N-(3-amino-5-trifluoromethyl-phenyl)-N'-{(1S,2S)-1-[(2,4-dimethylbenzylamino)-methyl]-2-hydroxy-pentyl}-malonamide | 795307-58-3

• 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-(3-amino-5-trifluoromethyl-phenyl)-N'-{(1S,2S)-1-[(2,4-dimethylbenzylamino)-methyl]-2-hydroxy-pentyl}-malonamide
• 英文别名: N-(3-Amino-5-trifluoromethyl-phenyl)-N'-{(1S,2S)-1-[(2,4-dimethyl-benzylamino)-methyl]-2-hydroxy-pentyl}-malonamide；N-[3-amino-5-(trifluoromethyl)phenyl]-N'-[(2S,3S)-1-[(2,4-dimethylphenyl)methylamino]-3-hydroxyhexan-2-yl]propanediamide
• CAS: 795307-58-3
• 化学式: C₂₅H₃₃F₃N₄O₃
• 分子量: 494.557
• InChiKey: WUKMKDNVSITAED-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  117
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  [3-(2-{(1S,2S)-1-[(2,4-Dimethyl-benzylamino)-methyl]-2-hydroxy-pentylcarbamoyl}-acetylamino)-5-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-(3-amino-5-trifluoromethyl-phenyl)-N'-{(1S,2S)-1-[(2,4-dimethylbenzylamino)-methyl]-2-hydroxy-pentyl}-malonamide
  参考文献：
  名称：

  Discovery of an orally-bioavailable CC Chemokine Receptor 2 antagonist derived from an acyclic diaminoalcohol backbone

  摘要：

  We describe an isostere-driven approach to improve upon a previously-described series of capped dipeptide antagonists of CC Chemokine Receptor 2 (CCR2). Modification of the substitution around the isostere was combined with additional changes in a distal aromatic substituent to provide single-digit nanomolar antagonists of CCR2. These studies led to the identification of 18, a compound that was suitable for studies in murine models of CCR2 activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.007

文献信息

• Malonamides and malonamide derivatives as modulators of chemokine receptor activity
  申请人：——

  公开号：US20040235835A1

  公开（公告）日：2004-11-25

  The present application describes modulators of MCP-1 of formula (I): 1 or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma, multiple sclerosis, artherosclerosis, and rheumatoid arthritis.

  本申请描述了MCP-1的调节剂，其化学式为(I):1，或其药学上可接受的盐形式，用于预防哮喘、多发性硬化症、动脉粥样硬化和类风湿性关节炎。
• MALONAMIDES AND MALONAMIDE DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：Carter Percy

  公开号：US20070213379A1

  公开（公告）日：2007-09-13

  The present application describes modulators of MCP-1 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma, multiple sclerosis, artherosclerosis, and rheumatoid arthritis.

  本申请描述了MCP-1的调节剂，其化学式为(I)：或其药学上可接受的盐形式，用于预防哮喘、多发性硬化症、动脉粥样硬化和类风湿性关节炎。
• US7230133B2
  申请人：——

  公开号：US7230133B2

  公开（公告）日：2007-06-12
• US7468440B2
  申请人：——

  公开号：US7468440B2

  公开（公告）日：2008-12-23