(3R)-4-amino-3-[4-chloro-3-[(3-chloropyridin-4-yl)methoxy]phenyl]butanoic acid | 1252763-23-7

• 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: (3R)-4-amino-3-[4-chloro-3-[(3-chloropyridin-4-yl)methoxy]phenyl]butanoic acid
• CAS: 1252763-23-7
• 化学式: C₁₆H₁₆Cl₂N₂O₃
• 分子量: 355.221
• InChiKey: SBAIWDBWKQXXIP-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  85.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (R)-巴氯芬内酰胺 在 盐酸 、 palladium bis[bis(diphenylphosphino)ferrocene] dichloride 、 硫酸 、 水 、 双氧水 、 potassium acetate 、 硝酸胍 、 铁粉 、 caesium carbonate 、 溶剂黄146 、 potassium iodide 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 生成 (3R)-4-amino-3-[4-chloro-3-[(3-chloropyridin-4-yl)methoxy]phenyl]butanoic acid
  参考文献：
  名称：

  Discovery of a novel potent GABAB receptor agonist

  摘要：

  Structure-activity studies have led to a discovery of 3-(4-pyridyl)methyl ether derivative 9d that has 25- to 50-fold greater functional potency than R-baclofen at human and rodent GABA(B) receptors in vitro. Mouse hypothermia studies confirm that this compound crosses the blood-brain barrier and is approximately 50-fold more potent after systemic administration. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.006

文献信息

• GAMMA-AMINO-BUTYRIC ACID DERIVATIVES AS GABAB RECEPTOR LIGANDS
  申请人：Xu Feng

  公开号：US20100267676A1

  公开（公告）日：2010-10-21

  Gamma-amino-butyric acid derivatives that are GABA B receptor ligands, pharmaceutical compositions comprising such derivatives, and methods of using such derivatives and pharmaceutical compositions thereof for treating diseases are disclosed.

  揭示了作为GABAB受体配体的γ-氨基丁酸衍生物、包括这种衍生物的药物组合物，以及使用这种衍生物和药物组合物治疗疾病的方法。
• GAMMA-AMINO-BUTYRIC ACID DERIVATIVES AS GABAb RECEPTOR LIGANDS
  申请人：XenoPort, Inc.

  公开号：EP2419401A2

  公开（公告）日：2012-02-22
• US8344028B2
  申请人：——

  公开号：US8344028B2

  公开（公告）日：2013-01-01
• [EN] GAMMA-AMINO-BUTYRIC ACID DERIVATIVES AS GABAB RECEPTOR LIGANDS<br/>[FR] DÉRIVÉS D'ACIDE GAMMA-AMINOBUTYRIQUE COMME LIGANDS DES RÉCEPTEURS GABAB
  申请人：XENOPORT INC

  公开号：WO2010120370A2

  公开（公告）日：2010-10-21

  Gamma-amino-butyric acid derivatives of formula (I) that are GABAB receptor ligands, pharmaceutical compositions comprising such derivatives, and methods of using such derivatives and pharmaceutical compositions thereof for treating diseases are disclosed. R5 is chosen from -COOH, -SOOH, and -P(O)(OH)R8 wherein R8 is chosen from hydrogen and C1-4 alkyl.
• Discovery of a novel potent GABAB receptor agonist
  作者：Feng Xu、Ge Peng、Thu Phan、Usha Dilip、Jian Lu Chen、Tania Chernov-Rogan、Xuexiang Zhang、Kent Grindstaff、Thamil Annamalai、Kerry Koller、Mark A. Gallop、David J. Wustrow

  DOI：10.1016/j.bmcl.2011.08.006

  日期：2011.11

  Structure-activity studies have led to a discovery of 3-(4-pyridyl)methyl ether derivative 9d that has 25- to 50-fold greater functional potency than R-baclofen at human and rodent GABA(B) receptors in vitro. Mouse hypothermia studies confirm that this compound crosses the blood-brain barrier and is approximately 50-fold more potent after systemic administration. (C) 2011 Elsevier Ltd. All rights reserved.