2-[(S)-3-Amino-2-oxo-4-((S)-2-oxo-pyrrolidin-3-yl)-butyl]-5-nitro-2,3-dihydro-phthalazine-1,4-dione | 741267-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-[(S)-3-Amino-2-oxo-4-((S)-2-oxo-pyrrolidin-3-yl)-butyl]-5-nitro-2,3-dihydro-phthalazine-1,4-dione
• CAS: 741267-64-1
• 化学式: C₁₆H₁₇N₅O₆
• 分子量: 375.341
• InChiKey: NIUPSDTYQIAUMH-WPRPVWTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.98
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  170.19
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Ac-Leu-Ala-Ala-OH 、 2-[(S)-3-Amino-2-oxo-4-((S)-2-oxo-pyrrolidin-3-yl)-butyl]-5-nitro-2,3-dihydro-phthalazine-1,4-dione 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2S)-2-acetamido-4-methyl-N-[(1S)-1-methyl-2-[[(1S)-1-methyl-2-[[(1S)-3-(5-nitro-1,4-dioxo-3H-phthalazin-2-yl)-2-oxo-1-[[(3S)-2-oxopyrrolidin-3-yl]methyl]propyl]amino]-2-oxo-ethyl]amino]-2-oxo-ethyl]pentanamide
  参考文献：
  名称：

  Structural variations in keto-glutamines for improved inhibition against hepatitis A virus 3C proteinase

  摘要：

  A series of keto-glutamine tetrapeptide analogs containing a 2-oxo-pyrrolidine ring as a glutamine side chain mimic were synthesized with both R and S configuration at the beta-carbon. Compounds bearing a phthalhydrazide moiety show improved reversible inhibition of HAV 3C proteinase in the low micromolar range. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.021
• 作为产物：
  描述：

  tert-butyl N-[(2S)-4-(5-nitro-1,4-dioxo-3H-phthalazin-2-yl)-3-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]butan-2-yl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以100%的产率得到2-[(S)-3-Amino-2-oxo-4-((S)-2-oxo-pyrrolidin-3-yl)-butyl]-5-nitro-2,3-dihydro-phthalazine-1,4-dione
  参考文献：
  名称：

  Structural variations in keto-glutamines for improved inhibition against hepatitis A virus 3C proteinase

  摘要：

  A series of keto-glutamine tetrapeptide analogs containing a 2-oxo-pyrrolidine ring as a glutamine side chain mimic were synthesized with both R and S configuration at the beta-carbon. Compounds bearing a phthalhydrazide moiety show improved reversible inhibition of HAV 3C proteinase in the low micromolar range. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.021