(S)-1-Allyl-4-{1-[2-(5-methoxy-pyridin-3-yl)-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide | 600739-79-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-1-Allyl-4-{1-[2-(5-methoxy-pyridin-3-yl)-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide
• CAS: 600739-79-5
• 化学式: C₂₂H₃₀F₃N₅O₄
• 分子量: 485.507
• InChiKey: GERZAQKOUBRXRE-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  103.87
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-1-Allyl-4-{1-[2-(5-methoxy-pyridin-3-yl)-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide 在 硫酸 作用下， 生成 (S)-4-{1-[5-(2-Methoxy-pyridin-4-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide
  参考文献：
  名称：

  The design, synthesis and evaluation of novel HIV-1 protease inhibitors with high potency against PI-resistant viral strains

  摘要：

  Replacement of the pyridylmethyl moiety in indinavir with a pyridyl oxazole yielded HIV-1 protease inhibitors (PI) with greatly improved potency against PI-resistant HIV-1 strains. A meta-methoxy group on the pyridyl ring and a gem-dimethyl methyl linkage afforded compound 10 with notable in vitro antiviral activity against HIV-1 viral strains with reduced susceptibility to the clinically available PIs. Compound 10 also demonstrated favorable in vivo pharmacokinetics in animal models. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00474-8
• 作为产物：
  描述：

  3-Methoxy-5-(t-butyloxycarbonylaminomethylcarbonyl)-pyridine 在 盐酸 、 N-羟基-7-氮杂苯并三氮唑 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-1-Allyl-4-{1-[2-(5-methoxy-pyridin-3-yl)-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide
  参考文献：
  名称：

  The design, synthesis and evaluation of novel HIV-1 protease inhibitors with high potency against PI-resistant viral strains

  摘要：

  Replacement of the pyridylmethyl moiety in indinavir with a pyridyl oxazole yielded HIV-1 protease inhibitors (PI) with greatly improved potency against PI-resistant HIV-1 strains. A meta-methoxy group on the pyridyl ring and a gem-dimethyl methyl linkage afforded compound 10 with notable in vitro antiviral activity against HIV-1 viral strains with reduced susceptibility to the clinically available PIs. Compound 10 also demonstrated favorable in vivo pharmacokinetics in animal models. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00474-8