1-{4-[3-(tert-Butyldimethylsilanyloxy)propyl]pyridin-3-yl}-2-(pyridin-4-yl)ethanone | 380830-48-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-{4-[3-(tert-Butyldimethylsilanyloxy)propyl]pyridin-3-yl}-2-(pyridin-4-yl)ethanone
• 英文别名: 1-[4-[3-[tert-butyl(dimethyl)silyl]oxypropyl]pyridin-3-yl]-2-pyridin-4-ylethanone
• CAS: 380830-48-8
• 化学式: C₂₁H₃₀N₂O₂Si
• 分子量: 370.567
• InChiKey: QWOLPCHCKOFJMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-{4-[3-(tert-Butyldimethylsilanyloxy)propyl]pyridin-3-yl}-2-(pyridin-4-yl)ethanone 在 盐酸 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(3-hydroxypropyl)-5'-(4-methylthiazol-2-yl)-1'h-[3,2';3',4"]terpyridin-6'-one
  参考文献：
  名称：

  Tricyclic pyridones as functionally selective human GABAAα2/3 receptor-ion channel ligands

  摘要：

  A series of tricyclic pyridones has been evaluated as benzodiazepine site ligands with functional selectivity for the alpha(3) over the alpha(1) containing subtype of the human GABA(A) receptor ion channel. This investigation led to the identification of a high affinity, functionally selective, orally bioavailable benzodiazepine site ligand that demonstrated activity in rodent anxiolysis models and reduced sedation relative to diazepam. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.057
• 作为产物：
  描述：

  3-bromo-4-[3-hydroxypropyl]pyridine 在 咪唑 、 palladium diacetate 、 1,3-双(二苯基膦)丙烷 、 potassium trimethylsilonate 、 N,N-二异丙基乙胺 、 N,N'-羰基二咪唑 、 sodium chloride 作用下， 以 乙醚 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-{4-[3-(tert-Butyldimethylsilanyloxy)propyl]pyridin-3-yl}-2-(pyridin-4-yl)ethanone
  参考文献：
  名称：

  Tricyclic pyridones as functionally selective human GABAAα2/3 receptor-ion channel ligands

  摘要：

  A series of tricyclic pyridones has been evaluated as benzodiazepine site ligands with functional selectivity for the alpha(3) over the alpha(1) containing subtype of the human GABA(A) receptor ion channel. This investigation led to the identification of a high affinity, functionally selective, orally bioavailable benzodiazepine site ligand that demonstrated activity in rodent anxiolysis models and reduced sedation relative to diazepam. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.057

文献信息

• Tricyclic pyridin-2-one analogue as a GABA receptor ligand
  申请人：——

  公开号：US20010053776A1

  公开（公告）日：2001-12-20

  9-(4-Methylthiazol-2-yl)- 11-(pyridin-4-yl)-6,7-dihydro-5H-2, 7a-diazadibenzo[a,c]cyclohepten-8-one, and pharmaceutically acceptable salts thereof, are selective ligands for GABAA receptors, in particular having high affinity for the a2 and/or a3 subunit thereof, and are accordingly of benefit in the treatment and/or prevention of disorders of the central nervous system, including anxiety and convulsions.

  9-(4-甲基噻唑-2-基)-11-(吡啶-4-基)-6,7-二氢-5H-2,7a-二氮杂二苯并[a,c]环庚-8-酮及其药学上可接受的盐是GABA A 受体的选择性配体，特别是对其中的a2和/或a3亚单位具有高亲和力，因此对于治疗和/或预防中枢神经系统疾病，包括焦虑和惊厥，具有益处。