N-(1-(3,4-dimethoxybenzyl)piperidin-4-yl)-N-methyl-4-(3-ureidophenyl)-1H-imidazole-1-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(1-(3,4-dimethoxybenzyl)piperidin-4-yl)-N-methyl-4-(3-ureidophenyl)-1H-imidazole-1-carboxamide
• 英文别名: 4-[3-(carbamoylamino)phenyl]-N-[1-[(3,4-dimethoxyphenyl)methyl]piperidin-4-yl]-N-methylimidazole-1-carboxamide
• 化学式: C₂₆H₃₂N₆O₄
• 分子量: 492.578
• InChiKey: XKFXJVQUXLOOLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(1-(3,4-dimethoxybenzyl)piperidin-4-yl)-N-methyl-4-(3-ureidophenyl)-1H-imidazole-1-carboxamide 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.17h， 以55%的产率得到N-(1-(3,4-dimethoxybenzyl)piperidin-4-yl)-N-methyl-4-(3-ureidophenyl)-1H-imidazole-1-carboxamide hydrochloride
  参考文献：
  名称：

  [EN] UREA COMPOUNDS AND THEIR USE AS FAAH ENZYME INHIBITORS
  [FR] COMPOSÉS D'URÉE ET LEUR UTILISATION COMME INHIBITEURS DE L'ENZYME FAAH

  摘要：

  具有以下化学式（I）的化合物：其中：R1从氢、卤素、羟基和C1-4烷氧基中选择；R2从氢、卤素、羟基和C1-4烷氧基中选择；R3是C1-4烷基；R4是芳基，其被从OSO2NH2、NHCONH2、NHSO2NH2、NHSO2C1-4烷基和CONH2中选择的基团取代；n为0或1；或其药学上可接受的盐；前提是该化合物不是N-(1-苄基哌啶-4-基)-N-甲基-4-(4-(磺胺氨基)苯基)-1H-咪唑-1-羧酰胺或N-(1-苄基哌啶-4-基)-N-甲基-4-(3-(甲磺酰氨基)苯基)-1H-咪唑-1-羧酰胺。该化合物可用作脂肪酸酰胺水解酶的抑制剂。

  公开号：

  WO2015016728A1
• 作为产物：
  描述：

  potassium cyanate 、 4-(3-aminophenyl)-N-(1-(3,4-dimethoxybenzyl)piperidin-4-yl)-N-methyl-1H-imidazole-1-carboxamide 在 盐酸 作用下， 以 水 为溶剂， 以56%的产率得到N-(1-(3,4-dimethoxybenzyl)piperidin-4-yl)-N-methyl-4-(3-ureidophenyl)-1H-imidazole-1-carboxamide
  参考文献：
  名称：

  [EN] UREA COMPOUNDS AND THEIR USE AS FAAH ENZYME INHIBITORS
  [FR] COMPOSÉS D'URÉE ET LEUR UTILISATION COMME INHIBITEURS DE L'ENZYME FAAH

  摘要：

  具有以下化学式（I）的化合物：其中：R1从氢、卤素、羟基和C1-4烷氧基中选择；R2从氢、卤素、羟基和C1-4烷氧基中选择；R3是C1-4烷基；R4是芳基，其被从OSO2NH2、NHCONH2、NHSO2NH2、NHSO2C1-4烷基和CONH2中选择的基团取代；n为0或1；或其药学上可接受的盐；前提是该化合物不是N-(1-苄基哌啶-4-基)-N-甲基-4-(4-(磺胺氨基)苯基)-1H-咪唑-1-羧酰胺或N-(1-苄基哌啶-4-基)-N-甲基-4-(3-(甲磺酰氨基)苯基)-1H-咪唑-1-羧酰胺。该化合物可用作脂肪酸酰胺水解酶的抑制剂。

  公开号：

  WO2015016728A1

文献信息

• Urea Compounds and Their Use as FAAH Enzyme Inhibitors
  申请人：BIAL-PORTELA & Cª, S.A.

  公开号：US20160166560A1

  公开（公告）日：2016-06-16

  A compound having Formula I: wherein: R1 is selected from hydrogen, halogen, hydroxyl and C 1-4 alkoxy; R2 is selected from hydrogen, halogen, hydroxyl and C 1-4 alkoxy; R3 is C 1-4 alkyl; R4 is aryl which is substituted with a group selected from OSO 2 NH 2 , NHCONH 2 , NHSO 2 NH 2 , NHSO 2 C 1-4 alkyl and CONH 2 ; and n is 0 or 1; or a pharmaceutically acceptable salt thereof; provided that the compound is not N-(1-benzylpiperidin-4-yl)-N-methyl-4-(4-(sulfamoylamino)phenyl)-1H-imidazole-1-carboxamide or N-(1-benzylpiperidin-4-yl)-N-methyl-4-(3-(methyl sulfonamido)phenyl)-1H-imidazole-1-carboxamide. The compound may be used as an inhibitor of fatty acid amide hydrolase.

  化合物I的化学式为：其中：R1选择自氢、卤素、羟基和C1-4烷氧基；R2选择自氢、卤素、羟基和C1-4烷氧基；R3为C1-4烷基；R4为芳基，其被选择自OSO2NH2、NHCONH2、NHSO2NH2、NHSO2C1-4烷基和CONH2的基团取代；n为0或1；或其药学上可接受的盐；但化合物不是N-(1-苄基哌啶-4-基)-N-甲基-4-(4-(磺酰胺基)苯基)-1H-咪唑-1-羧酰胺或N-(1-苄基哌啶-4-基)-N-甲基-4-(3-(甲基磺酰氨基)苯基)-1H-咪唑-1-羧酰胺。该化合物可用作脂肪酸酰胺水解酶的抑制剂。
• UREA COMPOUNDS AND THEIR USE AS FAAH ENZYME INHIBITORS
  申请人：BIAL - Portela & Cª S.A.

  公开号：EP3027610A1

  公开（公告）日：2016-06-08
• [EN] UREA COMPOUNDS AND THEIR USE AS FAAH ENZYME INHIBITORS<br/>[FR] COMPOSÉS D'URÉE ET LEUR UTILISATION COMME INHIBITEURS DE L'ENZYME FAAH
  申请人：BIAL PORTELA & Cª S A

  公开号：WO2015016728A1

  公开（公告）日：2015-02-05

  A compound having Formula (I): wherein: R1 is selected from hydrogen, halogen, hydroxyl and C1-4 alkoxy; R2 is selected from hydrogen, halogen, hydroxyl and C1-4 alkoxy; R3 is C1-4 alkyl; R4 is aryl which is substituted with a group selected from OSO2NH2, NHCONH2, NHSO2NH2, NHSO2C1-4 alkyl and CONH2; and n is 0 or 1; or a pharmaceutically acceptable salt thereof; provided that the compound is not N-(1-benzylpiperidin-4-yl)-N-methyl-4-(4-(sulfamoylamino)phenyl)-1H-imidazole-1-carboxamide or N-(1-benzylpiperidin-4-yl)-N-methyl-4-(3-(methylsulfonamido)phenyl)-1H-imidazole-1-carboxamide. The compound may be used as an inhibitor of fatty acid amide hydrolase.

  具有以下化学式（I）的化合物：其中：R1从氢、卤素、羟基和C1-4烷氧基中选择；R2从氢、卤素、羟基和C1-4烷氧基中选择；R3是C1-4烷基；R4是芳基，其被从OSO2NH2、NHCONH2、NHSO2NH2、NHSO2C1-4烷基和CONH2中选择的基团取代；n为0或1；或其药学上可接受的盐；前提是该化合物不是N-(1-苄基哌啶-4-基)-N-甲基-4-(4-(磺胺氨基)苯基)-1H-咪唑-1-羧酰胺或N-(1-苄基哌啶-4-基)-N-甲基-4-(3-(甲磺酰氨基)苯基)-1H-咪唑-1-羧酰胺。该化合物可用作脂肪酸酰胺水解酶的抑制剂。