(3S,4aR,6S,8aR)-6-[(3-Carboxyphenyl)amino]decahydro-3-isoquinolinecarboxylic acid | 769917-33-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S,4aR,6S,8aR)-6-[(3-Carboxyphenyl)amino]decahydro-3-isoquinolinecarboxylic acid
• 英文别名: (3S,4aR,6S,8aR)-6-(3-carboxyanilino)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylic acid
• CAS: 769917-33-1
• 化学式: C₁₇H₂₂N₂O₄
• 分子量: 318.373
• InChiKey: LOYGCJOVDMBLBZ-NEBZKDRISA-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：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Ethyl (3S, 4aR, 6S, 8aR) 6-(3-ethoxycarbonylphenylamino)-2-methoxycarbonyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate 在 盐酸 作用下， 以 水 为溶剂， 生成 (3S,4aR,6S,8aR)-6-[(3-Carboxyphenyl)amino]decahydro-3-isoquinolinecarboxylic acid
  参考文献：
  名称：

  GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models

  摘要：

  The synthesis and structure-activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.046