2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylic acid methyl ester | 813462-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylic acid methyl ester
• 英文别名: 2-bromo-3-(3-methyl-but-2-en-1-yl)-5-formyl-3H-imidazol-4-carboxylic acid methyl ester；methyl 2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylate；methyl 2-bromo-5-formyl-3-(3-methyl-2-buten-1-yl)-3H-imidazole-4-carboxylate；methyl 2-bromo-5-formyl-3-(3-methylbut-2-enyl)imidazole-4-carboxylate
• CAS: 813462-79-2
• 化学式: C₁₁H₁₃BrN₂O₃
• 分子量: 301.14
• InChiKey: DGGMIKCBWOJCTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylic acid methyl ester 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成
  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：

  2-bromo-1-(3-methyl-but-2-en-1-yl)-1H-imidazol-4,5-dicarboxylic acid dimethyl ester 在 二异丁基氢化铝 、 盐酸 、 水 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.33h， 以86%的产率得到2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  [DE] NEUE IMIDAZOLDERIVATE, DEREN HERSTELLUNG UND DEREN VERWENDUNG ALS INTERMEDIATE ZUR HERSTELLUNG VON ARZNEIMITTELN UND PESTIZIDEN
  [EN] NOVEL IMIDAZOLE DERIVATIVES, THE PRODUCTION THEREOF, AND THE USE OF THE SAME AS INTERMEDIATE PRODUCTS FOR PRODUCING MEDICAMENTS AND PESTICIDES
  [FR] NOUVEAUX DERIVES D'IMIDAZOLE, LEUR PRODUCTION ET LEUR UTILISATION EN TANT QUE PRODUITS INTERMEDIAIRES DANS LA PRODUCTION DE MEDICAMENTS ET DE PESTICIDES

  摘要：

  该发明涉及一种新的取代咪唑，其通式为（I），其中R1至R3以及X如权利要求中所定义，其互变异构体，其对映体，其二对映体，其混合物及其盐，以及其制备方法及其作为制备药物或杀虫剂的中间体的用途。

  公开号：

  WO2005110999A1

文献信息

• [DE] IMIDAZOPYRIDAZINON- UND IMIDAZOPYRIDONDERIVATE, DEREN HERSTELLUNG UND DEREN VERWENDUNG ALS ARZNEIMITTEL<br/>[EN] IMIDAZO-PYRIDAZINONE DERIVATIVES AND IMIDAZO-PYRIDONE DERIVATIVES, PRODUCTION THEREOF, AND USE THEREOF AS MEDICAMENTS<br/>[FR] DERIVES D'IMIDAZOPYRIDAZINONES ET D'IMIDAZOPYRIDONES, LEUR PREPARATION ET LEUR UTILISATION COMME MEDICAMENTS
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2004111051A1

  公开（公告）日：2004-12-23

  Die vorliegende Erfindung betrifft substituierte Imidazo-pyridinone und Imidazo-pyridazinone der allgemeinen Formel (I), in der Y sowie R1 bis R4 wie in Anspruch 1 definiert sind, deren Tautomere, Enantiomere, Diastereomere, deren Gemische und deren Salze, welche wertvolle pharmakologische Eigenschaften aufweisen, insbesondere eine Hemmwirkung auf die Aktivität des Enzyms Dipeptidylpeptidase-IV (DPP-IV).

  This invention relates to substituted imidazo-pyridinones and imidazo-pyridazinones of general formula (I), where Y and R1 to R4 are as defined in claim 1, their tautomers, enantiomers, diastereomers, mixtures thereof, and their salts, which possess valuable pharmacological properties, particularly inhibitory effects on the activity of the enzyme dipeptidyl peptidase-IV (DPP-IV).
• 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。
• Imidazole derivatives, their preparation and their use as intermediates for the preparation of pharmaceutical compositions and pesticides
  申请人：Eckhardt Matthias

  公开号：US20050261352A1

  公开（公告）日：2005-11-24

  The invention relates to new substituted imidazoles of general formula wherein R 1 to R 3 and X are defined as in the claims, the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, and processes for preparing them and their use as intermediates for preparing pharmaceutical compositions or pesticides.

  本发明涉及一种新的取代咪唑，其一般式如下：其中R1至R3和X的定义如权利要求中所述，其互变异构体、对映异构体、顺反异构体、其混合物和盐以及其制备方法以及其作为制备药物组合物或农药的中间体的用途。
• IMIDAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS INTERMEDIATES FOR THE PREPARATION OF PHARMACEUTICAL COMPOSITIONS AND PESTICIDES
  申请人：ECKHARDT Matthias

  公开号：US20090023920A1

  公开（公告）日：2009-01-22

  The invention relates to new substituted imidazoles of general formula wherein R 1 to R 3 and X are defined as in the claims, the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, and processes for preparing them and their use as intermediates for preparing pharmaceutical compositions or pesticides.

  该发明涉及一种新的取代咪唑化合物，其一般式为：其中R1至R3和X如权利要求中所定义，其互变异构体、对映异构体、顺反异构体、其混合物及其盐，并且涉及其制备方法以及它们作为制备制药组合物或杀虫剂的中间体的用途。
• 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。