ethyl 4-amino-N-(4,4-dimethyl-3-oxocyclobut-1-en-1-yl)-L-phenylalaninate | 1031337-89-9

• 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: ethyl 4-amino-N-(4,4-dimethyl-3-oxocyclobut-1-en-1-yl)-L-phenylalaninate
• 英文别名: ethyl (2S)-3-(4-aminophenyl)-2-[(4,4-dimethyl-3-oxocyclobuten-1-yl)amino]propanoate
• CAS: 1031337-89-9
• 化学式: C₁₇H₂₂N₂O₃
• 分子量: 302.373
• InChiKey: ZUFBGJQMYMZGQB-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-氯-3-硝基吡啶 、 ethyl 4-amino-N-(4,4-dimethyl-3-oxocyclobut-1-en-1-yl)-L-phenylalaninate 在 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 生成 ethyl N-(4,4-dimethyl-3-oxocyclobut-1-en-1-yl)-4-[(3-nitropyridin-2-yl)amino]-L-phenylalaninate
  参考文献：
  名称：

  Imidazopyridines as VLA-4 integrin antagonists

  摘要：

  We describe a novel series of imidazopyridine substituted phenylalanines which are potent VLA-4 antagonists. A wide variety of substituents are tolerated as replacements for the pendant 3-pyridyl ring. A clear structure-activity relationship was identified around the substitution of the 3-amino-cyclobut-2-enone portion of the molecule. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.075
• 作为产物：
  描述：

  ethyl N-(4,4-dimethyl-3-oxocyclobut-1-en-1-yl)-4-nitro-L-phenylalaninate 在 Pd/C 、 氢气 作用下， 以 乙醇 为溶剂， 以100%的产率得到ethyl 4-amino-N-(4,4-dimethyl-3-oxocyclobut-1-en-1-yl)-L-phenylalaninate
  参考文献：
  名称：

  Imidazopyridines as VLA-4 integrin antagonists

  摘要：

  We describe a novel series of imidazopyridine substituted phenylalanines which are potent VLA-4 antagonists. A wide variety of substituents are tolerated as replacements for the pendant 3-pyridyl ring. A clear structure-activity relationship was identified around the substitution of the 3-amino-cyclobut-2-enone portion of the molecule. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.075

文献信息

• [EN] BICYCLIC AND HETEROBICYCLIC DERIVATIVES, PROCESSES FOR PREPARING THEM AND THEIR PHARMACEUTICAL USES<br/>[FR] DÉRIVÉS BICYCLIQUES ET HÉTÉROBICYCLIQUES, LEURS PROCÉDÉS DE FABRICATION ET LEURS UTILISATIONS PHARMACEUTIQUES
  申请人：UCB PHARMA SA

  公开号：WO2008064830A1

  公开（公告）日：2008-06-05

  [EN] The present invention concerns bicyclic and heterobicyclic derivatives of formula I, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals.
  [FR] La présente invention concerne des dérivés bicycliques et hétérobicycliques de formule I, leurs procédés de fabrication, des compositions pharmaceutiques les contenant et leur utilisation comme produits pharmaceutiques.
• Imidazopyridines as VLA-4 integrin antagonists
  作者：David J. Phillips、Richard J. Davenport、Thierry A. Demaude、Fiona P. Galleway、Mark W. Jones、Laurent Knerr、Benjamin G. Perry、Andrew J. Ratcliffe

  DOI：10.1016/j.bmcl.2008.05.075

  日期：2008.7

  We describe a novel series of imidazopyridine substituted phenylalanines which are potent VLA-4 antagonists. A wide variety of substituents are tolerated as replacements for the pendant 3-pyridyl ring. A clear structure-activity relationship was identified around the substitution of the 3-amino-cyclobut-2-enone portion of the molecule. (c) 2008 Elsevier Ltd. All rights reserved.