(3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid | 707542-25-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid
• 英文别名: (3S,4aS,6S,8aR)-6-[2-(2H-tetrazol-5-yl)phenoxy]-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylic acid
• CAS: 707542-25-4
• 化学式: C₁₇H₂₁N₅O₃
• 分子量: 343.385
• InChiKey: MBVYDDACFKHYKD-OPDFLTKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid 、 异丁醇 在 盐酸 作用下， 生成 isobutyl (3S,4aR,6S,8aR)-6-[2-(1H-tetrazol-5-yl)phenoxy]-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylic ester hydrochloride
  参考文献：
  名称：

  Two Prodrugs of Potent and Selective GluR5 Kainate Receptor Antagonists Actives in Three Animal Models of Pain

  摘要：

  Amino acids 5 and 7, two potent and selective competitive GluR5 KA receptor antagonists, exhibited high GluR5 receptor affinity over other glutamate receptors. Their ester prodrugs 6 and 8 were orally active in three models of pain: reversal of formalin-induced paw licking, carrageenan-induced thermal hyperalgesia, and capsaicin-induced mechanical hyperalgesia.

  DOI：

  10.1021/jm0491952
• 作为产物：
  描述：

  ethyl (3S,4aR,6R,8aR)-6-hydroxy-2-(tert-butoxycarbonyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate 在 吡啶 、 盐酸 、 lithium hydroxide 、 三苯基膦 、 三正丁基叠氮化锡 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 89.0h， 生成 (3S,4aS,6S,8aR)-6-[2-(1H-Tetrazol-5-yl)-phenoxy]-decahydro-isoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Two Prodrugs of Potent and Selective GluR5 Kainate Receptor Antagonists Actives in Three Animal Models of Pain

  摘要：

  Amino acids 5 and 7, two potent and selective competitive GluR5 KA receptor antagonists, exhibited high GluR5 receptor affinity over other glutamate receptors. Their ester prodrugs 6 and 8 were orally active in three models of pain: reversal of formalin-induced paw licking, carrageenan-induced thermal hyperalgesia, and capsaicin-induced mechanical hyperalgesia.

  DOI：

  10.1021/jm0491952

文献信息

• EXCITATORY AMINO ACID RECEPTOR ANTAGONISTS
  申请人：Martinez-Perez Jose Antonio

  公开号：US20100094014A1

  公开（公告）日：2010-04-15

  The present invention provides novel compounds of Formula (I) and Formula (I(a)), or the pharmaceutically acceptable salts thereof; methods for treating neurological disorders and neurodegenerative diseases, particularly pain and migraine, comprising administering a compound of Formula (I) or Formula (I(a)); and processes for preparing compounds of Formula (I) or Formula (I(a)).

  本发明提供了公式（I）和公式（I（a））的新化合物，或其药学上可接受的盐；治疗神经系统疾病和神经退行性疾病的方法，特别是治疗疼痛和偏头痛，包括给予公式（I）或公式（I（a））的化合物；以及制备公式（I）或公式（I（a））化合物的过程。
• Excitatory amino acid receptor antagonists
  申请人：Eli Lilly & Company

  公开号：EP2166003A1

  公开（公告）日：2010-03-24

  The present invention provides novel compounds of Formula I and Formula I(a), or the pharmaceutically acceptable salts thereof; their use for treating neurological disorders and neurodegenerative diseases, particularly pain and migraine, and processes for preparing compounds of Formula I or Formula I(a).

  本发明提供了新型的式 I 和式 I(a)化合物或其药学上可接受的盐；它们在治疗神经系统疾病和神经退行性疾病，尤其是疼痛和偏头痛方面的用途，以及制备式 I 或式 I(a)化合物的工艺。
• US7205313B2
  申请人：——

  公开号：US7205313B2

  公开（公告）日：2007-04-17
• US7601738B2
  申请人：——

  公开号：US7601738B2

  公开（公告）日：2009-10-13