1-benzyl-4-(5-chlorobenzothiazol-2-yl)-1,2,3,6-tetrahydropyridine | 197916-42-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 1-benzyl-4-(5-chlorobenzothiazol-2-yl)-1,2,3,6-tetrahydropyridine
• 英文别名: 2-(1-benzyl-3,6-dihydro-2H-pyridin-4-yl)-5-chloro-1,3-benzothiazole
• CAS: 197916-42-0
• 化学式: C₁₉H₁₇ClN₂S
• 分子量: 340.876
• InChiKey: ZDICBICTFYTIFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyl-4-(5-chlorobenzothiazol-2-yl)-1,2,3,6-tetrahydropyridine 在 甲醇 、 1-氯乙基氯甲酸酯 作用下， 生成 5-Chloro-2-(1,2,3,6-tetrahydropyridin-4-yl)-1,3-benzothiazole
  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-氨基-4-氯苯硫醇 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-benzyl-4-(5-chlorobenzothiazol-2-yl)-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

文献信息

• Tetrahydropyridine derivatives as dopamine receptor subtype ligands
  申请人：Merck Sharp & Dohme, Ltd.

  公开号：US05849765A1

  公开（公告）日：1998-12-15

  A class of 1,2,3,6-tetrahydropyridine derivatives, substituted in the 4-position by a fused bicyclic heteroaromatic moiety and in the 1-position by an optionally substituted benzyl moiety, are ligands for dopamine receptor subtypes within the body, in particular the D.sub.4 subtype, and are therefore useful in the treatment and/or prevention of disorders of the dopamine system, in particular schizophrenia or depression.

  一类1,2,3,6-四氢吡啶衍生物，其在4位被融合的双环杂芳基取代，并在1位被可选择取代的苄基取代，是体内多巴胺受体亚型的配体，特别是D.sub.4亚型，因此在治疗和/或预防多巴胺系统紊乱，特别是精神分裂症或抑郁症方面具有用处。
• US5849765A
  申请人：——

  公开号：US5849765A

  公开（公告）日：1998-12-15
• 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.