9-(tetrahydro-2H-pyran-2-yl)-9H-purine | 16347-32-3

• 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: 9-(tetrahydro-2H-pyran-2-yl)-9H-purine
• 英文别名: 9-(tetrahydropyran-2-yl)purine；9-(2-Tetrahydropyranyl)purine；9-tetrahydropyran-2-yl-9H-purine；9-(2-Tetrahydropyranyl)purin；9-Tetrahydropyran-2-ylpurin；9-(oxan-2-yl)purine
• CAS: 16347-32-3
• 化学式: C₁₀H₁₂N₄O
• 分子量: 204.231
• InChiKey: LJXYKPCGNZYRFJ-UHFFFAOYSA-N

物化性质

• 熔点：
  62-63 °C
• 沸点：
  397.4±52.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-(tetrahydro-2H-pyran-2-yl)-9H-purine 在 碘 、 sodium hydride 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 为溶剂， 反应 11.17h， 生成 8-(2-phenylthioethyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine
  参考文献：
  名称：

  Addition and Cycloaddition to 2- and 8-Vinylpurines.

  摘要：

  The reactivity of purines carrying an alkenyl substituent in the 2- or 8-position in nucleophilic addition and cycloaddition reactions has been studied. A vinyl substituent situated at C-8 is highly electrophilic and readily participates as a Michael acceptor in nucleophilic additions and as a dienophile in Diels-Alder reactions. 2-Vinylpurines may also give addition and cycloaddition products. When benzenethiol was added to 9-benzyl-2-vinylpurine, both the simple adduct as well as 9-benzyl-2-(2-phenylthio-1-hydroxyethyl)-9H-purine were formed. The structure of the latter compound was determined by single-crystal X-ray methods.

  DOI：

  10.3891/acta.chem.scand.53-0269
• 作为产物：
  描述：

  2,6-二氯嘌呤 在 palladium on activated charcoal 、 magnesium oxide 氢气 、 对甲苯磺酸 作用下， 以 乙酸乙酯 为溶剂， 生成 9-(tetrahydro-2H-pyran-2-yl)-9H-purine
  参考文献：
  名称：

  Bhakuni, D. S.; Gupta, P. K.; Chowdhury, B. L., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 12, p. 1286 - 1288

  摘要：

  DOI：

文献信息

• Coupling of 6-chloropurines with organocuprates derived from grignard reagents: A convenient route to sec and tert 6-alkylpurines
  作者：Hana Dvořáková、Dalimil Dvořák、Antonín Holý

  DOI：10.1016/0040-4039(95)02375-5

  日期：1996.2

  Purine derivatives bearing a secondary or tertiary alkyl group at the 6-position can be conveniently prepared by CuI mediated reaction of secondary or tertiary Grignard reagents with 9-substituted 6-chloropurines under very mild conditions.

  可以通过在非常温和的条件下通过CuI介导的第二或第三级格氏试剂与9-取代的6-氯嘌呤的CuI介导的反应，方便地制备在6位上带有仲或叔烷基的嘌呤衍生物。
• [EN] 9-(2-OXACYCLOALKYL)-9H-PURINE-2,6-DIAMINE DERIVATIVES AND THEIR USE FOR THE TREATMENT OF SKIN DISORDERS<br/>[FR] DÉRIVÉS DE 9-(2-OXACYCLOALKYL)-9H-PURINE-2,6-DIAMINE ET LEUR UTILISATION POUR LE TRAITEMENT DE TROUBLES CUTANÉS
  申请人：UNIV PALACKEHO

  公开号：WO2018196893A1

  公开（公告）日：2018-11-01

  The invention relates to N 2 ,N 6 -disubstituted-9-(2-oxacycloalkyl)-9H-purine-2,6-diamine derivatives and their use as drugs and cosmetics. The compounds of the present invention exhibit a number of biological activities associated with oxidative stress inhibition, especially anti-aging, anti-inflammatory and anti-neurodegenerative biological activities. The invention also relates to cosmetic and pharmaceutical compositions containing such derivatives as active agents.

  该发明涉及N2，N6-二取代-9-(2-氧杂环烷基)-9H-嘌呤-2,6-二胺衍生物及其作为药物和化妆品的用途。本发明的化合物展现出与氧化应激抑制相关的多种生物活性，特别是抗衰老、抗炎和抗神经退行性生物活性。该发明还涉及含有这些衍生物作为活性剂的化妆品和药用组合物。
• 6,9-Disubstituted Purine Derivatives And Their Use For Treating Skin
  申请人：Szucova Lucie

  公开号：US20080009508A1

  公开（公告）日：2008-01-10

  The present invention provides methods and compositions for countering the adverse effects of aging on mammalian cells in vitro and in vivo, especially human skin cells and human skin, and treatment of hyperproliferative and related skin diseases in mammals by administering compositions containing 6,9-disubstituted purine derivatives.

  本发明提供了一种方法和组合物，用于对抗体外和体内哺乳动物细胞衰老的不良影响，特别是人类皮肤细胞和人类皮肤，并通过给予含有6,9-二取代嘌呤衍生物的组合物来治疗哺乳动物的高增殖和相关皮肤疾病。
• 6,9-Disubstituted Purine Derivatives and Their Use as Cosmetics and Cosmetic Compositions
  申请人：Szucova Lucie

  公开号：US20090170879A1

  公开（公告）日：2009-07-02

  Certain 6,9-disubstituted purine derivatives and their pharmaceutically acceptable salts are provided. These 6,9-disubstituted purine derivatives and their pharmaceutically acceptable salts are useful in compositions for treating mammalian cells, and especially human skin cells, in order to ameliorate the adverse effects of aging, treat skin disease states, treat immunological responses resulting from or associated with inflammation, and the like.

  提供了某些6,9-二取代嘌呤衍生物及其药学上可接受的盐。这些6,9-二取代嘌呤衍生物及其药学上可接受的盐在组合物中对于治疗哺乳动物细胞，尤其是人类皮肤细胞，以缓解衰老的不良影响，治疗皮肤疾病状态，治疗由炎症引起或与之相关的免疫反应等方面非常有用。
• [EN] NITROGEN HETEROCYCLIC CYTOKININ DERIVATIVES, COMPOSITIONS CONTAINING THESE DERIVATIVES AND USE THEREOF<br/>[FR] DÉRIVÉS DE CYTOKININE HÉTÉROCYCLIQUES AZOTÉS, COMPOSITIONS CONTENANT CES DÉRIVÉS ET UTILISATION ASSOCIÉES
  申请人：UNIV PALACKEHO

  公开号：WO2022012702A1

  公开（公告）日：2022-01-20

  The invention relates to N2,N6-disubstituted-9-(2-oxacycloalkyl)-9H-purine-2,6-diamine derivatives and their use as prodrugs and in agriculture and biotechnology. The compounds of the present invention exhibit a number of biological activities associated with stress inhibition, especially senescence, growth regulation and yiled formation biological activities. The invention also relates to agricultural and biotechnological compositions containing such derivatives as active agents.

  本发明涉及N2，N6-二取代-9-(2-氧杂环烷基)-9H-嘌呤-2,6-二胺衍生物及其用作前药、农业和生物技术的用途。本发明的化合物表现出许多与抑制应激有关的生物活性，特别是衰老、生长调节和产量形成生物活性。本发明还涉及含有这些衍生物作为活性剂的农业和生物技术组合物。