N¹-((2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-yl)-N³,N³-dipropylisophthalamide | 660431-13-0

• 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: N¹-((2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-yl)-N³,N³-dipropylisophthalamide
• 英文别名: 1-N-[(2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-yl]-3-N,3-N-dipropylbenzene-1,3-dicarboxamide
• CAS: 660431-13-0
• 化学式: C₂₄H₃₃N₃O₃
• 分子量: 411.544
• InChiKey: MEWIGNHHWDMBMI-FCHUYYIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  95.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N¹-((2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-yl)-N³,N³-dipropylisophthalamide 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 19.0h， 生成 N1-[(1S,2R)-1-benzyl-3-(cyclohexylamino)-2-hydroxypropyl]-N3,N3-dipropylisophthalamide
  参考文献：
  名称：

  Novel in vivo active anti-malarials based on a hydroxy-ethyl-amine scaffold

  摘要：

  A novel series of anti-malarials, based on a hydroxy-ethyl-amine scaffold, initially identified as peptidomimetic protease inhibitors is described. Combination of the hydroxy-ethyl-amine anti-malarial phramacophore with the known Mannich base pharmacophore of amodiaquine (57) resulted in promising in vivo active novel derivatives. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.118
• 作为产物：
  描述：

  N1-((2S,3R)-3-hydroxy-4-nitro-1-phenylbutan-2-yl)-N3,N3-dipropylisophthalamide 在 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以64%的产率得到N¹-((2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-yl)-N³,N³-dipropylisophthalamide
  参考文献：
  名称：

  Novel in vivo active anti-malarials based on a hydroxy-ethyl-amine scaffold

  摘要：

  A novel series of anti-malarials, based on a hydroxy-ethyl-amine scaffold, initially identified as peptidomimetic protease inhibitors is described. Combination of the hydroxy-ethyl-amine anti-malarial phramacophore with the known Mannich base pharmacophore of amodiaquine (57) resulted in promising in vivo active novel derivatives. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.118