4-[4-(2-acetoxy-ethyl)-phenyl]-4-oxo-butyric acid | 330200-35-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[4-(2-acetoxy-ethyl)-phenyl]-4-oxo-butyric acid
• 英文别名: 4-[4-(2-acetyloxyethyl)phenyl]-4-oxobutanoic acid
• CAS: 330200-35-6
• 化学式: C₁₄H₁₆O₅
• 分子量: 264.278
• InChiKey: PHUWTGMDHAQOKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[4-(2-acetoxy-ethyl)-phenyl]-4-oxo-butyric acid 在 水 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 异丙醇 、 乙腈 为溶剂， 反应 10.5h， 生成 6-{4-[2-((R)-2-methyl-pyrrolidin-1-yl)-ethyl]-phenyl}-2-pyridin-2-yl-2H-pyridazin-3-one
  参考文献：
  名称：

  Synthesis and evaluation of pyridazinone–phenethylamine derivatives as selective and orally bioavailable histamine H3 receptor antagonists with robust wake-promoting activity

  摘要：

  A series of pyridazinone-phenethylamine derivatives with moderate to low nanomolar affinity for rat and human H3R are described. These analogs exhibited excellent selectivity and metabolic stability, with acceptable rat pharmacokinetic properties. In vivo, 7 and 11 demonstrated potent H3R functional antagonism in the rat dipsogenia model and robust wake-promoting activity in the rat electroencephalogram/electromyography (EEG/EMG) model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.104
• 作为产物：
  描述：

  丁二酸酐 、 乙酸苯乙酯 在 aluminum (III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.0h， 以50%的产率得到4-[4-(2-acetoxy-ethyl)-phenyl]-4-oxo-butyric acid
  参考文献：
  名称：

  Synthesis and evaluation of pyridazinone–phenethylamine derivatives as selective and orally bioavailable histamine H3 receptor antagonists with robust wake-promoting activity

  摘要：

  A series of pyridazinone-phenethylamine derivatives with moderate to low nanomolar affinity for rat and human H3R are described. These analogs exhibited excellent selectivity and metabolic stability, with acceptable rat pharmacokinetic properties. In vivo, 7 and 11 demonstrated potent H3R functional antagonism in the rat dipsogenia model and robust wake-promoting activity in the rat electroencephalogram/electromyography (EEG/EMG) model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.104

文献信息

• Substituted Pyridazinone Derivatives as Histamine-3 (H3) Receptor Ligands
  申请人：Becknell Nadine C.

  公开号：US20110098269A1

  公开（公告）日：2011-04-28

  The present invention provides compounds according to Formulas I, II, III, IV, V, VI, VII or VIII: their use as H 3 antagonists/inverse agonists, processes for their preparation, and pharmaceutical compositions thereof.

  本发明提供了公式I、II、III、IV、V、VI、VII或VIII的化合物：它们作为H3拮抗剂/逆激动剂的用途、它们的制备方法以及它们的药物组成物。
• [EN] SUBSTITUTED PYRIDAZINONE DERIVATIVES AS HISTAMINE-3 (H3) RECEPTOR LIGANDS<br/>[FR] DÉRIVÉS PYRIDAZINONE SUBSTITUÉS COMME LIGANDS DES RÉCEPTEURS DE L'HISTAMINE-3 (H3)
  申请人：CEPHALON INC

  公开号：WO2009142732A3

  公开（公告）日：2010-10-28
• SUBSTITUTED PYRIDAZINONE DERIVATIVES AS HISTAMINE-3 (H3) RECEPTOR LIGANDS
  申请人：Cephalon, Inc.

  公开号：EP2328586A2

  公开（公告）日：2011-06-08