(13-Oxo-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-5-yloxy)-acetic acid ethyl ester | 423168-93-8

• 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: (13-Oxo-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-5-yloxy)-acetic acid ethyl ester
• 英文别名: (13-Oxo-tricyclo[8.2.1.03,8]trideca-3,5,7-trien-5-yloxy)-acetic acid ethyl ester；ethyl 2-[(13-oxo-5-tricyclo[8.2.1.03,8]trideca-3(8),4,6-trienyl)oxy]acetate
• CAS: 423168-93-8
• 化学式: C₁₇H₂₀O₄
• 分子量: 288.343
• InChiKey: GUNMZXPIJFTTJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (13-Oxo-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-5-yloxy)-acetic acid ethyl ester 在 platinum(IV) oxide N-甲基吗啉 、 4-二甲氨基吡啶 、 lithium hydroxide 、 硼烷四氢呋喃络合物 、 盐酸羟胺 、 氢气 、 sodium acetate 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 5-Chloro-thiophene-2-sulfonic acid {(1R,10S,13R)-5-[2-(2-methyl-pyrrolidin-1-yl)-ethoxy]-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-13-yl}-amide
  参考文献：
  名称：

  A novel series of potent γ-secretase inhibitors based on a benzobicyclo[4.2.1]nonane core

  摘要：

  A new series of gamma-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead optimisation studies led to the development of a series of potent inhibitors and in vivo efficacy was demonstrated. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.062
• 作为产物：
  描述：

  5-羟基三环[8.2.1.03,8]十三-3,5,7-三烯-13-酮 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (13-Oxo-tricyclo[8.2.1.0^3,8]trideca-3,5,7-trien-5-yloxy)-acetic acid ethyl ester
  参考文献：
  名称：

  A novel series of potent γ-secretase inhibitors based on a benzobicyclo[4.2.1]nonane core

  摘要：

  A new series of gamma-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead optimisation studies led to the development of a series of potent inhibitors and in vivo efficacy was demonstrated. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.062

文献信息

• 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
• US7138400B2
  申请人：——

  公开号：US7138400B2

  公开（公告）日：2006-11-21
• A novel series of potent γ-secretase inhibitors based on a benzobicyclo[4.2.1]nonane core
  作者：Stephen J. Lewis、Adrian L. Smith、Joseph G. Neduvelil、Graeme I. Stevenson、Matthew J. Lindon、A. Brian Jones、Mark S. Shearman、Dirk Beher、Earl Clarke、Jonathan D. Best、James E. Peachey、Timothy Harrison、J. Luis Castro

  DOI：10.1016/j.bmcl.2004.10.062

  日期：2005.1

  A new series of gamma-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead optimisation studies led to the development of a series of potent inhibitors and in vivo efficacy was demonstrated. (C) 2004 Elsevier Ltd. All rights reserved.