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N-(4-methoxyphenyl)-2-(6-methyl-1H-indol-3-yl)-2-oxoacetamide | 1257652-15-5

中文名称
——
中文别名
——
英文名称
N-(4-methoxyphenyl)-2-(6-methyl-1H-indol-3-yl)-2-oxoacetamide
英文别名
——
N-(4-methoxyphenyl)-2-(6-methyl-1H-indol-3-yl)-2-oxoacetamide化学式
CAS
1257652-15-5
化学式
C18H16N2O3
mdl
——
分子量
308.337
InChiKey
SAYHXYZGMROOJV-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    3.1
  • 重原子数:
    23
  • 可旋转键数:
    4
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.11
  • 拓扑面积:
    71.2
  • 氢给体数:
    2
  • 氢受体数:
    3

反应信息

  • 作为产物:
    描述:
    6-甲基吲哚草酰氯甲氧苯胺N,N-二异丙基乙胺 作用下, 以 四氢呋喃 为溶剂, 反应 42.0h, 以8%的产率得到N-(4-methoxyphenyl)-2-(6-methyl-1H-indol-3-yl)-2-oxoacetamide
    参考文献:
    名称:
    Discovery of 6-substituted indole-3-glyoxylamides as lead antiprion agents with enhanced cell line activity, improved microsomal stability and low toxicity
    摘要:
    A series of highly potent indole-3-glyoxylamide based antiprion agents was previously characterized, focusing on optimization of structure-activity relationship (SAR) at positions 1-3 of the indole system. New libraries interrogating the SAR at indole C-4 to C-7 now demonstrate that introducing electron-withdrawing substituents at C-6 may improve biological activity by up to an order of magnitude, and additionally confer higher metabolic stability. For the present screening libraries, both the degree of potency and trends in SAR were consistent across two cell line models of prion disease, and the large majority of compounds showed no evidence of toxic effects in zebrafish. The foregoing observations thus make the indole-3-glyoxylamides an attractive lead series for continuing development as potential therapeutic agents against prion disease. (C) 2011 Elsevier Masson SAS. All rights reserved.
    DOI:
    10.1016/j.ejmech.2011.06.013
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文献信息

  • [EN] INDOLE DERIVATIVES FOR THE STIMULATION OF STEM CELL PROLIFERATION<br/>[FR] DÉRIVÉS INDOLE DESTINÉS À STIMULER LA PROLIFÉRATION DE CELLULES SOUCHES
    申请人:UNIV SHEFFIELD
    公开号:WO2010139982A1
    公开(公告)日:2010-12-09
    The present invention relates to indole derivatives of formula (I) and Formula (II) which possess potent antiprion activity and stem cell proliferative properties. The invention also relates to the use of such compounds to treat prion-related diseases and in stem cell therapies.
  • Discovery of 6-substituted indole-3-glyoxylamides as lead antiprion agents with enhanced cell line activity, improved microsomal stability and low toxicity
    作者:Mark J. Thompson、Jennifer C. Louth、Steven Ferrara、Matthew P. Jackson、Fiona J. Sorrell、Edward J. Cochrane、Joel Gever、Sarah Baxendale、B. Michael Silber、Henry H. Roehl、Beining Chen
    DOI:10.1016/j.ejmech.2011.06.013
    日期:2011.9
    A series of highly potent indole-3-glyoxylamide based antiprion agents was previously characterized, focusing on optimization of structure-activity relationship (SAR) at positions 1-3 of the indole system. New libraries interrogating the SAR at indole C-4 to C-7 now demonstrate that introducing electron-withdrawing substituents at C-6 may improve biological activity by up to an order of magnitude, and additionally confer higher metabolic stability. For the present screening libraries, both the degree of potency and trends in SAR were consistent across two cell line models of prion disease, and the large majority of compounds showed no evidence of toxic effects in zebrafish. The foregoing observations thus make the indole-3-glyoxylamides an attractive lead series for continuing development as potential therapeutic agents against prion disease. (C) 2011 Elsevier Masson SAS. All rights reserved.
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同类化合物

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