2'-氟-5-氯-1-beta-D-阿拉伯糖呋喃基胞嘧啶 | 69123-92-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 中文名称: 2'-氟-5-氯-1-beta-D-阿拉伯糖呋喃基胞嘧啶
• 英文名称: 4-amino-5-chloro-1-(2-fluoro-β-D-2-deoxy-arabinofuranosyl)-1H-pyrimidin-2-one
• 英文别名: 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-chlorocytosine；2'-Fluoro-5-chloro-aracytosine；4-amino-5-chloro-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• CAS: 69123-92-8
• 化学式: C₉H₁₁ClFN₃O₄
• 分子量: 279.655
• InChiKey: WHOLRWUBNKWAHT-BYPJNBLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  5

文献信息

• 5-Substituted 1-(2'-deoxy-2'-substituted-beta-D-arabinofuranosyl) pyrimidine nucleosides and pharmaceutical compositions containing them
  申请人：Sloan-Kettering Institute For Cancer Research

  公开号：EP0010205A1

  公开（公告）日：1980-04-30

  1. Pyrimidine nucleosides exhibiting anti-viral and anti-tumor effects have the formula wherein A is OR', SR', NR3R4 or NHacyl wherein R' and R' are the same or different and are hydrogen, lower alkyl of 1 to 7 carbon atoms, aralkyl, or aryl; NHacyl is alkanoyl or aroyl amide; B is oxygen or sulfur; X is halogen, alkylsulfonyl or arylsulfonyl; Y is halogen, amino, monoalkyl- or monoaralkylamino, dialkylamino, aminomethyl, hydroxymethyl, lower alkyl, aryl, aralkyl, vinyl and substituted vinyl or ethynyl and substituted ethynyl; Z is methyne or nitrogen; R1 and R2 are the same or different and are hydrogen acyl or aroyl.

  1.具有抗病毒和抗肿瘤作用的嘧啶核苷的化学式为 其中 A是OR'、SR'、NR3R4或NHacyl，其中R'和R'相同或不同，并且是氢、1至7个碳原子的低级烷基、芳基或芳基； NHacyl 是烷酰基或芳基酰胺； B 是氧或硫； X 是卤素、烷基磺酰基或芳基磺酰基； Y 是卤素、氨基、单烷基或单芳基氨基、二烷基氨基、氨甲基、羟甲基、低级烷基、芳基、芳烷基、乙烯基和取代乙烯基或乙炔基和取代乙炔基； Z 是甲基或氮； R1 和 R2 相同或不同，并且是氢酰基或芳基。
• SYNTHESIS OF 2'-DEOXY-2'-[18F]FLUORO-5-METHYL-1-B-D-ARABINOFURANOSYLURACIL (18F-FMAU)
  申请人：University of Southern California

  公开号：EP2603516B1

  公开（公告）日：2017-08-23
• SYNTHESIS OF 2'-Deoxy-2'-[18F]FLUORO-5-METHYL-1-B-D-ARABINOFURANOSYLURACIL (18F-FMAU)
  申请人：Li Zibo

  公开号：US20120053337A1

  公开（公告）日：2012-03-01

  The present invention relates to methods of synthesizing 18 F-FMAU. In particular, 18 F-FMAU is synthesized using one-pot reaction conditions in the presence of Friedel-Crafts catalysts. The one-pot reaction conditions are incorporated into a fully automated cGMP-compliant radiosynthesis module, which results in a reduction in synthesis time and simplifies reaction conditions. The one-pot reaction conditions are also suitable for the production of 5-substitued thymidine or cytidine analogues. The products from the one-pot reaction (e.g. the labeled thymidine or cytidine analogues) can be used as probes for imaging tumor proliferative activity. More specifically, these [ 18 F]-labeled thymidine or cytidine analogues can be used as a PET tracer for certain medical conditions, including, but not limited to, cancer disease, autoimmunity inflammation, and bone marrow transplant.
• US4211773A
  申请人：——

  公开号：US4211773A

  公开（公告）日：1980-07-08
• US4594339A
  申请人：——

  公开号：US4594339A

  公开（公告）日：1986-06-10