tert-butyl (S)-(1-((2-((4-methoxyphenyl)amino)ethyl)amino)-4-methyl-1-oxopentan-2-yl-1-13C)carbamate | 441052-66-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (S)-(1-((2-((4-methoxyphenyl)amino)ethyl)amino)-4-methyl-1-oxopentan-2-yl-1-13C)carbamate
• CAS: 441052-66-0
• 化学式: C₂₀H₃₃N₃O₄
• 分子量: 380.489
• InChiKey: SATLEMQXNZLYOV-FIJHUKRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  88.69
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-(1-((2-((4-methoxyphenyl)amino)ethyl)amino)-4-methyl-1-oxopentan-2-yl-1-13C)carbamate 在 盐酸 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 1-(2-chlorophenyl)-N-[(2S)-1-[2-(4-methoxyanilino)ethylamino]-4-methyl-1-oxo(113C)pentan-2-yl]-1,2,4-triazole-3-carboxamide
  参考文献：
  名称：

  Arylaminoethyl Amides as Novel Non-Covalent Cathepsin K Inhibitors

  摘要：

  A series of N-alpha-benzyloxycarbonyl- and N-alpha-acyl-L-leucine(2-phenylaminoethyl)amide derivatives were prepared and evaluated for their inhibitory activity against rabbit and human cysteine proteases cathepsins K, L, and S. These data indicate that N-alpha-acyl-alpha-amino acid-(arylaminoethyl)amides represent a new class of selective non-covalent inhibitors of cathepsin K. Compounds 4b, 4e, and 4g exhibit high potency toward rabbit and human cathepsin K (IC50 < 0.006 muM) and are characterized by an excellent selectivity profile vs human cathepsins L and S.

  DOI：

  10.1021/jm010801s
• 作为产物：
  描述：

  对茴香胺盐酸盐 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 tert-butyl (S)-(1-((2-((4-methoxyphenyl)amino)ethyl)amino)-4-methyl-1-oxopentan-2-yl-1-13C)carbamate
  参考文献：
  名称：

  Arylaminoethyl Amides as Novel Non-Covalent Cathepsin K Inhibitors

  摘要：

  A series of N-alpha-benzyloxycarbonyl- and N-alpha-acyl-L-leucine(2-phenylaminoethyl)amide derivatives were prepared and evaluated for their inhibitory activity against rabbit and human cysteine proteases cathepsins K, L, and S. These data indicate that N-alpha-acyl-alpha-amino acid-(arylaminoethyl)amides represent a new class of selective non-covalent inhibitors of cathepsin K. Compounds 4b, 4e, and 4g exhibit high potency toward rabbit and human cathepsin K (IC50 < 0.006 muM) and are characterized by an excellent selectivity profile vs human cathepsins L and S.

  DOI：

  10.1021/jm010801s