6-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine | 791856-69-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine
• CAS: 791856-69-4
• 化学式: C₁₅H₁₆N₂O
• 分子量: 240.305
• InChiKey: CNZIBDVIZNQGGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine 在 sodium hydride 、 ytterbium(III) triflate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (+)-(S)-1-(2,3-epoxypropyl)-6-(4-methoxyphehyl)-1,2,3,4-tetrahydro-1,5-naphthyridine
  参考文献：
  名称：

  1,2,3,4-Tetrahydro-1,5-naphthyridines and related heterocyclic scaffolds: exploration of suitable chemistry for library development

  摘要：

  The chemistry of 1,2,3,4-tetrahydro-1,5-naphthyridines and 2,3,4,5-tetrahydro-1H-pyrido[3,2-b] azepines has been explored with the goal of discovering reactions at N1 suitable for library development. Epoxide openings, Pd-catalyzed N-arylations, DEPBT-promoted acylations, and urea formation through the reaction with isocyanates were all successful. The epoxide opening chemistry using homochiral epichlorohydrin followed by epoxide reclosure and a second nucleophilic opening led to the preparation of a small 24-membered library. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.003
• 作为产物：
  描述：

  4-(2-phenylimidazol-1-yl)butanoic acid 在 氯化亚砜 、 ammonium acetate 、 肼 作用下， 以 二苯醚 、 乙醇 、 邻二氯苯 为溶剂， 反应 8.6h， 生成 6-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine
  参考文献：
  名称：

  咪唑与1,2,4-三嗪的分子内电子逆需求Diels-Alder反应：通往1,2,3,4-四氢-1,5-萘啶和相关杂环的新途径

  摘要：

  咪唑和1,2,4-三嗪之间的分子内逆电子需求的Diels-Alder反应由三亚甲基系链从咪唑N1位置连接到三嗪C3，从而以极好的收率进行生产1,2,3,4-四氢-1，5-萘啶。该反应通过环加成反应进行，随后损失氮气，然后逐步损失腈。使用四亚甲基系链的类似分子内环加成反应也以可接受的收率得到了2,3,4,5-四氢-1 H-吡啶并[3,2- b ]氮杂。微波辐射也可以促进产生四氢-1，5-萘啶的反应。

  DOI：

  10.1021/jo040193z

文献信息

• Compounds that enhance Atoh-1 expression
  申请人：MASSACHUSETTS EYE & EAR INFIRMARY

  公开号：EP2732819A2

  公开（公告）日：2014-05-21

  This invention generally provides compounds, pharmaceutical compositions, and methods for their use, which include methods that result in increased expression in an Atoh1 gene (e.g., Hath1) in a biological cell. More specifically, the invention relates to the treatment of diseases and/or disorders that would benefit from increased Atoh1 expression, e.g. a hearing impairment or imbalance disorder associated with a loss of auditory hair cells, or a disorder associated with abnormal cellular proliferation.

  本发明一般提供化合物、药物组合物及其使用方法，其中包括导致生物细胞中 Atoh1 基因（如 Hath1）表达增加的方法。更具体地说，本发明涉及可从 Atoh1 表达增加中获益的疾病和/或失调症的治疗，例如与听觉毛细胞丧失有关的听力损伤或失调症，或与细胞异常增殖有关的失调症。
• Compounds that enhance Atoh1 expression
  申请人：Massachusetts Eye & Ear Infirmary

  公开号：US10406163B2

  公开（公告）日：2019-09-10

  This invention generally provides compounds, pharmaceutical compositions, and methods for their use, which include methods that result in increased expression in an Atoh1 gene (e.g., Hath1) in a biological cell. More specifically, the invention relates to the treatment of diseases and/or disorders that would benefit from increased Atoh1 expression, e.g., a hearing impairment or imbalance disorder associated with a loss of auditory hair cells, or a disorder associated with abnormal cellular proliferation.

  本发明一般提供化合物、药物组合物及其使用方法，其中包括导致生物细胞中Atoh1基因（如Hath1）表达增加的方法。更具体地说，本发明涉及可从 Atoh1 表达增加中获益的疾病和/或失调症的治疗，例如，与听觉毛细胞丧失有关的听力损伤或失调症，或与细胞异常增殖有关的失调症。
• Efficient delivery of therapeutic molecules to cells of the inner ear
  申请人：Massachusetts Eye and Ear Infirmary

  公开号：US11370823B2

  公开（公告）日：2022-06-28

  Compositions and provided to induce cells of the inner ear to renter the cell cycle and to proliferate. In particular, hair cells are induced to proliferate by administration of a composition which activates the Myc and Notch. Supporting cells are induced to transdifferentiate to hair cells by inhibition of Myc and Notch activity or the activation of Atoh1. Methods of treatment include the intracellular delivery of these molecules to a specific therapeutic target.

  提供了诱导内耳细胞进入细胞周期和增殖的组合物。特别是，通过服用能激活 Myc 和 Notch 的组合物来诱导毛细胞增殖。通过抑制 Myc 和 Notch 的活性或激活 Atoh1，诱导支持细胞向毛细胞转分化。治疗方法包括在细胞内将这些分子输送到特定的治疗靶点。
• COMPOUNDS THAT ENHANCE ATOH-1 EXPRESSION
  申请人：Massachusetts Eye & Ear Infirmary

  公开号：EP2254572B1

  公开（公告）日：2013-10-16
• METHODS AND COMPOSITIONS FOR REGENERATING HAIR CELLS AND/OR SUPPORTING CELLS
  申请人：Massachusetts Eye & Ear Infirmary

  公开号：EP2892523B1

  公开（公告）日：2019-05-01