N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-[(4-methyl-1-piperazinyl)methyl]benzamide | 887919-45-1

• 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: N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-[(4-methyl-1-piperazinyl)methyl]benzamide
• 英文别名: N-[[4-fluoro-3-[3-[[(3S)-3-methylpiperazin-1-yl]methyl]phenyl]phenyl]methyl]-3-[(4-methylpiperazin-1-yl)methyl]benzamide
• CAS: 887919-45-1
• 化学式: C₃₂H₄₀FN₅O
• 分子量: 529.701
• InChiKey: BNWLQLSZHBDWOI-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  50.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-[(4-methyl-1-piperazinyl)methyl]benzamide 在 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 N-[[3-[3-(piperazin-1-ylmethyl)phenyl]phenyl]methyl]-4-(trifluoromethyl)benzamide
  参考文献：
  名称：

  M3 muscarinic acetylcholine receptor antagonists: SAR and optimization of bi-aryl amines

  摘要：

  Exploration of multiple regions of a bi-aryl amine template led to the identification of highly potent M-3 muscarinic acetylcholine receptor antagonists such as 14 (pA(2) = 11.0) possessing good sub-type selectivity for M-3 over M-2. The structure-activity relationships (SAR) and optimization of the bi-aryl amine series are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.098
• 作为产物：
  描述：

  胡椒酸 、 (6-甲酰基吡啶-2-基)硼酸 在 N,N'-二异丙基碳二亚胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-[(4-methyl-1-piperazinyl)methyl]benzamide
  参考文献：
  名称：

  M3 muscarinic acetylcholine receptor antagonists: SAR and optimization of bi-aryl amines

  摘要：

  Exploration of multiple regions of a bi-aryl amine template led to the identification of highly potent M-3 muscarinic acetylcholine receptor antagonists such as 14 (pA(2) = 11.0) possessing good sub-type selectivity for M-3 over M-2. The structure-activity relationships (SAR) and optimization of the bi-aryl amine series are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.098

文献信息

• Novel M3 Muscarinic Acetylcholine Receptor Antagonists
  申请人：Budzik Brian W.

  公开号：US20090149447A1

  公开（公告）日：2009-06-11

  Muscarinic Acetylcholine receptor antagonists and methods of using them are provided.

  提供了肌动蛋白乙酰胆碱受体拮抗剂及其使用方法。
• NOVEL M3 MUSCARINIC ACETYLCHOLINE RECEPTOR ANTAGONISTS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1957075A2

  公开（公告）日：2008-08-20
• US7932247B2
  申请人：——

  公开号：US7932247B2

  公开（公告）日：2011-04-26
• [EN] NOVEL M3 MUSCARINIC ACETYLCHOLINE RECEPTOR ANTAGONISTS<br/>[FR] NOUVEAUX ANTAGONISTES DES RECEPTEURS MUSCARINIQUES DE TYPE M3 DE L'ACETYLCHOLINE
  申请人：GLAXO GROUP LTD

  公开号：WO2006055553A2

  公开（公告）日：2006-05-26

  [EN] Muscarinic Acetylcholine receptor antagonists and methods of using them are provided.
  [FR] Cette invention concerne des antagonistes des récepteurs muscariniques de l'acétylcholine et méthodes permettant de les utiliser.
• M3 muscarinic acetylcholine receptor antagonists: SAR and optimization of bi-aryl amines
  作者：Brian Budzik、Yonghui Wang、Dongchuan Shi、Feng Wang、Haibo Xie、Zehong Wan、Chongye Zhu、James J. Foley、Parvathi Nuthulaganti、Lorena A. Kallal、Henry M. Sarau、Dwight M. Morrow、Michael L. Moore、Ralph A. Rivero、Michael Palovich、Michael Salmon、Kristen E. Belmonte、Dramane I. Laine、Jian Jin

  DOI：10.1016/j.bmcl.2009.01.098

  日期：2009.3

  Exploration of multiple regions of a bi-aryl amine template led to the identification of highly potent M-3 muscarinic acetylcholine receptor antagonists such as 14 (pA(2) = 11.0) possessing good sub-type selectivity for M-3 over M-2. The structure-activity relationships (SAR) and optimization of the bi-aryl amine series are described. (C) 2009 Elsevier Ltd. All rights reserved.