2-[(R)-3-(tert-butyloxycarbonylamino)-piperidin-1-yl]-3-(2-butyn-1-yl)-7-methyl-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one | 813462-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑二氮卓类
• 英文名称: 2-[(R)-3-(tert-butyloxycarbonylamino)-piperidin-1-yl]-3-(2-butyn-1-yl)-7-methyl-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one
• 英文别名: tert-butyl N-[(3R)-1-(1-but-2-ynyl-4-methyl-7-oxo-6H-imidazo[4,5-d]pyridazin-2-yl)piperidin-3-yl]carbamate
• CAS: 813462-73-6
• 化学式: C₂₀H₂₈N₆O₃
• 分子量: 400.481
• InChiKey: XSFZAYWMUGRTNJ-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(R)-3-(tert-butyloxycarbonylamino)-piperidin-1-yl]-3-(2-butyn-1-yl)-7-methyl-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one 、 1-Chloromethyl-3-methylisoquinoline 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到
  参考文献：
  名称：

  Synthesis of 2-bromo-7-methyl-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one and 3-alkyl-2-bromo-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one and their selective elaboration

  摘要：

  Two synthetic routes to the versatile 3,5-dihydro-imidazo[4,5-d]pyridazin-4-ones 2 and 5 have been developed that allow the production of multigram quantities without the need of any chromatographic purification. Broad and selective elaboration of the heteroaromatic scaffolds has also been accomplished. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.102
• 作为产物：
  描述：

  (R)-3-Boc-氨基哌啶 、 2-bromo-3-(2-butyn-1-yl)-7-methyl-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one 在 sodium carbonate 作用下， 以 二甲基亚砜 为溶剂， 以91%的产率得到2-[(R)-3-(tert-butyloxycarbonylamino)-piperidin-1-yl]-3-(2-butyn-1-yl)-7-methyl-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one
  参考文献：
  名称：

  Synthesis of 2-bromo-7-methyl-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one and 3-alkyl-2-bromo-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one and their selective elaboration

  摘要：

  Two synthetic routes to the versatile 3,5-dihydro-imidazo[4,5-d]pyridazin-4-ones 2 and 5 have been developed that allow the production of multigram quantities without the need of any chromatographic purification. Broad and selective elaboration of the heteroaromatic scaffolds has also been accomplished. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.102

文献信息

• New imidazopyridazinone and imidazopyridone derivatives, the preparation thereof and their use as pharmaceutical compositions
  申请人：Eckhardt Matthias

  公开号：US20050026921A1

  公开（公告）日：2005-02-03

  The present invention relates to substituted imidazo-pyridinones and imidazo-pyridazinones of general formula wherein Y and R 1 to R 4 are defined as in claim 1, the tautomers, enantiomers, 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).

  本发明涉及通式所示的取代咪唑吡啶酮和咪唑吡啶酮，其中Y和R1至R4如权利要求1中所定义，其互变异构体、对映体、非对映体、它们的混合物及其盐，具有有价值的药理特性，特别是对二肽基肽酶-IV（DPP-IV）酶活性的抑制作用。
• IMIDAZOPYRIDAZINONE AND IMIDAZOPYRIDONE DERIVATIVES, THE PREPARATION THEREOF AND THEIR USE AS PHARMACEUTICAL COMPOSITIONS
  申请人：ECKHARDT Matthias

  公开号：US20090258856A1

  公开（公告）日：2009-10-15

  The present invention relates to substituted imidazo-pyridinones and imidazo-pyridazinones of general formula wherein Y and R 1 to R 4 are defined as in claim 1 , the tautomers, enantiomers, 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).

  本发明涉及通式如下的取代咪唑吡啶酮和咪唑吡嗪酮： 其中Y和R1至R4的定义如权利要求1所述，它们的互变异构体、对映异构体、顺反异构体、其混合物和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。
• US7566707B2
  申请人：——

  公开号：US7566707B2

  公开（公告）日：2009-07-28
• US8034941B2
  申请人：——

  公开号：US8034941B2

  公开（公告）日：2011-10-11