Β-D-Ribofuranosyl)-9-benzylamino-6-purin | 4294-16-0

• 物质功能分类: 生物化工 - 核苷类药物 - 核苷中间体
• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: Β-D-Ribofuranosyl)-9-benzylamino-6-purin
• 英文别名: N⁶-benzyl-adenosine；6-Benzylamino-9-ribosylpurine；(3R,4S,5R)-2-[6-(benzylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 4294-16-0；42519-51-7；64190-72-3；83497-57-8
• 化学式: C₁₇H₁₉N₅O₄
• 分子量: 357.369
• InChiKey: MRPKNNSABYPGBF-IKYDMHQPSA-N

物化性质

• 熔点：
  184-186 °C
• 沸点：
  490.01°C (rough estimate)
• 密度：
  1.1786 (rough estimate)
• 溶解度：
  DMSO（微溶）、甲醇（微溶、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S22,S24/25
• 危险类别码：
  R20/21/22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  29349990
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

应用：6-苄基腺苷可作为医药合成中的重要中间体。

文献信息

• [EN] 6-ARYL-9-GLYCOSYLPURINES AND USE THEREOF<br/>[FR] 6-ARYL-9-GLYCOSYLPURINES ET LEUR UTILISATION
  申请人：UNIV PALACKEHO

  公开号：WO2016091236A1

  公开（公告）日：2016-06-16

  The present invention provides 6-aryl-9-glycosidpurines of general formula I and pharmaceutically acceptable salts thereof with alkali metals, ammonia, amines, or addition salts with acids, wherein Gly represents β-D-arabinofuranosyl or β-D-2´-deoxyribofuranosyl, Ar represents benzyl or furfuryl, each of which can be unsubstituted or substituted by one or more, preferably one to three, substituents selected from the group comprising hydroxyl, alkyl, halogen, alkoxy, amino, mercapto, carboxyl, cyano, amido, sulfo, sulfamido, acyl, acylamino, acyloxy, alkylamino, dialkylamino, alkylmercapto, trifluoromethyl, trifluoromethoxy, for use for regulation, in particular inhibition, of aging in plants in vivo or plant cells in vitro, and for regulation of growth and development of plants in vivo, plant tissues, plant organs and plant cells in vitro..

  本发明提供了通式I的6-芳基-9-糖苷嘌呤及其与碱金属、氨、胺或酸的加合盐，其中Gly代表β-D-阿拉伯呋喃糖苷或β-D-2´-脱氧核糖呋喃糖苷，Ar代表苄基或呋喃甲基，每个都可以是未取代的或被一个或多个，优选一个至三个，羟基、烷基、卤素、烷氧基、氨基、巯基、羧基、氰基、酰胺基、磺酰基、磺胺基、酰基、酰胺基、酰氧基、烷基氨基、二烷基氨基、烷基巯基、三氟甲基、三氟甲氧基等取代基所取代，用于调节植物体内或植物细胞体外的衰老，特别是抑制衰老，并用于调节植物体内、植物组织、植物器官和植物细胞体外的生长和发育。
• Substituted 6-(Benzylamino) Purine Riboside Derivatives, Use Thereof and Compositions Containing These Derivatives
  申请人：Szucova Lucie

  公开号：US20120071433A1

  公开（公告）日：2012-03-22

  The invention relates to 2-substituted-6-(substituted benzylamino)purine riboside derivatives of the general formula I. These compounds possess antiapoptotic, anti-inflammatory and differentiating activities. The invention relates also to the compositions, which contain these derivatives as active ingredients.

  该发明涉及一般式I的2-取代-6-(取代苯基氨基)嘌呤核苷衍生物。这些化合物具有抗凋亡、抗炎和分化活性。该发明还涉及包含这些衍生物作为活性成分的组合物。
• [EN] SUBSTITUTED 6-(BENZYLAMINO) PURINE RIBOSIDE DERIVATIVES, USE THEREOF AND COMPOSITIONS CONTAINING THESE DERIVATIVES<br/>[FR] DÉRIVÉS DE RIBOSIDE DE 6-BENZYLAMINOPURINE SUBSTITUÉE, LEURS UTILISATIONS ET COMPOSITIONS CONTENANT CES DÉRIVÉS
  申请人：UNIVERZITA PALACKEHO V OLOMOUC

  公开号：WO2010130233A1

  公开（公告）日：2010-11-18

  The invention relates to 2-substituted-6-(substituted benzylamino)purine riboside derivatives of the general formula I. These compounds possess antiapoptotic, anti-inflammatory and differentiating activities. The invention relates also to the compositions, which contain these derivatives as active ingredients. ˙

  该发明涉及一般式I的2-取代-6-(取代苄胺基)嘌呤核苷衍生物。这些化合物具有抗凋亡、抗炎和分化活性。该发明还涉及含有这些衍生物作为活性成分的组合物。
• Substituted 6-(Benzylamino) Purine Riboside Derivatives, Use Thereof and Compositions Containing These Derivatives
  申请人：Biopatterns, S.R.O

  公开号：US20140066394A1

  公开（公告）日：2014-03-06

  A method of treatment using 2-substituted-6-(substituted benzylamino)purine riboside derivatives of the general formula I. These compounds possess antiapoptotic, anti-inflammatory and differentiating activities.

  使用通式I的2-取代-6-(取代苯基氨基)嘌呤核苷衍生物的治疗方法。这些化合物具有抗凋亡、抗炎和分化活性。
• IN VITRO DIRECT REGENERATION OF POLYPLOID CANNABIS PLANTS
  申请人：Ploidy and Genomics SL.

  公开号：EP3841872A1

  公开（公告）日：2021-06-30

  The present invention relates to a new in vitro method for direct regeneration of a Cannabis sativa L. plant as well as the use of such method for micropropagation of selected elite clones belonging to Cannabis sativa L., development of polyploid Cannabis plants with enhanced levels of secondary metabolites, promote spontaneous rooting of in vitro regenerants in a shorter period of time than conventionally used methods, production of mutagenized plants and obtention of transgenic or gene-edited plants. The method advantageously comprises culturing selected explants such as apical meristems, true leaves, stem nodes and/or internodes from mature plants and cotyledons, hypocotyls and/or epicotyls from seedlings of short and neutral-day Cannabis plants in an appropriate culture medium.

  本发明涉及一种直接再生大麻（Cannabis sativa L.）植物的新的体外方法，以及使用这种方法微繁殖属于大麻（Cannabis sativa L.）的精选克隆、培育具有更高水平次生代谢物的多倍体大麻植物、促进体外再生体在比传统方法更短的时间内自发生根、生产诱变植物和获得转基因或基因编辑植物。该方法的优点是在适当的培养基中培养所选的外植体，如成熟植物的顶端分生组织、真叶、茎节和/或节间，以及短日照和中性日照大麻植物幼苗的子叶、下胚轴和/或上胚轴。