2-(1,2,3,6-Tetrahydro-pyridin-4-yl)-1H-benzoimidazole | 49652-20-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(1,2,3,6-Tetrahydro-pyridin-4-yl)-1H-benzoimidazole
• 英文别名: 2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-benzimidazole
• CAS: 49652-20-2
• 化学式: C₁₂H₁₃N₃
• 分子量: 199.255
• InChiKey: ARPMXZNAYVQOEL-UHFFFAOYSA-N

物化性质

• 沸点：
  421.5±55.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-氯苄溴 、 2-(1,2,3,6-Tetrahydro-pyridin-4-yl)-1H-benzoimidazole 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(benzimidazol-2-yl)-1-(4-chlorobenzyl)-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  4-Heterocyclyl tetrahydropyridines as selective ligands for the human dopamine D4 receptor

  摘要：

  A series of 1,2,3,6-tetrahydropyridines 3 were synthesised, which resulted in selective high affinity dopamine Dq ligands. The SAR of heterocyclic replacements and aromatic substitution was investigated, leading to compounds of nanomolar binding affinity with excellent selectivity over both D-2 and D-3 receptors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00402-2
• 作为产物：
  描述：

  2-(4-吡啶)苯并咪唑 在 甲醇 、 sodium tetrahydroborate 、 1-氯乙基氯甲酸酯 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(1,2,3,6-Tetrahydro-pyridin-4-yl)-1H-benzoimidazole
  参考文献：
  名称：

  4-Heterocyclyl tetrahydropyridines as selective ligands for the human dopamine D4 receptor

  摘要：

  A series of 1,2,3,6-tetrahydropyridines 3 were synthesised, which resulted in selective high affinity dopamine Dq ligands. The SAR of heterocyclic replacements and aromatic substitution was investigated, leading to compounds of nanomolar binding affinity with excellent selectivity over both D-2 and D-3 receptors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00402-2

文献信息

• TETRAHYDROBENZINDOLONE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS 5-HT7 RECEPTOR ANTAGONISTS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1222185A1

  公开（公告）日：2002-07-17
• [EN] TETRAHYDROBENZINDOLONE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS 5-HT7 RECEPTOR ANTAGONISTS<br/>[FR] DERIVES DE TETRAHYDROBENZYNEDOLONE, LEUR PREPARATION ET LEUR UTILISATION EN TANT QU'ANTAGONISTES DES RECEPTEURS 5-HT7
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2001029029A1

  公开（公告）日：2001-04-26

  The invention relates to compounds of formula (I) or pharmaceutically acceptable salts thereof, wherein R1 is halogen, C¿1-6?alkyl, hydroxy, C1-6alkoxy, C1-6alkylthio, C1-6alkylsulphinyl, C1-6alkylsulphonyl, amino, mono- or di-C1-6alkylamino, carboxy, carboxamido, hydroxyC1-6alkyl, mono- or di-C1-6alkylaminocarbonyl, sulphonamido, C1-6alkylsulphonylamino, aminoC1-6alkyl, mono- or di-C1-6alkylaminosulphonyl or C1-6alkoxycarbonyl; R?2¿ is hydrogen, C¿1-6?alkyl or arylC1-6alkyl; p is 0, 1, 2 or 3; R?3¿ is hydrogen or C¿1-6?alkyl; n is 2, 3, 4, 5 or 6; A is nitrogen, carbon or CH, ....., is a single bond when A is nitrogen or CH or ..... is a double bond when A is carbon; X is nitrogen or CH; Y is O, S, NH or N-C1-6alkyl, R?4¿ is halogen, C¿1-6?alkyl, cyano, CF3, C3-7cycloalkyl, C1-6alkoxy, hydroxy, amino, mono- or di-C1-6alkylamino, acylamino, nitro, C1-6alkoxycarbonyl, C1-6alkylthio, C1-6alkylsulphinyl, C1-6alkylsulphonyl, sulphamoyl, mono- and di-C1-6alkylsulphamoyl, carbamoyl, mono- and di-C1-6alkylcarbamoyl, C1-6alkylsulphonamido, arylsulphonamido, aryl, arylC1-6alkyl, arylC1-6alkoxy, aryloxy and arylthio; m is 0, 1, 2 or 3, having 5-HT7 antagonist activity, processes for their preparation, to compositions containing them and to their use in the treatment of CNS and other disorders.
• 4-Heterocyclyl tetrahydropyridines as selective ligands for the human dopamine D4 receptor
  作者：K.E. Haworth、T. Harrison、J.J. Kulagowski、P.D. Leeson、A.P. Owens、M.P. Ridgill、M.R. Teall、M. Fielding、K. Chapman、F. Emms、R. Marwood、S. Patel、K.L. Moss

  DOI：10.1016/s0960-894x(97)00402-2

  日期：1997.9

  A series of 1,2,3,6-tetrahydropyridines 3 were synthesised, which resulted in selective high affinity dopamine Dq ligands. The SAR of heterocyclic replacements and aromatic substitution was investigated, leading to compounds of nanomolar binding affinity with excellent selectivity over both D-2 and D-3 receptors. (C) 1997 Elsevier Science Ltd.