[4-(3-Methoxy-phenyl)-piperidin-1-yl]-acetic acid methyl ester | 394202-85-8

• 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: [4-(3-Methoxy-phenyl)-piperidin-1-yl]-acetic acid methyl ester
• 英文别名: methyl 2-[4-(3-methoxyphenyl)piperidin-1-yl]acetate
• CAS: 394202-85-8
• 化学式: C₁₅H₂₁NO₃
• 分子量: 263.337
• InChiKey: LKOUOAVWMNISNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-(3-Methoxy-phenyl)-piperidin-1-yl]-acetic acid methyl ester 在 一水合肼 、 三氯氧磷 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 1,4-dihydro-4-[3-[5-[4-(3-methoxyphenyl)-1-piperidinyl]methyl-1,3,4-oxadiazol-2-yl]aminophenyl]-2,6-dimethyl-3,5-pyridinedicarboxylic acid dimethyl ester dihydrochloride
  参考文献：
  名称：

  Dihydropyridine neuropeptide Y Y 1 receptor antagonists 2

  摘要：

  Structure-activity studies around the urea linkage in BMS-193885 (4a) identified the cyanoguanidine moiety as an effective urea replacement in a series of dihydropyridine NPY Y-1 receptor antagonists. In comparison to urea 4a (K-i = 3.3 nM), cyanoguanidine 20 (BMS-205749) displayed similar binding potency at the Y-1 receptor (K-i = 5.1 nM) and full functional antagonism (K-b = 2.6 nM) in SK-N-MC cells. Cyanoguanidine 20 also demonstrated improved permeability properties in Caco-2 cells in comparison to urea 4a (43 vs 19 nm/s). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.10.016
• 作为产物：
  描述：

  溴乙酸甲酯 、 4-(3-甲氧基苯基)哌啶 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以74%的产率得到[4-(3-Methoxy-phenyl)-piperidin-1-yl]-acetic acid methyl ester
  参考文献：
  名称：

  Dihydropyridine neuropeptide Y Y 1 receptor antagonists 2

  摘要：

  Structure-activity studies around the urea linkage in BMS-193885 (4a) identified the cyanoguanidine moiety as an effective urea replacement in a series of dihydropyridine NPY Y-1 receptor antagonists. In comparison to urea 4a (K-i = 3.3 nM), cyanoguanidine 20 (BMS-205749) displayed similar binding potency at the Y-1 receptor (K-i = 5.1 nM) and full functional antagonism (K-b = 2.6 nM) in SK-N-MC cells. Cyanoguanidine 20 also demonstrated improved permeability properties in Caco-2 cells in comparison to urea 4a (43 vs 19 nm/s). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.10.016

文献信息

• Amide compounds and methods of using the same
  申请人：Thompson K. Scott

  公开号：US20050113580A1

  公开（公告）日：2005-05-26

  Disclosed is a compound having the formula: pharmaceutically acceptable salts or solvates thereof and pharmaceutical compositions containing the same, wherein the structural variables are as defined herein. The compounds, salts and solvates of this invention are useful as LXR agonists.

  本发明揭示了一种具有以下结构式的化合物：其药学上可接受的盐或溶剂，以及包含该化合物的制药组合物，其中结构变量如本文所定义。本发明的化合物、盐和溶剂作为LXR激动剂有用。
• Compounds and methods
  申请人：SmithKline Beecham Corporation

  公开号：US07365085B2

  公开（公告）日：2008-04-29

  Disclosed is a compound having the formula: pharmaceutically acceptable salts or solvates thereof and pharmaceutical compositions containing the same, wherein the structural variables are as defined herein. The compounds, salts and solvates of this invention are useful as LXR agonists.

  本发明公开了一种具有以下公式的化合物：其药物学上可接受的盐或溶剂和含有该化合物的制药组合物，其中结构变量如定义所述。本发明的化合物、盐和溶剂作为LXR激动剂是有用的。
• COMPOUNDS AND METHODS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP1575495A2

  公开（公告）日：2005-09-21
• US7365085B2
  申请人：——

  公开号：US7365085B2

  公开（公告）日：2008-04-29
• [EN] COMPOUNDS AND METHODS<br/>[FR] COMPOSES ET PROCEDES
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2003082205A2

  公开（公告）日：2003-10-09

  Disclosed is a compound having the formula (I) pharmaceutically acceptable salts or solvates thereof and pharmaceutical compositions containing the same, wherein the structural variables are as defined herein. The compounds, salts and solvates of this invention are useful as LXR agonists.