tert-butyl N-[(2R,3S)-4-(3,5-difluorophenyl)-2-hydroxy-3-[[3-(1-hydroxyethyl)-5-(N-methylsulfonylanilino)benzoyl]amino]butyl]-N-[(3-methoxyphenyl)methyl]carbamate | 1197193-72-8

• 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: tert-butyl N-[(2R,3S)-4-(3,5-difluorophenyl)-2-hydroxy-3-[[3-(1-hydroxyethyl)-5-(N-methylsulfonylanilino)benzoyl]amino]butyl]-N-[(3-methoxyphenyl)methyl]carbamate
• CAS: 1197193-72-8
• 化学式: C₃₉H₄₅F₂N₃O₈S
• 分子量: 753.864
• InChiKey: KBNJKHVWYWFRRK-VIDRWSBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  53
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  154
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2R,3S)-4-(3,5-difluorophenyl)-2-hydroxy-3-[[3-(1-hydroxyethyl)-5-(N-methylsulfonylanilino)benzoyl]amino]butyl]-N-[(3-methoxyphenyl)methyl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-((2S,3R)-4-(3-methoxybenzylamino)-1-(3,5-difluorophenyl)-3-hydroxybutan-2-yl)-3-(1-hydroxyethyl)-5-(N-phenylmethan-10-ylsulfonamido)benzamide
  参考文献：
  名称：

  Synthesis and SAR of hydroxyethylamine based phenylcarboxyamides as inhibitors of BACE

  摘要：

  A series of N-((2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-(3-methoxybenzylamino)-butan-2-yl)benzamides has been synthesized as BACE inhibitors. A variety of P2 and P3 substituents has been explored, and these efforts have culminated in the identification of several 1,3,5-trisubstituted phenylcarboxyamides with potent BACE inhibitory activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.144
• 作为产物：
  描述：

  tert-butyl 3-methoxybenzyl((2R,3S)-3-amino-4-(3,5-difluorophenyl)-2-hydroxybutyl)-carbamate 、 在 三乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl N-[(2R,3S)-4-(3,5-difluorophenyl)-2-hydroxy-3-[[3-(1-hydroxyethyl)-5-(N-methylsulfonylanilino)benzoyl]amino]butyl]-N-[(3-methoxyphenyl)methyl]carbamate
  参考文献：
  名称：

  Synthesis and SAR of hydroxyethylamine based phenylcarboxyamides as inhibitors of BACE

  摘要：

  A series of N-((2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-(3-methoxybenzylamino)-butan-2-yl)benzamides has been synthesized as BACE inhibitors. A variety of P2 and P3 substituents has been explored, and these efforts have culminated in the identification of several 1,3,5-trisubstituted phenylcarboxyamides with potent BACE inhibitory activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.144

文献信息

• Novel phenylcarboxyamides as beta-secretase inhibitors
  申请人：Wu Yong-Jin

  公开号：US20070032470A1

  公开（公告）日：2007-02-08

  There is provided a series of novel phenylcarboxyamides of Formula (I) or a stereoisomer; or a pharmaceutically acceptable salt thereof, wherein R 1 , R 2 , R 3 , X and Y as defined herein, their pharmaceutical compositions and methods of use. These novel compounds inhibit the processing of amyloid precursor protein (APP) by β-secretase and, more specifically, inhibit the production of Aβ-peptide. The present disclosure is directed to compounds useful in the treatment of neurological disorders related to β-amyloid production, such as Alzheimer's disease and other conditions affected by anti-amyloid activity.

  提供了一系列新颖的苯基羧酰胺化合物，其化学式为（I）或其立体异构体；或其药用可接受的盐，其中R1、R2、R3、X和Y的定义如本文所述，它们的药物组成和使用方法。这些新颖化合物抑制β-分泌酶对淀粉样前体蛋白（APP）的加工，更具体地说，抑制Aβ肽的产生。本公开涉及对β-淀粉样蛋白产生相关的神经系统疾病的治疗中有用的化合物，如阿尔茨海默病和其他受抗淀粉样活性影响的疾病。
• US7476764B2
  申请人：——

  公开号：US7476764B2

  公开（公告）日：2009-01-13
• Synthesis and SAR of hydroxyethylamine based phenylcarboxyamides as inhibitors of BACE
  作者：Yong-Jin Wu、Yunhui Zhang、Andrew C. Good、Catherine R. Burton、Jeremy H. Toyn、Charles F. Albright、John E. Macor、Lorin A. Thompson

  DOI：10.1016/j.bmcl.2009.03.144

  日期：2009.5

  A series of N-((2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-(3-methoxybenzylamino)-butan-2-yl)benzamides has been synthesized as BACE inhibitors. A variety of P2 and P3 substituents has been explored, and these efforts have culminated in the identification of several 1,3,5-trisubstituted phenylcarboxyamides with potent BACE inhibitory activity. (C) 2009 Elsevier Ltd. All rights reserved.