1-(4-phenyl-tetrahydro-thiopyran-4-yl)-piperidine | 19420-53-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(4-phenyl-tetrahydro-thiopyran-4-yl)-piperidine
• 英文别名: 4-(1-Piperidinyl)-4-phenyltetrahydro-2H-thiopyran；1-(4-phenylthian-4-yl)piperidine
• CAS: 19420-53-2
• 化学式: C₁₆H₂₃NS
• 分子量: 261.431
• InChiKey: RIIRMUBUGPAIQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四氢噻喃-4-酮 在 magnesium sulfate 作用下， 以 乙醚 、 N,N-二甲基乙酰胺 为溶剂， 反应 68.0h， 生成 1-(4-phenyl-tetrahydro-thiopyran-4-yl)-piperidine
  参考文献：
  名称：

  Effect of lowered lipophilicity on the affinity of PCP analogues for the PCP receptor and the dopamine transporter

  摘要：

  Oxygen and sulphur atoms were introduced in the cyclohexyl and piperidinyl moieties of the basic structures 1-(1-phenylcyclohexyl)piperidine (PCP), 1-[1-(2-thienyl)cyclohexyl]piperidine (TCP), and 1-[1-(2-benzo[b]thiophenyl)cyclohexyl]pi (BTCP) to lower their global lipophilicity. The compounds obtained were tested comparatively for their affinity for the PCP receptor labelled with [H-3]TCP and for the dopamine (DA) transporter labelled with [H-3]BTCP. Lowering the global lipophilicity in PCP and TCP series is detrimental to the affinity and selectivity for the PCP receptor. In the BTCP series lowering of the global lipophilicity is less deleterious and may, on the contrary, be a useful way of increasing selectivity for the DA transporter in some instances.

  DOI：

  10.1016/0223-5234(96)85170-1

文献信息

• Effect of lowered lipophilicity on the affinity of PCP analogues for the PCP receptor and the dopamine transporter
  作者：J Hamon、J Vignon、JM Kamenka

  DOI：10.1016/0223-5234(96)85170-1

  日期：1996.1

  Oxygen and sulphur atoms were introduced in the cyclohexyl and piperidinyl moieties of the basic structures 1-(1-phenylcyclohexyl)piperidine (PCP), 1-[1-(2-thienyl)cyclohexyl]piperidine (TCP), and 1-[1-(2-benzo[b]thiophenyl)cyclohexyl]pi (BTCP) to lower their global lipophilicity. The compounds obtained were tested comparatively for their affinity for the PCP receptor labelled with [H-3]TCP and for the dopamine (DA) transporter labelled with [H-3]BTCP. Lowering the global lipophilicity in PCP and TCP series is detrimental to the affinity and selectivity for the PCP receptor. In the BTCP series lowering of the global lipophilicity is less deleterious and may, on the contrary, be a useful way of increasing selectivity for the DA transporter in some instances.