2-(4-(ethoxycarbonyl)phenyl)-5-methyl-1-phenyl-1H-imidazole-4-carboxylic acid ethyl ester

• 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-(4-(ethoxycarbonyl)phenyl)-5-methyl-1-phenyl-1H-imidazole-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 2-(4-ethoxycarbonylphenyl)-5-methyl-1-phenylimidazole-4-carboxylate；ethyl 2-(4-ethoxycarbonylphenyl)-5-methyl-1-phenylimidazole-4-carboxylate
• 化学式: C₂₂H₂₂N₂O₄
• 分子量: 378.428
• InChiKey: IIUCJUYQCGTYIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯基脲 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 rhodium(II) octanoate 、 caesium carbonate 、 三氟乙酸 、 三溴氧磷 作用下， 以 1,2-二氯乙烷 、 甲苯 、 苯 为溶剂， 反应 11.5h， 生成 2-(4-(ethoxycarbonyl)phenyl)-5-methyl-1-phenyl-1H-imidazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  N−H Insertion Reactions of Primary Ureas:  The Synthesis of Highly Substituted Imidazolones and Imidazoles from Diazocarbonyls

  摘要：

  Primary ureas have been used as substrates in rhodium-catalyzed N-H insertion reactions with an array of diazocarbonyls. The insertion reaction is efficient and gives excellent selectivity and yields. The products from the insertion reaction with diazoketones cyclize readily in the presence of acid to yield the corresponding imidazolones that can be further derivatized by N-alkylation with alkyl, allyl, and benzyl halides. Alternatively, the imidazolones were treated with phosphorus oxybromide to form the corresponding 2-bromoimidazoles that were further functionalized using a Suzuki coupling reaction.

  DOI：

  10.1021/jo048353u

文献信息

• Imidazole Compound
  申请人：Kusama Mari

  公开号：US20080009506A1

  公开（公告）日：2008-01-10

  An imidazole compound of the formula: wherein Ring A is benzene or a heterocyclic ring; G is alkylthio, alkylsulfonyl, optionally substituted phenyl, or optionally substituted heterocyclic ring group, etc.; Ring C is imidazole; R 1 is carbamoyl, etc.; R 2 is cyano, nitro, hydroxyl, an alkoxy, a halogen, carboxy, an alkoxycarbonyl, carbamoyl, amino, an alkyl, etc.; m is 0 to 2; and R 4 is hydrogen, an alkyl, etc., or a pharmaceutically acceptable salt thereof, is a large conductance calcium-activated K channel opener useful for treatment of pollakiuria, urinary incontinence, etc.

  一种咪唑化合物的化学式： 其中环A是苯或杂环；G是烷硫基、烷磺酰基、可选择取代的苯基或可选择取代的杂环基团等；环C是咪唑； R1是氨基甲酰基等； R2是氰基、硝基、羟基、烷氧基、卤素、羧基、烷氧羰基、氨基、烷基等；m为0至2；以及 R4是氢、烷基等，或其药用可接受盐，是一种用于治疗尿频、尿失禁等的大电导钙激活K通道开放剂。
• IMIDAZOLE DERIVATIVES AS LARGE CONDUCTANCE CALCIUM ACTIVATED K CHANNEL OPENERS
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP1799650A2

  公开（公告）日：2007-06-27
• [EN] IMIDAZOLE COMPOUND<br/>[FR] COMPOSE IMIDAZOLE
  申请人：TANABE SEIYAKU CO

  公开号：WO2006030977A2

  公开（公告）日：2006-03-23

  An imidazole compound of the formula (1): wherein Ring A is benzene or a heterocyclic ring; G is alkylthio, alkylsulfonyl, optionally substituted phenyl, or optionally substituted heterocyclic ring group, etc.; Ring C is imidazole; R1 is carbamoyl, etc.; R2 is cyano, nitro, hydroxyl, an alkoxy, a halogen, carboxy, an alkoxycarbonyl, carbamoyl, amino, an alkyl, etc.; m is 0 to 2; and R4 is hydrogen, an alkyl, etc., or a pharmaceutically acceptable salt thereof, is a large conductance calcium-activated K channel opener useful for treatment of pollakiuria, urinary incontinence, etc.