methoxyacetic acid (+/-)-(1R,8R,9R)-9-(2-{[3-(1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-9-yl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: methoxyacetic acid (+/-)-(1R,8R,9R)-9-(2-{[3-(1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-9-yl ester
• 英文别名: [(1R,8R,9R)-9-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-9-tricyclo[6.2.2.02,7]dodeca-2,4,6-trienyl] 2-methoxyacetate
• 化学式: C₂₈H₃₅N₃O₃
• 分子量: 461.604
• InChiKey: FJMAUPWFRMSLJB-XCIGCYOISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (+/-)-Benzobicyclo<2.2.2>-octan-2-one 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 正丁基锂 、 三乙胺 、 二异丙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 正庚烷 、 甲苯 为溶剂， 反应 10.0h， 生成 methoxyacetic acid (+/-)-(1R,8R,9R)-9-(2-{[3-(1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-trien-9-yl ester
  参考文献：
  名称：

  Discovery of novel bridged tetrahydronaphthalene derivatives as potent T/L-type calcium channel blockers

  摘要：

  Chemical evolution of mibefradil resulted in the identification of novel bridged tetrahydronaphthalene derivatives as potent T/L-type calcium channel blockers. A SAR study, in vitro and in vivo DMPK properties as well as the in vivo antihypertensive effect in rats are presented. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.07.038

文献信息

• BRIDGED TETRAHYDRONAPHTHALENE DERIVATIVES
  申请人：Hilpert Kurt

  公开号：US20110263648A1

  公开（公告）日：2011-10-27

  The invention relates to compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 , A, B, W and n are as defined in the description, and to pharmaceutically acceptable salts of such compounds. These compounds are useful as calcium channel blockers.

  本发明涉及式(I)的化合物，其中R1、R2、R3、R4、A、B、W和n如描述中所定义，并涉及这些化合物的药学上可接受的盐。这些化合物可用作钙通道阻滞剂。
• Discovery of novel bridged tetrahydronaphthalene derivatives as potent T/L-type calcium channel blockers
  作者：Dorte Renneberg、Francis Hubler、Markus Rey、Patrick Hess、Stephane Delahaye、John Gatfield、Marc Iglarz、Kurt Hilpert

  DOI：10.1016/j.bmcl.2015.07.038

  日期：2015.9

  Chemical evolution of mibefradil resulted in the identification of novel bridged tetrahydronaphthalene derivatives as potent T/L-type calcium channel blockers. A SAR study, in vitro and in vivo DMPK properties as well as the in vivo antihypertensive effect in rats are presented. (C) 2015 Elsevier Ltd. All rights reserved.