1-Aminomethyl-3-methyl-isochinolin | 3340-31-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-Aminomethyl-3-methyl-isochinolin
• 英文别名: C-(3-methyl-isoquinolin-1-yl)-methylamine；(3-methyl-isoquinolin-1-ylmethyl)amine；3-Methyl-isoquinolin-1-ylmethylamine；(3-methylisoquinolin-1-yl)methanamine
• CAS: 3340-31-6
• 化学式: C₁₁H₁₂N₂
• 分子量: 172.23
• InChiKey: AKXYQZHDMMUZDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Aminomethyl-3-methyl-isochinolin 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 作用下， 以 三乙胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.25h， 以78%的产率得到2-bromo-3-(2-butyn-1-yl)-5-(trans-2-methoxy-vinyl)-3H-imidazole-4-carboxylic acid-(3-methyl-isoquinolin-1-ylmethyl)-amide
  参考文献：
  名称：

  2-Amino-imidazo[4,5-d]pyridazin-4-ones, their preparation and their use as pharmaceutical compositions

  摘要：

  本发明涉及一般公式中R1至R4和X如索权1至6中定义的2-氨基咪唑并[4,5-d]吡啶并[4,5-c]吡啶-4-酮以及其互变异构体、对映异构体、非对映异构体、其混合物和盐，具有有价值的药理特性，特别是对酶二肽基肽酶-IV（DPP-IV）的抑制作用。

  公开号：

  US20050234235A1

文献信息

• [DE] NEUE 2-AMINO-IMIDAZO[4,5-D]PYRIDAZIN-4-ONE UND 2-AMINO-IMIDAZO[4,5-C]PYRIDIN-4-ONE, DEREN HERSTELLUNG UND DEREN VERWENDUNG ALS ARZNEIMITTEL<br/>[EN] NOVEL 2-AMINO-IMIDAZO[4,5-D]PYRIDAZIN-4-ONES AND 2-AMINO-IMIDAZO[4,5-C]PYRIDIN-4-ONES, PRODUCTION AND USE THEREOF AS MEDICAMENTS<br/>[FR] NOUVELLES 2-AMINO-IMIDAZO[4,5-D]PYRIDAZIN-4-ONES ET 2-AMINO-IMIDAZO[4,5-C]PYRIDIN-4-ONES, LEUR PRODUCTION ET LEUR UTILISATION COMME MEDICAMENTS
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2005097798A1

  公开（公告）日：2005-10-20

  Die vorliegende Erfindung betrifft 2-Amino-imidazo[4,5-d]pyridazin-4-one und 2-Amino-imidazo[4,5-c]pyridin-4-one der allgemeinen Formel (I), in der R1 bis R4 und X wie in den Ansprüchen 1 bis 6 definiert sind, deren Tautomere, deren Enantiomere, deren Diastereomere, deren Gemische und deren Salze, welche wertvolle pharmakologische Eigenschaften aufweisen, insbesondere eine Hemmwirkung auf die Aktivität des Enzyms Dipeptidylpeptidase-IV (DPP-IV).

  这项发明涉及通式（I）中定义的R1至R4和X的2-氨基咪唑[4,5-d]吡啶嗪-4-酮和2-氨基咪唑[4,5-c]吡啶-4-酮，其咪唑异构体、对映体、二对映异构体、混合物和盐，具有有价值的药理特性，特别是对二肽基肽酶-IV（DPP-IV）活性的抑制作用。
• 2-AMINO-IMIDAZO[4,5-D]PYRIDAZIN-4-ONES, THEIR PREPARATION AND THEIR USE AS PHARMACEUTICAL COMPOSITIONS
  申请人：Eckhardt Matthias

  公开号：US20070088038A1

  公开（公告）日：2007-04-19

  The present invention relates to 2-amino-imidazo[4,5-d]pyridazin-4-ones and 2-amino-imidazo[4,5-c]pyridin-4-ones of general formula wherein R 1 to R 4 and X are defined as in claims 1 to 6 , the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, which have valuable pharmacological properties, particularly an inhibiting effect on the activity of the enzyme dipeptidylpeptidase-IV (DPP-IV).

  本发明涉及通式为的2-氨基咪唑[4,5-d]吡啶并嘧啶-4-酮和2-氨基咪唑[4,5-c]吡啶-4-酮，其中R1至R4和X如权利要求1至6所定义，其互变异构体、对映异构体、顺反异构体、混合物和盐具有有价值的药理学特性，特别是对二肽基肽酶-IV（DPP-IV）酶活性的抑制作用。
• 2-AMINO-IMIDAZO[4,5-D]PYRIDAZIN-4-ONES, THEIR PREPARATION, AND THEIR USE AS PHARMACEUTICAL COMPOSITIONS
  申请人：ECKHARDT Matthias

  公开号：US20090088569A1

  公开（公告）日：2009-04-02

  The present invention relates to 2-amino-imidazo[4,5-d]pyridazin-4-ones and 2-amino-imidazo[4,5-c]pyridin-4-ones of general formula wherein R 1 to R 4 and X are defined as in claims 1 to 6 , the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, which have valuable pharmacological properties, particularly an inhibiting effect on the activity of the enzyme dipeptidylpeptidase-IV (DPP-IV).

  本发明涉及通式为的2-氨基咪唑[4,5-d]吡啶嗪-4-酮和2-氨基咪唑[4,5-c]吡啶-4-酮，其中R1至R4和X如权利要求1至6所定义，其互变异构体、对映异构体、非对映异构体、混合物及其盐具有有价值的药理学特性，特别是对酶二肽基肽酶-IV(DPP-IV)活性的抑制作用。
• 2-amino-imidazo[4,5-d]pyridazin-4-ones, their preparation and their use as pharmaceutical compositions
  申请人：Boehringer Ingelheim International GmbH

  公开号：US07476671B2

  公开（公告）日：2009-01-13

  The present invention relates to 2-amino-imidazo[4,5-d]pyridazin-4-ones and 2-amino-imidazo[4,5-c]pyridin-4-ones of general formula wherein R1 to R4 and X are defined as in claims 1 to 6, the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, which have valuable pharmacological properties, particularly an inhibiting effect on the activity of the enzyme dipeptidylpeptidase-IV (DPP-IV).

  本发明涉及一般式中R1到R4和X如权利要求1至6所定义的2-氨基咪唑[4,5-d]吡啶并嘧啶-4-酮和2-氨基咪唑[4,5-c]吡啶-4-酮，其互变异构体、对映异构体、顺反异构体、其混合物和其盐，具有有价值的药理学性质，特别是对二肽基肽酶IV（DPP-IV）酶活性的抑制作用。
• 3,5-Dihydro-imidazo[4,5-d]pyridazin-4-ones: A class of potent DPP-4 inhibitors
  作者：Matthias Eckhardt、Norbert Hauel、Frank Himmelsbach、Elke Langkopf、Herbert Nar、Michael Mark、Moh Tadayyon、Leo Thomas、Brian Guth、Ralf Lotz

  DOI：10.1016/j.bmcl.2008.04.075

  日期：2008.6

  Systematic variations of the xanthine scaffold in close analogs of development compound BI 1356 led to the class of 3,5-dihydro-imidazo[4,5-d]pyridazin-4-ones which provided, after substituent screening, a series of highly potent DPP-4 inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.