2-bromo-1-(but-2-ynyl)-6-naphth-1-ylmethyl-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione | 864673-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-bromo-1-(but-2-ynyl)-6-naphth-1-ylmethyl-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione
• 英文别名: 2-bromo-3-but-2-ynyl-5-(naphthalen-1-ylmethyl)-6H-imidazo[4,5-d]pyridazine-4,7-dione
• CAS: 864673-16-5
• 化学式: C₂₀H₁₅BrN₄O₂
• 分子量: 423.269
• InChiKey: SDLOGRJDNORAQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-1-(but-2-ynyl)-6-naphth-1-ylmethyl-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-bromo-3-(but-2-yn-1-yl)-7-methoxy-5-(naphthalen-1-ylmethyl)-3,5-dihydro-4H-imidazo[4,5-d]pyridazin-4-one
  参考文献：
  名称：

  3,5-Dihydro-imidazo[4,5-d]pyridazin-4-ones: A class of potent DPP-4 inhibitors

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2008.04.075
• 作为产物：
  描述：

  Methyl 2-bromo-1-but-2-ynyl-5-[[(2-methylpropan-2-yl)oxycarbonylamino]-(naphthalen-1-ylmethyl)carbamoyl]imidazole-4-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-bromo-1-(but-2-ynyl)-6-naphth-1-ylmethyl-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione
  参考文献：
  名称：

  3,5-Dihydro-imidazo[4,5-d]pyridazin-4-ones: A class of potent DPP-4 inhibitors

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2008.04.075

文献信息

• Imidazopyridazinediones, their preparation and their use as pharmaceutical compositions
  申请人：Eckhardt Matthias

  公开号：US20050203095A1

  公开（公告）日：2005-09-15

  The invention relates to substituted imidazopyridazinediones of general formula wherein R 1 and R 4 are defined as in claim 1, 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).

  这项发明涉及一般式的取代咪唑吡啶二酮，其中R1和R4如权利要求1中定义，其互变异构体、对映体、非对映体、其混合物及其盐具有有价值的药理特性，特别是对酶二肽基肽酶-IV（DPP-IV）活性的抑制作用。
• Imidazopyridazinediones, Their Preparation And Their Use As Pharmaceutical Compositions
  申请人：Eckhardt Matthias

  公开号：US20070142383A1

  公开（公告）日：2007-06-21

  The invention relates to substituted imidazopyridazinediones of general formula wherein R 1 to R 4 are defined as in claim 1 , 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).

  本发明涉及一种通式为R1至R4如权利要求1所定义的取代咪唑吡啶二酮，其互变异构体、对映异构体、顺反异构体、混合物及其盐具有有价值的药理学性质，尤其是对二肽基肽酶IV（DPP-IV）酶活性具有抑制作用。
• US7393847B2
  申请人：——

  公开号：US7393847B2

  公开（公告）日：2008-07-01
• US7432262B2
  申请人：——

  公开号：US7432262B2

  公开（公告）日：2008-10-07
• 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.