ethyl 3-(7-(benzyloxy)-1-oxo-1,3,4,5-tetrahydro-2H-benzo[c]azepin-2-yl)propanoate | 1123622-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: ethyl 3-(7-(benzyloxy)-1-oxo-1,3,4,5-tetrahydro-2H-benzo[c]azepin-2-yl)propanoate
• CAS: 1123622-76-3
• 化学式: C₂₂H₂₅NO₄
• 分子量: 367.445
• InChiKey: NZGWJDXVIFNSBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-(7-(benzyloxy)-1-oxo-1,3,4,5-tetrahydro-2H-benzo[c]azepin-2-yl)propanoate 在 10% palladium on activated carbon 、 氢气 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 23.0~80.0 ℃ 、101.33 kPa 条件下， 生成 ethyl 3-(7-(3-(methylamino)-2-nitrophenoxy)-1-oxo-1,3,4,5-tetrahydro-2H-benzo[c]azepin-2-yl)propanoate
  参考文献：
  名称：

  Synthesis and initial evaluation of novel, non-peptidic antagonists of the αv-integrins αvβ3 and αvβ5

  摘要：

  The discovery, synthesis and preliminary SAR of a novel class of non-peptidic antagonists of the alpha(v)-integrins alpha(v)beta(3) and alpha(v)beta(5) is described. High-throughput screening of an extensive series of ECLiPS (TM) compound libraries led to the identification of compound 1 as a dual inhibitor of the alpha(v)-integrins alpha(v)beta(3) and alpha(v)beta(5). Optimization of compound 1 involving, in part, introduction of two novel constraints led to the discovery of compounds 15a and 15b with reduced PSA and much improved potency for both the alpha(v)beta(3) and alpha(v)beta(5) integrins. Compounds 15a and 15b were shown to have promising activity in functional cellular assays and compound 15a also exhibited a promising Caco-2 permeability profile. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.074
• 作为产物：
  描述：

  7-benzyloxy-1,3,4,5-tetrahydro-2H-2-benzazepin-1-one 、 3-溴丙酸乙酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl 3-(7-(benzyloxy)-1-oxo-1,3,4,5-tetrahydro-2H-benzo[c]azepin-2-yl)propanoate
  参考文献：
  名称：

  Synthesis and initial evaluation of novel, non-peptidic antagonists of the αv-integrins αvβ3 and αvβ5

  摘要：

  The discovery, synthesis and preliminary SAR of a novel class of non-peptidic antagonists of the alpha(v)-integrins alpha(v)beta(3) and alpha(v)beta(5) is described. High-throughput screening of an extensive series of ECLiPS (TM) compound libraries led to the identification of compound 1 as a dual inhibitor of the alpha(v)-integrins alpha(v)beta(3) and alpha(v)beta(5). Optimization of compound 1 involving, in part, introduction of two novel constraints led to the discovery of compounds 15a and 15b with reduced PSA and much improved potency for both the alpha(v)beta(3) and alpha(v)beta(5) integrins. Compounds 15a and 15b were shown to have promising activity in functional cellular assays and compound 15a also exhibited a promising Caco-2 permeability profile. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.074