Methyl (5-{2-[(4-{[(benzylamino)carbonyl]amino}benzyl)oxy]ethyl}-6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)acetate

• 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: Methyl (5-{2-[(4-{[(benzylamino)carbonyl]amino}benzyl)oxy]ethyl}-6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)acetate
• 英文别名: methyl 2-[5-[2-[[4-(benzylcarbamoylamino)phenyl]methoxy]ethyl]-6-oxo-11H-benzo[c][1]benzazepin-11-yl]acetate
• 化学式: C₃₄H₃₃N₃O₅
• 分子量: 563.653
• InChiKey: NTPWBQMKOFYZEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  97
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl (5-{2-[(4-{[(benzylamino)carbonyl]amino}benzyl)oxy]ethyl}-6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以90%的产率得到2-[5-[2-[[4-(benzylcarbamoylamino)phenyl]methoxy]ethyl]-6-oxo-11H-benzo[c][1]benzazepin-11-yl]acetic acid
  参考文献：
  名称：

  Synthesis and SAR of N-substituted dibenzazepinone derivatives as novel potent and selective αVβ3 antagonists

  摘要：

  Synthesis and SARs of new integrin alpha(V)beta(3) antagonists based on an N-substituted dibenzazepinone scaffold are described. Variation of spacer and guanidine mimetic led to potent compounds exhibiting an IC50 towards alpha(V)beta(3) in the nanomolar range, high selectivity versus integrin alpha(IIb)beta(3) and efficacy in functional cellular assays. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00773-9
• 作为产物：
  描述：

  [5-(2-Hydroxy-ethyl)-6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl]-acetic acid methyl ester 在 palladium on activated charcoal 氢气 、 sodium hydride 、 三乙胺 作用下， 以 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 Methyl (5-{2-[(4-{[(benzylamino)carbonyl]amino}benzyl)oxy]ethyl}-6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)acetate
  参考文献：
  名称：

  Synthesis and SAR of N-substituted dibenzazepinone derivatives as novel potent and selective αVβ3 antagonists

  摘要：

  Synthesis and SARs of new integrin alpha(V)beta(3) antagonists based on an N-substituted dibenzazepinone scaffold are described. Variation of spacer and guanidine mimetic led to potent compounds exhibiting an IC50 towards alpha(V)beta(3) in the nanomolar range, high selectivity versus integrin alpha(IIb)beta(3) and efficacy in functional cellular assays. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00773-9

文献信息

• Integrin receptors antagonists
  申请人：Abbott GmbH & Co. KG

  公开号：US07105508B1

  公开（公告）日：2006-09-12

  The invention relates to novel compounds which bind to integrin receptors, and to the preparation thereof and the use thereof as drugs.

  这项发明涉及结合到整合素受体的新化合物，以及其制备和作为药物的用途。
• Synthesis and SAR of N-substituted dibenzazepinone derivatives as novel potent and selective αVβ3 antagonists
  作者：Andreas Kling、Gisela Backfisch、Jürgen Delzer、Hervé Geneste、Claudia Graef、Uta Holzenkamp、Wilfried Hornberger、Udo E.W Lange、Arnulf Lauterbach、Helmut Mack、Werner Seitz、Thomas Subkowski

  DOI：10.1016/s0960-894x(01)00773-9

  日期：2002.2

  Synthesis and SARs of new integrin alpha(V)beta(3) antagonists based on an N-substituted dibenzazepinone scaffold are described. Variation of spacer and guanidine mimetic led to potent compounds exhibiting an IC50 towards alpha(V)beta(3) in the nanomolar range, high selectivity versus integrin alpha(IIb)beta(3) and efficacy in functional cellular assays. (C) 2002 Elsevier Science Ltd. All rights reserved.