5-Amino-6-(4,6-diamino-2,3-dihydroxycyclohexyl)oxy-2-(hydroxymethyl)oxane-3,4-diol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Amino-6-(4,6-diamino-2,3-dihydroxycyclohexyl)oxy-2-(hydroxymethyl)oxane-3,4-diol
• 化学式: C₁₂H₂₅N₃O₇
• 分子量: 323.34
• InChiKey: JGSMDVGTXBPWIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  198
• 氢给体数：
  8
• 氢受体数：
  10

文献信息

• SYNTHESIS OF NOVEL NEAMINE DERIVATIVES AND USE THEREOF AS ANTIBACTERIAL AGENTS
  申请人：Decout Jean-Luc

  公开号：US20100311680A1

  公开（公告）日：2010-12-09

  This invention concerns compounds with the formula: in which: R 1 =OH or NH 2 ; OR 2 , OR 3 , OR 4 and OR 5 are alcohol, ether, ester, carbonate, carbamate, sulphonate or sulphamate groups; and if R 5 =H if R 2 =R 3 =R 4 , then R 2 , R 3 and R 4 ≠H; if R 2 =H, then R 3 ≠H and R 4 ≠H; if R 3 =H, then R 2 ≠H and R 4 ≠H; if R 4 =H, then R 2 ≠H and R 3 ≠H; if R 5 ≠H if R2=H, then R 3 ≠H and R 4 ≠H; if R 3 =H, then R 2 ≠H and R 4 ≠H; if R 4 =H, then R 2 ≠H and R 3 ≠H, their use as antibiotic agents and the process for synthesising them.

  这项发明涉及具有以下结构的化合物： 其中： R1 = OH 或 NH2； OR2、OR3、OR4 和 OR5 为醇、醚、酯、碳酸酯、氨基甲酸酯、磺酸盐或磺酸甲酯基团； 如果 R5 = H 如果 R2 = R3 = R4，则 R2、R3 和 R4 ≠ H； 如果 R2 = H，则 R3 ≠ H 且 R4 ≠ H； 如果 R3 = H，则 R2 ≠ H 且 R4 ≠ H； 如果 R4 = H，则 R2 ≠ H 且 R3 ≠ H； 如果 R5 ≠ H 如果 R2 = H，则 R3 ≠ H 且 R4 ≠ H； 如果 R3 = H，则 R2 ≠ H 且 R4 ≠ H； 如果 R4 = H，则 R2 ≠ H 且 R3 ≠ H； 它们作为抗生素剂的用途以及合成它们的过程。
• Aminoglycosides and uses thereof in treating genetic disorders
  申请人：Technion Research & Development Foundation Limited

  公开号：US10398718B2

  公开（公告）日：2019-09-03

  A new class of pseudo-trisaccharide aminoglycosides having an alkyl group at the 5″ position, exhibiting efficient stop codon mutation readthrough activity, low cytotoxicity and high selectivity towards eukaryotic translation systems are provided. Also provided are pharmaceutical compositions containing the same, and uses thereof in the treatment of genetic disorders, as well as processes of preparing these aminoglycosides. The disclosed aminoglycosides can be represented by the general formula I: or a pharmaceutically acceptable salt thereof, wherein R1 is selected from the group consisting of alkyl, cycloalkyl and aryl; and all other variables and features are as described in the specification.

  本研究提供了一类新的伪三糖氨基糖苷，其 5″ 位上有一个烷基，表现出高效的终止密码子突变突破活性、低细胞毒性和对真核翻译系统的高选择性。此外，还提供了含有这些氨基糖苷的药物组合物、其在治疗遗传疾病中的用途以及制备这些氨基糖苷的工艺。所公开的氨基糖苷类化合物可由通式 I 表示： 或其药学上可接受的盐，其中 R1 选自烷基、环烷基和芳基组成的组；所有其他变量和特征如说明书所述。
• Use of aminoglycoside analogs in the treatment of Rett syndrome
  申请人：Eloxx Pharmaceuticals Ltd.

  公开号：US10576095B2

  公开（公告）日：2020-03-03

  Compounds, methods and uses of pseudo-trisaccharide aminoglycosides represented by the general formula I: or a pharmaceutically acceptable salt thereof, wherein R1 is selected from the group consisting of alkyl, cycloalkyl and aryl; and all other variables and features are as described in the specification, in the treatment of Rett syndrome are disclosed.

  通式 I 所代表的伪三糖氨基糖苷的化合物、方法和用途： 或其药学上可接受的盐，其中 R1 选自烷基、环烷基和芳基组成的组；以及所有其他变量和特征如说明书中所述，公开了用于治疗 Rett 综合征的化合物。
• Aminoglycoside derivatives and uses thereof in treating genetic disorders
  申请人：Eloxx Pharmaceuticals Ltd.

  公开号：US10786520B2

  公开（公告）日：2020-09-29

  Novel pseudo-trisaccharide aminoglycosides, represented by Formula I, as defined in the instant specification, designed to exhibit stop codon mutation readthrough activity, are provided. Also provided are pharmaceutical compositions containing the same, and uses thereof in the treatment of genetic diseases and disorders, such as diseases and disorders associated with stop codon mutations.

  本发明提供了由式 I 所代表的新型假三糖氨基糖苷，如本说明书所定义的，旨在显示终止密码子突变读通活性。此外，还提供了含有上述物质的药物组合物，以及其在治疗遗传性疾病和失调（如与终止密码子突变相关的疾病和失调）中的用途。
• Large scale preparation of pseudo-trisaccharide aminoglycosides and of intermediates thereof
  申请人：Eloxx Pharmaceuticals Ltd.

  公开号：US11136345B2

  公开（公告）日：2021-10-05

  Synthetic pathways for preparing pseudo-trisaccharide aminoglycoside compounds represented by Formula I or Ia as defined in the specification and donor and acceptor compounds useful for preparing such compounds are provided. A process of stereoselectively preparing compounds represented by Formula III as defined in the specification, while avoiding chromatographic separation of stereoisomers are also provided. Compounds prepared by the described processes and uses thereof are also provided.

  本发明提供了制备说明书中定义的式 I 或式 Ia 所代表的假三糖氨基糖苷化合物的合成途径，以及用于制备此类化合物的供体和受体化合物。还提供了一种立体选择性制备说明书中定义的式 III 所代表的化合物的工艺，同时避免了立体异构体的色谱分离。还提供了通过所述工艺制备的化合物及其用途。