5,6,7,8-tetrahydro-2-(phenylmethoxy)-5-(phenylmethyl)-5-quinolinamine | 143246-85-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5,6,7,8-tetrahydro-2-(phenylmethoxy)-5-(phenylmethyl)-5-quinolinamine
• 英文别名: 5-benzyl-2-phenylmethoxy-7,8-dihydro-6H-quinolin-5-amine
• CAS: 143246-85-9
• 化学式: C₂₃H₂₄N₂O
• 分子量: 344.456
• InChiKey: OBQSKTFNORAJOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  48.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6,7,8-tetrahydro-2-(phenylmethoxy)-5-(phenylmethyl)-5-quinolinamine 在 钯 氢气 作用下， 以 甲醇 、 乙醇 、 乙酸乙酯 为溶剂， 以4.6 g (28%)的产率得到5-Amino-5,6,7,8-tetrahydro-5-(phenylmethyl)-2(1H)-quinolinone hydrochloride
  参考文献：
  名称：

  5-amino-5,6,7,8-tetrahydroquinolines and related compounds and

  摘要：

  揭示了新型5-氨基-5,6,7,8-四氢喹啉及其相关化合物、中间体和制备方法，以及利用这些化合物或组合物缓解记忆功能障碍的方法。

  公开号：

  US05110815A1
• 作为产物：
  描述：

  苄基溴化镁 在 硼烷四氢呋喃络合物 、 三氟乙酸 作用下， 以 乙醚 、 甲苯 为溶剂， 生成 5,6,7,8-tetrahydro-2-(phenylmethoxy)-5-(phenylmethyl)-5-quinolinamine
  参考文献：
  名称：

  Synthesis and Evaluation of 5-Amino-5,6,7,8-tetrahydroquinolinones as Potential Agents for the Treatment of Alzheimer's Disease

  摘要：

  A series of 5-amino-5,6,7,8-tetrahydroquinolinones was designed and synthesized as acetylcholinesterase inhibitors. The compounds are related to hyperzine A, a naturally occurring cholinesterase inhibitor. They inhibit acetylcholinesterase in vitro, and many are active in vivo in reversing a scopolamine-induced impairment of 24 h memory in a passive avoidance paradigm. Although these compounds were designed as partial structures of huperzine A, it is unlikely that they bind to the enzyme in a similar fashion, since they lack the unsaturated three-carbon bridge of huperzine A and both the quinolinone nitrogen and the amino group must be substituted in order to obtain good enzyme affinity.

  DOI：

  10.1021/jm00018a025

文献信息

• Dimeric compounds
  申请人：——

  公开号：US20020156096A1

  公开（公告）日：2002-10-24

  The invention relates to dimeric compounds comprising two 5-amino-5,6,7,8-tetrahydroquinoline fragments joined together by a divalent linking group, processes for their preparation, intermediates for their preparation, pharmaceutical compositions containing such dimeric compounds and the use of such compounds as cholinesterase inhibitors and in the treatment of neurodegenerative diseases, such as Alzheimer's Disease and myasthenia gravis.

  这项发明涉及由双价连接基团连接在一起的两个5-氨基-5,6,7,8-四氢喹啉片段构成的二聚化合物，以及其制备方法、制备中间体、含有这种二聚化合物的药物组合物，以及将这种化合物用作胆碱酯酶抑制剂和治疗神经退行性疾病，如阿尔茨海默病和重症肌无力的用途。
• 5-amino-5,6,7,8-tetrahydroquinolines and related compounds
  申请人：Hoechst-Roussel Pharmaceuticals Incorporated

  公开号：US05216164A1

  公开（公告）日：1993-06-01

  Novel 5-amino-5,6,7,8-tetrahydroquinolines and related compounds, intermediates and processes for the preparation thereof, and methods for relieving memory dysfunction utilizing compounds or compositions thereof are disclosed.

  本发明披露了新型的5-氨基-5,6,7,8-四氢喹啉及其相关化合物、中间体和制备方法，以及利用这些化合物或组合物缓解记忆功能障碍的方法。
• Process of preparing 5-amino-5,6,7,8-tetrahydroquinolines and related
  申请人：Hoechst-Roussel Pharmaceuticals Incorporated

  公开号：US05310914A1

  公开（公告）日：1994-05-10

  Novel 5-amino-5,6,7,8-tetrahydroquinolines and related compounds, intermediates and processes for the preparation thereof, and methods for relieving memory dysfunction utilizing compounds or compositions thereof are disclosed.

  本发明公开了一种新型5-氨基-5,6,7,8-四氢喹啉及其相关化合物、中间体和制备方法，以及利用该化合物或其组合物缓解记忆功能障碍的方法。
• 5-amino-5,6,7,8-tetrahydroquinolines and related compounds, a process for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0489379A1

  公开（公告）日：1992-06-10

  The present invention relates to tetrahydroquinolines and related compounds. More particularly, the present invention relates to 5-amino-5,6,7,8-tetrahydroquinolines of the formula wherein X-Y is a group of the formula wherein R is hydrogen, alkyl, alkenyl, alkynyl, or arylalkyl, or a group of the formula wherein R¹ is hydrogen, alkyl or arylalkyl; R² and R³ are independently hydrogen, alkyl, arylalkyl, diarylalkyl, cycloalkenylalkyl, alkoxy, arylalkoxy, or alkanoyl; R² and R³ taken together with the nitrogen atom to which they are attached form a group of the formula wherein p is 0 or 1, a group of the formula wherein Z is O, S, or a group of the formula NR⁶ wherein R⁶ is hydrogen, alkyl, or arylalkyl; R⁴ is hydrogen, alkyl or arylalkyl; R⁵ is hydrogen, alkyl or arylalkyl; and m is 0, 1, or 2, and n is 1 or 2; or geometrical and optical isomers thereof, or a pharmaceutically acceptable salt thereof, which are useful for relieving memory dysfunction, The invention relates further to a process for the preparation of these compounds and their use as medicaments.

  本发明涉及四氢喹啉及相关化合物。更具体地说，本发明涉及式 5-氨基-5,6,7,8-四氢喹啉 其中 X-Y 是式中的基团 其中 R 是氢、烷基、烯基、炔基或芳烷基，或者是式中的基团 其中 R¹ 是氢、烷基或芳基烷基；R² 和 R³ 独立地是氢、烷基、芳基烷基、二芳基烷基、环烯基烷基、烷氧基、芳基烷氧基或烷酰基；R² 和 R³ 与它们所连接的氮原子一起形成式中的基团 式中 p 为 0 或 1 的基团 其中 Z 是 O、S 或式 NR⁶的基团，其中 R⁶ 是氢、烷基或芳基烷基；R⁴ 是氢、烷基或芳基烷基；R⁵ 是氢、烷基或芳基烷基；以及 m 是 0、1 或 2，n 是 1 或 2；或其几何和光学异构体，或其药学上可接受的盐，可用于缓解记忆功能障碍、 本发明还涉及这些化合物的制备工艺及其作为药物的用途。
• US5110815A
  申请人：——

  公开号：US5110815A

  公开（公告）日：1992-05-05