3,4-二氢-7-氨基异喹啉 | 62541-60-0

• 物质功能分类: 医药中间体 - 杂环化合物 - 异喹啉类化合物
• 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
• 中文名称: 3,4-二氢-7-氨基异喹啉
• 英文名称: 7-amino-3,4-dihydroisoquinoline
• 英文别名: 3,4-Dihydroisoquinolin-7-amine
• CAS: 62541-60-0
• 化学式: C₉H₁₀N₂
• mdl: MFCD08272047
• 分子量: 146.192
• InChiKey: ICDBZRYXNCPKRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-二氢-7-氨基异喹啉 以 四氢呋喃 、 丙酮 为溶剂， 反应 18.0h， 生成 7-amino-1-isobutyl-2-methyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  PREPARATION OF 1,7-DISUBSTITUTED-1,2,3,4-TETRAHYDROISOQUINOLINES

  摘要：

  A simple procedure for the preparation of 1,7-disubstituted-1,2,3,4-tetrahydroisoquinolines from 3,4-dihydroisoquinoline (2) is presented. This strategy overcomes the limitation of cyclisation approaches which generally require electron rich ring systems. A variety of 1-substituents has been incorporated using the appropriate organometallic or activated methylene nucleophile to prepare both electron rich (7a-f) and electron deficient 1,7-disubstituted-1,2,3,4-tetrahydroisoquinolines (16, 17).

  DOI：

  10.1081/scc-120005939
• 作为产物：
  描述：

  7-硝基-3,4-二氢异喹啉 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以88%的产率得到3,4-二氢-7-氨基异喹啉
  参考文献：
  名称：

  PREPARATION OF 1,7-DISUBSTITUTED-1,2,3,4-TETRAHYDROISOQUINOLINES

  摘要：

  A simple procedure for the preparation of 1,7-disubstituted-1,2,3,4-tetrahydroisoquinolines from 3,4-dihydroisoquinoline (2) is presented. This strategy overcomes the limitation of cyclisation approaches which generally require electron rich ring systems. A variety of 1-substituents has been incorporated using the appropriate organometallic or activated methylene nucleophile to prepare both electron rich (7a-f) and electron deficient 1,7-disubstituted-1,2,3,4-tetrahydroisoquinolines (16, 17).

  DOI：

  10.1081/scc-120005939

文献信息

• Anti-convulsant isoquinolyl-benzamide derivatives
  申请人：SmithKline Beecham, p.l.c.

  公开号：US06277861B1

  公开（公告）日：2001-08-21

  Compounds of formula (I) and pharmaceutically acceptable salts thereof, where R1 is hydrogen, C1-6alkyl (optionally substituted by hydroxy or C1-4alkoxy), C1-6alkenyl, C1-6alkynyl, C1-6alkylCO—, formyl, CF3CO— or C1-6alkylSO2—; R2 is hydrogen or up to three substituents selected from halogen, NO2, CN, N3, CF3O—, CF3S—, CF3CO—, trifluoromethyldiazirinyl, C 1-6?alkyl, C1-6alkenyl, C1-6alkynyl, C1-6perfluoroalkyl, C3-6cycloalkyl, C3-6cycloalkyl-C1-4alkyl-, C1-6alkylO—, C1-6alkylCO—, C3-6cycloalkylO—, C3-6cycloalkylCO—, C3-6cycloalkyl-C1-4alkylO—, C3-6cycloalkyl-C1-4alkylCO—, phenyl, phenoxy, benzyloxy, benzoyl, phenyl-C1-4alkyl-, C1-6alkylS—, C1-6alkylSO2—, (C1-4alkyl)2NSO2—, (C1-4alkyl)NHSO2—, (C1-4alkyl)2NCO—, (C1-4alkyl)NHCO— or CONH2; or —NR5R6 where R5 is hydrogen or C1-4alkyl, and R6 is hydrogen, C1-4alkyl, formyl, —CO2C1-4alkyl or —COC1-4alkyl; or two R2 groups together form a carbocyclic ring that is saturated or unsaturated and unsubstituted or substituted by —OH or ═O; and the two R3 groups and the two R4 groups are each independently hydrogen or C1-6alkyl or the two R3 groups and/or the two R4 groups together form a C3-6spiroalkyl group provided that at least one R3 and R4 group is not hydrogen, are useful in the treatment and prophylaxis of epilepsy and other disorders.

  式(I)的化合物及其药学上可接受的盐，其中R1是氢、C1-6烷基（可选地被羟基或C1-4烷氧基取代）、C1-6烯基、C1-6炔基、C1-6烷基CO-、甲酰基、CF3CO-或C1-6烷基SO2-；R2是氢或最多三个取代基，所选自卤素、NO2、CN、N3、CF3O-、CF3S-、CF3CO-、三氟甲基重氮基、C1-6烷基、C1-6烯基、C1-6炔基、C1-6全氟烷基、C3-6环烷基、C3-6环烷基-C1-4烷基、C1-6烷氧基、C1-6烷基CO-、C3-6环烷基氧基、C3-6环烷基CO-、C3-6环烷基-C1-4烷氧基、C3-6环烷基-C1-4烷基CO-、苯基、苯氧基、苄氧基、苯甲酰基、苯基-C1-4烷基、C1-6烷基S-、C1-6烷基SO2-、（C1-4烷基）2NSO2-、（C1-4烷基）NHSO2-、（C1-4烷基）2NCO-、（C1-4烷基）NHCO-或CONH2；或-NR5R6，其中R5是氢或C1-4烷基，R6是氢、C1-4烷基、甲酰基、-CO2C1-4烷基或-COC1-4烷基；或两个R2基共同形成一个碳环，该碳环饱和或不饱和，未取代或被-OH或═O取代；两个R3基和两个R4基各自独立地是氢或C1-6烷基，或两个R3基和/或两个R4基共同形成一个C3-6螺环烷基，前提是至少一个R3和R4基不是氢，可用于治疗和预防癫痫和其他疾病。
• Substituted isoquinoline derivatives and their use as anticonvulsivants
  申请人：SmithKline Beecham p.l.c.

  公开号：US06492378B1

  公开（公告）日：2002-12-10

  This invention relates to novel substituted isoquinoline derivatives and their use as anticonvulsants.

  本发明涉及新型取代异喹啉衍生物及其作为抗癫痫药物的用途。
• ANTI-CONVULSANT ISOQUINOLYL-BENZAMIDE DERIVATIVES
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0971897A1

  公开（公告）日：2000-01-19
• SUBSTITUTED ISOQUINOLINE DERIVATIVES AND THEIR USE AS ANTICONVULSANTS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1104404A1

  公开（公告）日：2001-06-06
• US6277861B1
  申请人：——

  公开号：US6277861B1

  公开（公告）日：2001-08-21