prop-2-enyl 2-[[[(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: prop-2-enyl 2-[[[(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate
• 化学式: C₂₁H₂₇N₄O₈P
• 分子量: 494.4
• InChiKey: PLTLCXQEUWJXCW-RIYKHBHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  162
• 氢给体数：
  3
• 氢受体数：
  9

文献信息

• Alkyl 2--propionates, nucleoside inhibitors of HCV RNA-polymerase NS5B, methods for preparation and use thereof
  申请人：IVACHTCHENKO Alexandre Vasilievich

  公开号：US20160031927A1

  公开（公告）日：2016-02-04

  Compounds of the general formula 1, stereoisomers, pharmaceutically acceptable salts, and/or hydrates, solvates or crystalline forms thereof wherein R 1 represents C 1 -C 4 alkyl; R 2 and R 3 represents fluoro, or R 2 represents fluoro, and R 3 represents methyl; R 4 and R 5 represents hydrogen, or R 4 represents C 1 -C 6 acyl, and R 5 represents hydrogen, or R 4 represents hydrogen, and R 5 represents C 1 -C 6 acyl, or R 4 represents optionally substituted α-aminoacyl, and R 5 represents hydrogen, or R 4 represents hydrogen, and R 5 represents optionally substituted α-aminoacyl; R 6 represents hydrogen, methyl, methoxy or halogen.

  通式1的化合物，立体异构体，药学上可接受的盐，和/或水合物，溶剂合物或结晶形式，其中R1代表C1-C4烷基；R2和R3代表氟，或R2代表氟，R3代表甲基；R4和R5代表氢，或R4代表C1-C6酰基，R5代表氢，或R4代表氢，R5代表C1-C6酰基，或R4代表可选择取代的α-氨基酰基，R5代表氢，或R4代表氢，R5代表可选择取代的α-氨基酰基；R6代表氢，甲基，甲氧基或卤素。
• ALKYL 2-{[(2R,3S,5R)-5-(4-AMINO-2-OXO-2 -PYRIMIDIN-1-YL)-3-HYDROXY- TETRAHYDRO-FURAN-2-YL-METHOXY]-PHENOXY-PHOSPHORYL-AMINO}-PROPIONATES, NUCLEOSIDE INHIBITORS OF HCV NS5B RNA-POLYMERASE, AND METHODS FOR PRODUCING AND USE THEREOF
  申请人：Ivachtchenko, Alexandre Vasilievich

  公开号：EP2977379A1

  公开（公告）日：2016-01-27

  Compounds of the general formula 1, stereoisomers, pharmaceutically acceptable salts, and/or hydrates, solvates or crystalline forms thereof wherein R1 represents C1-C4 alkyl; R2 and R3 represents fluoro, or R2 represents fluoro, and R3 represents methyl; R4 and R5 represents hydrogen, or R4 represents C1-C6 acyl, and R5 represents hydrogen, or R4 represents hydrogen, and R5 represents C1-C6 acyl, or R4 represents optionally substituted α-aminoacyl, and R5 represents hydrogen, or R4 represents hydrogen, and R5 represents optionally substituted α-aminoacyl; R6 represents hydrogen, methyl, methoxy or halogen.

  通式 1 的化合物、立体异构体、药学上可接受的盐和/或其水合物、溶液或结晶形式 其中 R1 代表 C1-C4 烷基； R2 和 R3 代表氟，或 R2 代表氟，R3 代表甲基； R4 和 R5 代表氢，或 R4 代表 C1-C6 脂肪酰，R5 代表氢，或 R4 代表氢，R5 代表 C1-C6 脂肪酰，或 R4 代表任选取代的 α-氨基酰基，R5 代表氢，或 R4 代表氢，R5 代表任选取代的 α-氨基酰基； R6 代表氢、甲基、甲氧基或卤素。
• Phosphoramidate nucleoside prodrug for treating viral diseases and cancer, processes for their preparation and their use
  申请人：Ivachtchenko Alexandre Vasilievich

  公开号：US20180030080A1

  公开（公告）日：2018-02-01

  The present invention pertains to chemotherapeutic agents and their use for treating viral and cancerous diseases. These compounds are inhibitors of HCV NS5B polymerase, HBV DNA polymerase and, HIV-1 reverse transcriptase (RT) inhibitor, and for treatment of hepatitis B and C infection in mammals. These compounds are also of interest for the treatment of cancer. The phosphoramidate nucleoside prodrug of the general formula 1, a stereoisomer, isotope-enriched analogue, pharmaceutically acceptable salt, hydrate, solvate, or crystalline or polymorphic form thereof, wherein: Ar is aryl or hetaryl; R 1 is H or CH 3 ; R 2 is the substituent selected from OCH 2 CH═CH 2 , OCH 2 CH≡CH, OCH 2 CH 2 CH 2 OCH 3 , R 3 is H or CH 3 ; R 4 is OH, OR 5 , NR 6 R 7 ; R 5 is C 1 -C 4 -alkyl; R 6 and R 7 are not necessarily the same substituents selected from H or CH 3 ; Z═O, or NH; an arrow (→) indicates the place of substituent connection; Nuc is R 8 and R 9 are not necessarily the same substituents selected from H, F, Cl, CH 3 or OH provided when continuous line and its accompanying dotted line ( ) together are the single carbon-carbon (C—C) bond or R 8 and R 9 are hydrogen provided when continuous line and its accompanying dotted line ( ) together are the double carbon-carbon bond (C═C); R 10 is the substituent selected from R 10.1 -R 10.5 ; R 11 is the substituent selected from H, F, Cl, CH 3 , or CF 3 ; R 12 is hydrogen, C 1 -C 4 -alkyl or C 3 -C 6 -cycloalkyl; X is oxygen or ethanediyl-1,1 (C═CH 2 ); Y is O, S, CH 2 , or HO—CH group provided when continuous line and its accompanying dotted line ( ) together are the single carbon-carbon (C—C) bond or Y is CH group provided when continuous line and its accompanying dotted line ( ) together are the double carbon-carbon bond (C═C), and compound of the general formula 1, stereoisomers, isotope-enriched analogues, pharmaceutically acceptable salts, hydrates, solvates, or crystalline or polymorphic forms thereof, wherein: Ar is aryl or hetaryl; R 1 is H or CH 3 ; R is isopropyl; Nuc is
• [EN] ALKYL 2-{[(2R,3S,5R)-5-(4-AMINO-2-OXO-2Н-PYRIMIDIN-1-YL)-3-HYDROXY- TETRAHYDRO-FURAN-2-YL-METHOXY]-PHENOXY-PHOSPHORYL-AMINO}-PROPIONATES, NUCLEOSIDE INHIBITORS OF HCV NS5B RNA-POLYMERASE, AND METHODS FOR PRODUCING AND USE THEREOF<br/>[FR] ALKYL 2-{[(2R,3S,5R)-5-(4-AMINO-2-OXO-2N-PYRIMIDIN-1-YL)-3-HYDROXY-TÉTRAHYDRO-FURAN-2-ILMÉTHOXY]-PHÉNOXY-PHOSPHORILAMINO}-PROPIONATES, INHIBITEURS DE NUCLÉOSIDES D'ARN-POLYMÉRASE HCV NS5B, PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：IVACHTCHENKO ALEXANDRE VASILIEVICH

  公开号：WO2014148949A1

  公开（公告）日：2014-09-25

  Соединения общей формулы 1, или их стереоизомеры, фармацевтически приемлемые соли, и/или гидраты, сольваты или кристаллические формы где R1 представляют собой C1-C4алкил; R2 и R3 представляют собой фтор, или R2 представляет собой фтор, а R3 представляет собой метил; R4 и R5 представляют собой водород, или R4 представляет собой C1-C6ацил, а R5 представляет собой водород, или R4 представляет собой водород, а R5 представляет собой C1-C6ацил, или R4 представляет собой необязательно замещенный -аминоацил, а R5 представляет собой водород, или R4 представляет собой водород, а R5 представляют собой необязательно замещенный -аминоацил; R6 представляет собой водород, метил, метокси или галоген.