(R)-2-((R)-1-ethyl-4-(4-ethylphenethyl)-3-methyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)-N-methyl-2-phenylacetamide | 1221292-97-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2-((R)-1-ethyl-4-(4-ethylphenethyl)-3-methyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)-N-methyl-2-phenylacetamide
• 英文别名: (2R)-2-[(4R)-1-ethyl-4-[2-(4-ethylphenyl)ethyl]-3-methyl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-5-yl]-N-methyl-2-phenylacetamide
• CAS: 1221292-97-2
• 化学式: C₂₈H₃₆N₄O
• 分子量: 444.62
• InChiKey: PPAKYKQRBNRNGC-SHQCIBLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-2-(甲基氨基)-2-氧代-1-苯基乙基 4-甲基苯磺酸酯 、 1-ethyl-4-[2-(4-ethylphenyl)ethyl]-3-methyl-4,5,6,7-tetrahydropyrazolo[4,3-c]pyridine 在 N,N-二异丙基乙胺 作用下， 以 3-甲基-2-丁酮 为溶剂， 生成 2-{1-ethyl-4-[2-(4-ethyl-phenyl)-ethyl]-3-methyl-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl}-N-methyl-2-phenyl-acetamide 、 (R)-2-((R)-1-ethyl-4-(4-ethylphenethyl)-3-methyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)-N-methyl-2-phenylacetamide
  参考文献：
  名称：

  Novel pyrazolo-tetrahydropyridines as potent orexin receptor antagonists

  摘要：

  A novel series of dual orexin receptor antagonists was prepared by heteroaromatic five-membered ring system replacement of the dimethoxyphenyl moiety contained in the tetrahydroisoquinoline core skeleton of almorexant. Thus, replacement of the dimethoxyphenyl by a substituted pyrazole and additional optimization of the substitution pattern of the phenethyl motif allowed the identification of potent antagonists with low nanomolar affinity for hOX(1)R and hOX(2)R. The synthesis and structure-activity relationship of these novel antagonists will be discussed in this communication. These investigations furnished several suitable candidates for further evaluation in in vivo studies in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.070