methyl 4-(1-(benzyloxy)-3-(naphthalen-2-ylmethyl)-5-phenyl-1H-pyrazol-4-yl)piperidine-1-carboxylate | 1221275-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 4-(1-(benzyloxy)-3-(naphthalen-2-ylmethyl)-5-phenyl-1H-pyrazol-4-yl)piperidine-1-carboxylate
• 英文别名: Methyl 4-[3-(naphthalen-2-ylmethyl)-5-phenyl-1-phenylmethoxypyrazol-4-yl]piperidine-1-carboxylate
• CAS: 1221275-18-8
• 化学式: C₃₄H₃₃N₃O₃
• 分子量: 531.654
• InChiKey: ZNMDOWALFIAFAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-(1-(benzyloxy)-3-(naphthalen-2-ylmethyl)-5-phenyl-1H-pyrazol-4-yl)piperidine-1-carboxylate 在 氢溴酸 作用下， 以 水 为溶剂， 反应 2.0h， 以7.6%的产率得到4-(1-hydroxy-3-(naphthalen-2-ylmethyl)-5-phenyl-1H-pyrazol-4-yl)piperidine trihydrobromide
  参考文献：
  名称：

  Novel 4-(Piperidin-4-yl)-1-hydroxypyrazoles as γ-Aminobutyric Acid_A Receptor Ligands: Synthesis, Pharmacology, and Structure−Activity Relationships

  摘要：

  A series of substituted 1-hydroxypyrazole analogues of the GABA(A) receptor partial agonist 5-(4-piperidyl)-3-isoxazolol (4-PIOL) have been synthesized and pharmacologically characterized. Several of the analogues displayed K-i in the low nanomolar range at the native GABAA receptors and potent antagonism of the alpha(1)beta(2)gamma(2) receptor. It appears that several regions situated in proximity to the core of the orthosteric binding site of the GABA(A) receptor are able to accommodate large hydrophobic substituents.

  DOI：

  10.1021/jm100106r
• 作为产物：
  描述：

  在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以100%的产率得到methyl 4-(1-(benzyloxy)-3-(naphthalen-2-ylmethyl)-5-phenyl-1H-pyrazol-4-yl)piperidine-1-carboxylate
  参考文献：
  名称：

  Novel 4-(Piperidin-4-yl)-1-hydroxypyrazoles as γ-Aminobutyric Acid_A Receptor Ligands: Synthesis, Pharmacology, and Structure−Activity Relationships

  摘要：

  A series of substituted 1-hydroxypyrazole analogues of the GABA(A) receptor partial agonist 5-(4-piperidyl)-3-isoxazolol (4-PIOL) have been synthesized and pharmacologically characterized. Several of the analogues displayed K-i in the low nanomolar range at the native GABAA receptors and potent antagonism of the alpha(1)beta(2)gamma(2) receptor. It appears that several regions situated in proximity to the core of the orthosteric binding site of the GABA(A) receptor are able to accommodate large hydrophobic substituents.

  DOI：

  10.1021/jm100106r