2-bromo-3-(2-butyn-1-yl)-5-[(3-methyl-isoquinolin-1-yl)methyl]-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one | 866933-18-8

• 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: 2-bromo-3-(2-butyn-1-yl)-5-[(3-methyl-isoquinolin-1-yl)methyl]-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one
• 英文别名: 2-bromo-3-(2-butyn-1-yl)-5-[(3-methylisoquinolin-1-yl)methyl]-3,5-dihydroimidazo[4,5-d]pyridazine-4-one；2-Bromo-3-but-2-ynyl-5-[(3-methylisoquinolin-1-yl)methyl]imidazo[4,5-d]pyridazin-4-one
• CAS: 866933-18-8
• 化学式: C₂₀H₁₆BrN₅O
• 分子量: 422.284
• InChiKey: AVVHVXKMGDFIDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-3-(2-butyn-1-yl)-5-[(3-methyl-isoquinolin-1-yl)methyl]-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one 、 t-butyl piperidin-3-ylcarbamate 在 sodium carbonate 作用下， 以 二甲基亚砜 为溶剂， 生成 tert-butyl N-[1-[3-but-2-ynyl-5-[(3-methylisoquinolin-1-yl)methyl]-4-oxoimidazo[4,5-d]pyridazin-2-yl]piperidin-3-yl]carbamate
  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：

  2-bromo-3-(2-butyn-1-yl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-bromo-3-(2-butyn-1-yl)-5-[(3-methyl-isoquinolin-1-yl)methyl]-3,5-dihydro-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

文献信息

• 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：US20050234235A1

  公开（公告）日：2005-10-20

  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。
• New piperazin-1-yl and 2-([1,4]diazepan-1-yl)-imidazo[4,5-d]-pyridazin-4-ones, the preparation thereof and their use as pharmaceutial compositions
  申请人：Eckhardt Matthias

  公开号：US20050171093A1

  公开（公告）日：2005-08-04

  The present invention relates to substituted imidazo[4,5-d]pyridazin-4-ones of general formula wherein R 1 to R 3 and n are defined as in claims 1 to 8 , the tautomers, enantiomers, diastereomers, 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如下的取代咪唑并[4,5-d]吡啶嗪-4-酮化合物，其中R1至R3和n如权利要求1至8中所定义，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，特别是对二肽基肽酶-IV（DPP-IV）酶活性具有抑制作用。
• Thiazole Derivatives and Use Thereof
  申请人：Quattropani Anna

  公开号：US20090029998A1

  公开（公告）日：2009-01-29

  The present invention is related to thiazole derivatives of Formula (I) in particular for the treatment and/or prophylaxis of autoimmune disorders and/or inflammatory diseases, cardiovascular diseases, neurodegenerative diseases, bacterial or viral infections, kidney diseases, platelet aggregation, cancer, transplantation, graft rejection or lung injuries.

  本发明涉及公式（I）的噻唑衍生物，特别是用于治疗和/或预防自身免疫性疾病和/或炎症性疾病，心血管疾病，神经退行性疾病，细菌或病毒感染，肾脏疾病，血小板聚集，癌症，移植，移植排斥或肺损伤。
• 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。