5-Benzyloxy-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-13-one | 423168-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-Benzyloxy-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-13-one
• 英文别名: 2-Benzyloxy-5,6,7,8,9,10-hexahydro-6,9-methanobenzo[a][8]annulen-11-one；5-phenylmethoxytricyclo[8.2.1.03,8]trideca-3(8),4,6-trien-13-one
• CAS: 423168-79-0
• 化学式: C₂₀H₂₀O₂
• 分子量: 292.378
• InChiKey: VACYWYFHKNHHPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Benzyloxy-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-13-one 在 palladium on activated charcoal 吡啶 、 ammonium hydroxide 、 lithium aluminium tetrahydride 、 氢气 、 sodium hydride 、 磺酰胺 、 氯化铵 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 52.0h， 生成
  参考文献：
  名称：

  Cyclic sulfamide γ-secretase inhibitors

  摘要：

  A novel series of N-alkyl-substituted cyclic sulfamides were developed from a screening hit. Chemistries were developed which allowed surveys of N-alkyl groups and amines resulting in the identification of N-trifluoroethyl-substituted cyclic sulfamides with good in vitro and in vivo gamma-secretase activity. One compound with subnanomolar activity elicited a reduction in brain A beta 40 after oral dosing in APP-YAC mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.084
• 作为产物：
  描述：

  三环[8.2.1.03,8]十三-3,5,7-三烯-13-酮 在 lead(IV) acetate 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 三氟乙酸 为溶剂， 反应 48.0h， 生成 5-Benzyloxy-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-13-one
  参考文献：
  名称：

  Cyclic sulfamide γ-secretase inhibitors

  摘要：

  A novel series of N-alkyl-substituted cyclic sulfamides were developed from a screening hit. Chemistries were developed which allowed surveys of N-alkyl groups and amines resulting in the identification of N-trifluoroethyl-substituted cyclic sulfamides with good in vitro and in vivo gamma-secretase activity. One compound with subnanomolar activity elicited a reduction in brain A beta 40 after oral dosing in APP-YAC mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.084

文献信息

• Heteroaryl substituted spirocyclic sulfamides for inhibition of gamma secretase
  申请人：Collins James Ian

  公开号：US20060173054A1

  公开（公告）日：2006-08-03

  Compounds of formula I are disclosed: in which X is a 5-membered heteroaryl ring and R is as defined herein. The compounds are inhibitors of the processing of APP by gamma-secretase, and hence are useful in the treatment or prevention of Alzheimer's disease.

  公开了式子I的化合物：其中X是一个5-成员的杂环芳基环，R如此处定义。这些化合物是γ-分泌酶处理APP的抑制剂，因此在防治阿尔茨海默病方面非常有用。
• Heteroaryl substituted spriocyclic sulfamides for inhibition of gamma secretase
  申请人：Collins James Ian

  公开号：US20050182109A1

  公开（公告）日：2005-08-18

  Compounds of formula I are disclosed: in which X is a 5-membered heteroaryl ring and R is as defined herein. The compounds are inhibitors of the processing of APP by gamma-secretase, and hence are useful in the treatment or prevention of Alzheimer's disease.

  公开了化学式I的化合物：其中X是一个五元杂环芳基环，R如此定义。这些化合物是γ-分泌酶处理APP的抑制剂，因此可用于治疗或预防阿尔茨海默病。
• Sulfamides as gamma-secretase inhibitors
  申请人：——

  公开号：US20040049038A1

  公开（公告）日：2004-03-11

  Novel sulfamides of formula (1) are disclosed. The compounds exert an inhibitory action on the processing of APP by gamma-secretase, and are therefore useful in the treatment or prevention of Alzheimer's disease.

  本发明揭示了式（1）的新型磺胺类化合物。这些化合物对γ-分泌酶加工APP具有抑制作用，因此可用于治疗或预防阿尔茨海默病。
• SULFAMIDES AS GAMMA-SECRETASE INHIBITORS
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP1334085B1

  公开（公告）日：2005-08-24
• HETEROARYL SUBSTITUTED SPIROCYCLIC SUFAMIDES FOR INHIBITION OF GAMMA SECRETASE
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP1503998B1

  公开（公告）日：2009-07-01