11-amino-2,3,4,5-tetrahydro-1H-azepino<3,2-b>quinoline | 143261-81-8

• 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: 11-amino-2,3,4,5-tetrahydro-1H-azepino<3,2-b>quinoline
• 英文别名: 11-amino-2,3,4,5-tetrahydro-1H-azepino[3,2-b]quinoline；2,3,4,5-tetrahydro-1H-azepino[3,2-b]quinolin-11-amine
• CAS: 143261-81-8
• 化学式: C₁₃H₁₅N₃
• 分子量: 213.282
• InChiKey: BLIWLEULSFCHLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  50.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-amino-2,3,4,5-tetrahydro-1H-azepino<3,2-b>quinoline 、 原甲酸三乙酯 以72%的产率得到3,4,5,6-tetrahydro-1,2a,7-triazacycloheptbenzindene
  参考文献：
  名称：

  Synthesis of 1,2,3,4-Tetrahydroacridine and 5,6,7,8-Tetrahydroquinoline Derivatives as Potential Acetylcholinesterase Inhibitors

  摘要：

  This paper describes the synthesis of 1,3,4,5-tetrahydropyrazolo[3,4,5-kl]acridine (2) and 11-amino-1,3,4,5-tetrahydro-azepino[3,2-b]quinolin-2-one (3) obtained by Schmidt reaction of 9-amino-3,4-dihydroacridin-1(2H)-one (1) and the preparation of 4,5-dihydro-3H-isoxazolo[3,4,5-kl]acridine (7) obtained in the same manner starting f rom 3, 4-dihydroacridine-1, 9 (2H, 10H) -dione (6) . The corresponding pyrazolo[3,4,5-de]quinoline (20) and isoxazolo[5,4,3-de]quinoline (18) are also reported. The compounds have been prepared with the aim of studying their possible activity as acetylcholinesterase inhibitors.

  DOI：

  10.3987/com-92-5977
• 作为产物：
  描述：

  11-amino-1,3,4,5-tetrahydroazepino<3,2-b>quinolin-2-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以70%的产率得到11-amino-2,3,4,5-tetrahydro-1H-azepino<3,2-b>quinoline
  参考文献：
  名称：

  Synthesis of 1,2,3,4-Tetrahydroacridine and 5,6,7,8-Tetrahydroquinoline Derivatives as Potential Acetylcholinesterase Inhibitors

  摘要：

  This paper describes the synthesis of 1,3,4,5-tetrahydropyrazolo[3,4,5-kl]acridine (2) and 11-amino-1,3,4,5-tetrahydro-azepino[3,2-b]quinolin-2-one (3) obtained by Schmidt reaction of 9-amino-3,4-dihydroacridin-1(2H)-one (1) and the preparation of 4,5-dihydro-3H-isoxazolo[3,4,5-kl]acridine (7) obtained in the same manner starting f rom 3, 4-dihydroacridine-1, 9 (2H, 10H) -dione (6) . The corresponding pyrazolo[3,4,5-de]quinoline (20) and isoxazolo[5,4,3-de]quinoline (18) are also reported. The compounds have been prepared with the aim of studying their possible activity as acetylcholinesterase inhibitors.

  DOI：

  10.3987/com-92-5977

文献信息

• Fused heteroalkylene quinolinamines, a process and intermediates for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0287977A2

  公开（公告）日：1988-10-26

  There are disclosed compounds having the formula wherein n is 1-4; R is hydrogen, loweralkyl or loweralkylcarbonyl; R₁ is hydrogen, loweralkyl, loweralkylcarbonyl, aryl, diloweralkylaminoloweralkyl, arylloweralkyl, diarylloweralkyl, oxygen-bridged arylloweralkyl, or oxygen-bridged diaryllowerallyl; A is a direct bond or (CHR₃)m, m being 1-3; X is hydrogen, loweralkyl, cycloalkyl, loweralkoxy, halogen, hydroxy, nitro, trifluoromethyl, formyl, loweralkylcarbonyl, arylcarbonyl, -SH, loweralkylthio, -NHCOR₄ or -NR₅R₆, R₄ being hydrogen or loweralkyl, and R₅ and R₆ being independently hydrogen, loweralkyl or cycloalkyl; Y is O, S or NR₇; and each R₂, each R₃ and R₇ are independently hydrogen or loweralkyl, or taken two at a time form a methylene or ethylene group constituting a part of a ring of at least five atoms; stereo, optical and geometrical isomers thereof, and pharmaceutically acceptable acid addition salts thereof, which are useful for enhancing memory.

  所公开的化合物具有以下式子 其中 n 为 1-4；R 为氢、低级烷基或低级烷基羰基；R₁ 为氢、低级烷基、低级烷基羰基、芳基、稀烷基氨基低级烷基、芳基低级烷基、二芳基低级烷基、氧桥接芳基低级烷基或氧桥接二芳基低级烯丙基；A 为直接键或 (CHR₃)m，m 为 1-3；X是氢、低级烷基、环烷基、低级烷氧基、卤素、羟基、硝基、三氟甲基、甲酰基、低级烷基羰基、芳基羰基、-SH、低级烷硫基、-NHCOR₄或-NR₅R₆，其中R₄是氢或低级烷基，R₅和R₆独立地是氢、低级烷基或环烷基；Y为O、S或NR₇；且每个R₂、每个R₃和R₇独立为氢或低级烷基，或一次取两个形成亚甲基或亚乙基，构成至少五个原子的环的一部分；其立体异构体、光学异构体和几何异构体及其药学上可接受的酸加成盐，可用于增强记忆力。
• US4843079A
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  公开号：US4843079A

  公开（公告）日：1989-06-27
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  公开（公告）日：1991-03-26
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  公开号：US5206387A

  公开（公告）日：1993-04-27