[(2S,3R,4S,6R)-4-(dimethylamino)-2-[[(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10,13-tetrahydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-1-oxa-6-azacyclopentadec-11-yl]oxy]-6-methyltetrahydropyran-3-yl] naphthalene-2-carboxylate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2S,3R,4S,6R)-4-(dimethylamino)-2-[[(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10,13-tetrahydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-1-oxa-6-azacyclopentadec-11-yl]oxy]-6-methyltetrahydropyran-3-yl] naphthalene-2-carboxylate
• 英文别名: [(2S,3R,4S,6R)-4-(dimethylamino)-2-[[(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10,13-tetrahydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-1-oxa-6-azacyclopentadec-11-yl]oxy]-6-methyloxan-3-yl] naphthalene-2-carboxylate
• 化学式: C₄₁H₆₄N₂O₁₀
• 分子量: 744.967
• InChiKey: YOBLOMLEVINZLU-PSTKJJNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  53
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  159
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  阿奇霉素 在 盐酸 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 [(2S,3R,4S,6R)-4-(dimethylamino)-2-[[(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10,13-tetrahydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-1-oxa-6-azacyclopentadec-11-yl]oxy]-6-methyltetrahydropyran-3-yl] naphthalene-2-carboxylate
  参考文献：
  名称：

  [EN] AZITHROMYCIN DERIVATIVES WITH EPITHELIAL BARRIER ENHANCEMENT PROPERTIES
  [FR] DÉRIVÉS D'AZITHROMYCINE AYANT DES PROPRIÉTÉS D'AMÉLIORATION DE LA BARRIÈRE ÉPITHÉLIALE

  摘要：

  该发明提供了一种新型化合物，它们是阿奇霉素的衍生物，经当前发明者发现具有低抗菌活性但显著的上皮屏障增强特性。该发明进一步提供了这些化合物作为药物的用途，特别是在治疗或预防由上皮细胞或组织缺陷引起的疾病或病况，或者受益于增强或恢复上皮屏障功能的疾病或病况，例如呼吸道疾病。

  公开号：

  WO2017085329A1

文献信息

• Azithromycin derivatives with epithelial barrier enhancement properties
  申请人：EpiEndo Pharmaceuticals ehf

  公开号：US10723752B2

  公开（公告）日：2020-07-28

  The invention provides novel compounds that are derivatives of Azithromycin and that have been found by the current inventors to have low antimicrobial activity but significant epithelial barrier enhancement properties. The invention further provides use of the compounds as a medicament, in particular in the treatment or prophylaxis of a disease or condition that is caused by a defect in epithelial cells or tissue, or a disease or condition that benefits from enhancement or restoration of epithelial barrier function, for example diseases of the respiratory tract.

  本发明提供了新型化合物，它们是阿奇霉素的衍生物，本发明人发现它们具有较低的抗菌活性，但具有显著的上皮屏障增强特性。本发明进一步提供了这些化合物作为药物的用途，特别是用于治疗或预防由上皮细胞或组织缺陷引起的疾病或病症，或受益于上皮屏障功能增强或恢复的疾病或病症，例如呼吸道疾病。
• AZITHROMYCIN DERIVATIVES WITH EPITHELIAL BARRIER ENHANCEMENT PROPERTIES
  申请人：EpiEndo Pharmaceuticals ehf.

  公开号：EP3377511B1

  公开（公告）日：2020-05-13
• Azithromycin Derivatives With Epithelial Barrier Enhancement Properties
  申请人：EPI-ENDO Pharmaceuticals ehf

  公开号：US20180354981A1

  公开（公告）日：2018-12-13

  The invention provides novel compounds that are derivatives of Azithromycin and that have been found by the current inventors to have low antimicrobial activity but significant epithelial barrier enhancement properties. The invention further provides use of the compounds as a medicament, in particular in the treatment or prophylaxis of a disease or condition that is caused by a defect in epithelial cells or tissue, or a disease or condition that benefits from enhancement or restoration of epithelial barrier function, for example diseases of the respiratory tract.
• Compounds
  申请人：EpiEndo Pharmaceuticals ehf

  公开号：US20220106349A1

  公开（公告）日：2022-04-07

  The invention provides novel compounds that are derivatives of Azithromycin and that have been found by the current inventors to have low antimicrobial activity but significant epithelial barrier enhancement properties. The invention further provides use of the compounds as a medicament, in particular in the treatment or prophylaxis of a disease or condition that is caused by a defect in epithelial cells or tissue, or a disease or condition that benefits from enhancement or restoration of epithelial barrier function, for example diseases of the respiratory tract.
• [EN] AZITHROMYCIN DERIVATIVES WITH EPITHELIAL BARRIER ENHANCEMENT PROPERTIES<br/>[FR] DÉRIVÉS D'AZITHROMYCINE AYANT DES PROPRIÉTÉS D'AMÉLIORATION DE LA BARRIÈRE ÉPITHÉLIALE
  申请人：EPI-ENDO PHARMACEUTICALS EHF

  公开号：WO2017085329A1

  公开（公告）日：2017-05-26

  The invention provides novel compounds that are derivatives of Azithromycin and that have been found by the current inventors to have low antimicrobial activity but significant epithelial barrier enhancement properties. The invention further provides use of the compounds as a medicament, in particular in the treatment or prophylaxis of a disease or condition that is caused by a defect in epithelial cells or tissue, or a disease or condition that benefits from enhancement or restoration of epithelial barrier function, for example diseases of the respiratory tract.

  该发明提供了一种新型化合物，它们是阿奇霉素的衍生物，经当前发明者发现具有低抗菌活性但显著的上皮屏障增强特性。该发明进一步提供了这些化合物作为药物的用途，特别是在治疗或预防由上皮细胞或组织缺陷引起的疾病或病况，或者受益于增强或恢复上皮屏障功能的疾病或病况，例如呼吸道疾病。