[[(2S,5R)-5-(4-amino-5-fluoro-2-oxo-pyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: [[(2S,5R)-5-(4-amino-5-fluoro-2-oxo-pyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
• 英文别名: [[(2S,5R)-5-(4-amino-5-fluoro-2-oxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• 化学式: C₉H₁₃FN₃O₁₂P₃
• 分子量: 467.13
• InChiKey: QUDZLOFPUQAPJS-CAHLUQPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  228
• 氢给体数：
  5
• 氢受体数：
  13

文献信息

• 2'-fluoronucleosides
  申请人：——

  公开号：US20020198171A1

  公开（公告）日：2002-12-26

  A class of 2′-fluoro-nucleoside compounds are disclosed which are useful in the treatment of hepatitis B infection, hepatitis C infection, HIV and abnormal cellular proliferation, including tumors and cancer. The compounds have the general formulae: 1 wherein Base is a purine or pyrimidine base; R 1 is OH, H, OR 3 , N 3 , CN, halogen, including F, or CF 3 , lower alkyl, amino, loweralkylamino, di(lower)alkylamino, or alkoxy, and base refers to a purine or pyrimidine base; R 2 is H, phosphate, including monophosphate, diphosphate, triphosphate, or a stabilized phosphate prodrug; acyl, or other pharmaceutically acceptable leaving group which when administered in vivo, is capable of providing a compound wherein R 2 is H or phosphate; sulfonate ester including alkyl or arylalkyl sulfonyl including methanesulfonyl, benzyl, wherein the phenyl group is optionally substituted with one or more substituents as described in the definition of aryl given above, a lipid, an amino acid, peptide, or cholesterol; and R 3 is acyl, alkyl, phosphate, or other pharmaceutically acceptable leaving group which when administered in vivo, is capable of being cleaved to the parent compound, or a pharmaceutically acceptable salt thereof.

  本发明揭示了一类2'-氟核苷类化合物，其可用于治疗乙型肝炎感染、丙型肝炎感染、艾滋病毒和异常细胞增殖，包括肿瘤和癌症。该化合物具有以下通式： 其中，基团表示嘌呤或嘧啶碱基；R1为OH、H、OR3、N3、CN、卤素（包括F）或CF3、低烷基、氨基、低烷基氨基、二（低）烷基氨基或烷氧基，基团表示嘌呤或嘧啶碱基；R2为H、磷酸酯（包括一磷酸盐、二磷酸盐、三磷酸盐或稳定的磷酸酯前药）、酰基或其他在体内可提供R2为H或磷酸酯的药学上可接受的离去基团；磺酸酯包括烷基或芳基烷基磺酰基，包括甲烷磺酰基、苄基，其中苯基基团可选择地被一个或多个如上所述的取代基所取代，脂质、氨基酸、肽或胆固醇；以及R3为酰基、烷基、磷酸酯或其他在体内可裂解为母体化合物的药学上可接受的离去基团，或其药学上可接受的盐。
• 2'-Fluoronucleosides
  申请人：——

  公开号：US20040254141A1

  公开（公告）日：2004-12-16

  A class of 2′-fluoro-nucleoside compounds are disclosed which are useful in the treatment of hepatitis B infection, hepatitis C infection, HIV and abnormal cellular proliferation, including tumors and cancer. The compounds have the general formulae: 1 wherein Base is a purine or pyrimidine base; R 1 is OH, H, OR 3 , N 3 , CN, halogen, including F, or CF 3 , lower alkyl, amino, loweralkylamino, di(lower)alkylamino, or alkoxy, and base refers to a purine or pyrimidine base; R 2 is H, phosphate, including monophosphate, diphosphate, triphosphate, or a stabilized phosphate prodrug; acyl, or other pharmaceutically acceptable leaving group which when administered in vivo, is capable of providing a compound wherein R 2 is H or phosphate; sulfonate ester including alkyl or arylalkyl sulfonyl including methanesulfonyl, benzyl, wherein the phenyl group is optionally substituted with one or more substituents as described in the definition of aryl given above, a lipid, an amino acid, peptide, or cholesterol; and R 3 is acyl, alkyl, phosphate, or other pharmaceutically acceptable leaving group which when administered in vivo, is capable of being cleaved to the parent compound, or a pharmaceutically acceptable salt thereof.

  本发明涉及一类2'-氟核苷化合物，其在治疗乙型肝炎感染、丙型肝炎感染、HIV和异常细胞增殖，包括肿瘤和癌症方面有用。该化合物具有以下通用式：1其中Base是嘌呤或嘧啶碱基；R1是OH、H、OR3、N3、CN、卤素，包括F或CF3、低烷基、氨基、低烷基氨基、二（低）烷基氨基或烷氧基，且base是指嘌呤或嘧啶碱基；R2是H、磷酸，包括一磷酸盐、二磷酸盐、三磷酸盐或稳定的磷酸盐前药；酰基或其他在体内可以提供R2为H或磷酸的药学上可接受的离去基；磺酸酯，包括烷基或芳基烷基磺酰，包括甲烷磺酰、苯甲基，其中苯基可以选择性地用上述芳基定义中描述的一个或多个取代基置换；脂质、氨基酸、肽或胆固醇；以及R3是酰基、烷基、磷酸盐或其他在体内可以裂解为母化合物的药学上可接受的离去基，或其药学上可接受的盐。
• 2'-FLUORONUCLEOSIDES
  申请人：Schinazi Raymond F.

  公开号：US20080300398A1

  公开（公告）日：2008-12-04

  A class of 2′-fluoro-nucleoside compounds are disclosed which are useful in the treatment of hepatitis B infection, hepatitis C infection, HIV and abnormal cellular proliferation, including tumors and cancer. The compounds have the general formulae: wherein Base is a purine or pyrimidine base; R 1 is OH, H, OR 3 , N 3 , CN, halogen, including F, or CF 3 , lower alkyl, amino, lower alkylamino, di(lower)alkylamino, or alkoxy, and base refers to a purine or pyrimidine base; R 2 is H, phosphate, including monophosphate, diphosphate, triphosphate, or a stabilized phosphate prodrug; acyl, or other pharmaceutically acceptable leaving group which when administered in vivo, is capable of providing a compound wherein R 2 is H or phosphate; sulfonate ester including alkyl or aryalkyl sulfonyl including methanesulfonyl, benzyl, wherein the phenyl group is optionally substituted with one or more substituents as described in the definition of aryl given above, a lipid, an amino acid, peptide, or cholesterol; and R 3 is acyl, alkyl, phosphate, or other pharmaceutically acceptable leaving group which when administered in vivo, is capable of being cleaved to the parent compound, or a pharmaceutically acceptable salt thereof.

  本发明公开了一类2'-氟核苷化合物，可用于治疗乙型肝炎感染、丙型肝炎感染、HIV和异常细胞增殖，包括肿瘤和癌症。这些化合物具有以下通式： 其中，Base是嘌呤或嘧啶碱基；R1是OH、H、OR3、N3、CN、卤素（包括F）或CF3、低烷基、氨基、低烷基氨基、二（低）烷基氨基、或烷氧基，Base指的是嘌呤或嘧啶碱基；R2是H、磷酸酯（包括单磷酸酯、二磷酸酯、三磷酸酯或稳定的磷酸酯前药）、酰基或其他在体内可提供R2为H或磷酸酯的药学上可接受的离去基；磺酸酯，包括烷基或芳基磺酰基，包括甲烷磺酰基、苄基，其中苯基基团可选择地用上述给出的一个或多个取代基取代，脂质、氨基酸、肽或胆固醇；以及R3是酰基、烷基、磷酸酯或其他在体内可裂解为母化合物的药学上可接受的离去基，或其药学上可接受的盐。
• 2-Fluoronucleosides
  申请人：Schinazi Raymond F.

  公开号：US20100173863A1

  公开（公告）日：2010-07-08

  2′-Fluoro-nucleoside compounds are disclosed which are useful in the treatment of hepatitis B infection, hepatitis C infection, HIV and abnormal cellular proliferation, including tumors and cancer. The compounds have the general formulae: wherein Base is a purine or pyrimidine base; R 1 is OH, H, OR 3 , N 3 , CN, halogen, CF 3 , lower alkyl, amino, loweralkylamino, di(lower)alkylamino, or alkoxy; R 2 is H, phosphate, or a stabilized phosphate prodrug; acyl, or other pharmaceutically acceptable leaving benzyl, a lipid, an amino acid, peptide, or cholesterol; and R 3 is acyl, alkyl, phosphate, or other pharmaceutically acceptable leaving group; or a pharmaceutically acceptable salt thereof.

  披露了2'-氟核苷类化合物，可用于治疗乙型肝炎感染、丙型肝炎感染、HIV和异常细胞增殖，包括肿瘤和癌症。该化合物具有以下通式： 其中，Base是嘌呤或嘧啶碱基；R1是OH、H、OR3、N3、CN、卤素、CF3、低烷基、氨基、低烷基氨基、二（低）烷基氨基或烷氧基；R2是H、磷酸酯或稳定的磷酸酯前药、酰基或其他药学上可接受的离去基，如苯甲酰基、脂质、氨基酸、肽或胆固醇；R3是酰基、烷基、磷酸酯或其他药学上可接受的离去基；或其药学上可接受的盐。
• 2' FLUORONUCLEOSIDES
  申请人：Emory University

  公开号：US20160158266A1

  公开（公告）日：2016-06-09

  2′-Fluoro-nucleoside compounds are disclosed which are useful in the treatment of hepatitis B infection, hepatitis C infection, HIV and abnormal cellular proliferation, including tumors and cancer. The compounds have the general formulae: wherein Base is a purine or pyrimidine base; R 1 is OH, H, OR 3 , N 3 , CN, halogen, CF 3 , lower alkyl, amino, loweralkylamino, di(lower)alkylamino, or alkoxy; R 2 is H, phosphate, or a stabilized phosphate prodrug; acyl, or other pharmaceutically acceptable leaving benzyl, a lipid, an amino acid, peptide, or cholesterol; and R 3 is acyl, alkyl, phosphate, or other pharmaceutically acceptable leaving group; or a pharmaceutically acceptable salt thereof.

  公开了2'-氟核苷化合物，其可用于治疗乙型肝炎感染、丙型肝炎感染、HIV和异常细胞增殖，包括肿瘤和癌症。该化合物具有以下通式： 其中，Base是嘌呤或嘧啶碱基；R1为OH、H、OR3、N3、CN、卤素、CF3、较低的烷基、氨基、较低的烷基氨基、二(较低)烷基氨基或烷氧基；R2为H、磷酸酯或稳定的磷酸酯前药、酰基或其他药学上可接受的离去基，如苯甲酰基、脂质、氨基酸、肽或胆固醇；R3为酰基、烷基、磷酸酯或其他药学上可接受的离去基；或其药学上可接受的盐。