1-(2-trifluoroacetylamino-3-O-benzyl-4-C-methanesulfonyloxyrnethyl-5-O-methanesulfonyl-2-deoxy-β-D-ribofuranosyl)thymine | 938055-75-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-trifluoroacetylamino-3-O-benzyl-4-C-methanesulfonyloxyrnethyl-5-O-methanesulfonyl-2-deoxy-β-D-ribofuranosyl)thymine
• 英文别名: 1-(2-Trifluoroacetylamino-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-2-deoxy-beta-D-ribofuranosyl)-thymine；[(3S,4R,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-(methylsulfonyloxymethyl)-3-phenylmethoxy-4-[(2,2,2-trifluoroacetyl)amino]oxolan-2-yl]methyl methanesulfonate
• CAS: 938055-75-5
• 化学式: C₂₂H₂₆F₃N₃O₁₁S₂
• 分子量: 629.589
• InChiKey: XQRHLZGNMIIAFK-SOLBZPMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  201
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  1-(2-trifluoroacetylamino-3-O-benzyl-4-C-methanesulfonyloxyrnethyl-5-O-methanesulfonyl-2-deoxy-β-D-ribofuranosyl)thymine 在 苯磺酰胺 、 lithium hydroxide 、 三氟甲磺酸三甲基硅酯 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of 2′-Amino-LNA Purine Nucleosides

  摘要：

  The first reported synthesis of 2'-amino-LNA purine nucleosides via a transnucleosidation is accomplished enabling the preparation of oligonucleotides incorporating 2'-amino-LNA with all four natural bases.

  DOI：

  10.1080/15257770600793729
• 作为产物：
  描述：

  1-[2-azido-3-O-benzyl-2-deoxy-5-O-methanesulfonyl-4-C-(methanesulfonyloxymethyl)-β-D-erythro-pentofuranosyl]thymine 在 三甲基膦 作用下， 以 四氢呋喃 为溶剂， 生成 1-(2-trifluoroacetylamino-3-O-benzyl-4-C-methanesulfonyloxyrnethyl-5-O-methanesulfonyl-2-deoxy-β-D-ribofuranosyl)thymine
  参考文献：
  名称：

  Synthesis of 2′-Amino-LNA Purine Nucleosides

  摘要：

  The first reported synthesis of 2'-amino-LNA purine nucleosides via a transnucleosidation is accomplished enabling the preparation of oligonucleotides incorporating 2'-amino-LNA with all four natural bases.

  DOI：

  10.1080/15257770600793729

文献信息

• Adenosine Receptor Antagonists
  申请人：Ravn Jacob

  公开号：US20100062994A1

  公开（公告）日：2010-03-11

  The present application discloses locked nucleoside compounds of the Formula I which act as antagonists of adenosine receptors, in particular the adenosine A3 receptor, and the use of such adenosine A3 receptor compounds in medicine, e.g. for the treatment or alleviation or prophylaxis of selected from the group consisting of pain; inflammatory diseases, arthritis, multiple sclerosis, inflammation, asthma and psoriasis; gastro-intestinal disorders; allergy; disorders associated with mast cell or eosinophil activation and degranulation; cardio-vascular disorders; cutaneous diseases; wound healing; opthalmological disorders; respiratory disorders; kidney diseases; central nervous system disorders; Alzheimer's disease, Creutzfeldt-Jacob disease, Huntington's disease and Parkinson's disease; trauma and seizure; diabetes; osteoporosis; diseases of the immune system; cancers, infections; high blood pressure, locomotor hyperactivity, hypertension and depression; acute hypoxia; neonatal hypoxia, hypoxia and chronic hypoxia; and infertility.

  本申请披露了Formula I的锁定核苷酸化合物，这些化合物作为腺苷受体的拮抗剂，特别是腺苷A3受体，并且披露了这种腺苷A3受体化合物在医学中的用途，例如用于治疗或缓解或预防以下疾病：疼痛；炎症性疾病，关节炎，多发性硬化症，炎症，哮喘和银屑病；胃肠道疾病；过敏；与肥大细胞或嗜酸性粒细胞活化和脱颗粒相关的疾病；心血管疾病；皮肤疾病；创伤愈合；眼科疾病；呼吸系统疾病；肾脏疾病；中枢神经系统疾病；阿尔茨海默病，克雅氏病，亨廷顿病和帕金森病；创伤和癫痫发作；糖尿病；骨质疏松；免疫系统疾病；癌症，感染；高血压，运动过度，高血压和抑郁症；急性缺氧；新生儿缺氧，缺氧和慢性缺氧；以及不育症。
• WO2008/6369
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis of 2′-Amino-LNA Purine Nucleosides
  作者：Jacob Ravn、Christoph Rosenbohm、Signe M. Christensen、Troels Koch

  DOI：10.1080/15257770600793729

  日期：2006.9

  The first reported synthesis of 2'-amino-LNA purine nucleosides via a transnucleosidation is accomplished enabling the preparation of oligonucleotides incorporating 2'-amino-LNA with all four natural bases.