics and in agriculture.

  基于N6-取代腺嘌呤的新型杂环衍生物，具有抗癌、有丝分裂、免疫抑制和抗衰老的性质，适用于植物、动物和人类细胞，以及它们的制备方法。还包括含有这些衍生物作为活性化合物的制药组合物、化妆品制剂和生长调节剂，以及使用这些衍生物制备药物、化妆品制剂、生物技术过程、化妆品和农业的方法。