N-[[6,7-dimethoxy-1-[(3-propan-2-yloxyphenyl)methyl]isoquinolin-4-yl]methyl]hydroxylamine | 1344689-16-2

• 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: N-[[6,7-dimethoxy-1-[(3-propan-2-yloxyphenyl)methyl]isoquinolin-4-yl]methyl]hydroxylamine
• CAS: 1344689-16-2
• 化学式: C₂₂H₂₆N₂O₄
• 分子量: 382.459
• InChiKey: MAMSECZMGXFPKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[[6,7-dimethoxy-1-[(3-propan-2-yloxyphenyl)methyl]isoquinolin-4-yl]methyl]hydroxylamine 在 selenium(IV) oxide 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 1.5h， 生成 2-[1-(3-isopropoxy-benzoyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-[1,2,4]oxadiazolidine-3,5-dione
  参考文献：
  名称：

  [EN] ISOQUINOLINE DERIVATIVES AND THEIR USE AS GFAT INHIBITORS
  [FR] INHIBITEURS DE LA GFAT

  摘要：

  公开号：

  WO2004101528A3
• 作为产物：
  描述：

  Tert-butyl [[6,7-dimethoxy-1-[(3-propan-2-yloxyphenyl)methyl]isoquinolin-4-yl]methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino] carbonate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-[[6,7-dimethoxy-1-[(3-propan-2-yloxyphenyl)methyl]isoquinolin-4-yl]methyl]hydroxylamine
  参考文献：
  名称：

  Discovery of 1-arylcarbonyl-6,7-dimethoxyisoquinoline derivatives as glutamine fructose-6-phosphate amidotransferase (GFAT) inhibitors

  摘要：

  Through high throughput screening and subsequent hit identification and optimization, we synthesized a series of 1-arylcarbonyl-6,7-dimethoxyisoquinoline derivatives as the first reported potent and reversible GFAT inhibitors. SAR studies of this class of compounds indicated significant impact on GFAT inhibition potency by substitutions on the A-ring and C-ring. The ketone group was found to be necessary for high potency. Compound 28 (RO0509347) demonstrated potent GFAT inhibition (IC(50) = 1 mu M) with a desirable pharmacokinetic profile in rats, and showed significant efficacy in reducing the glucose excursion in an OGTT test in ob/ob mice. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.009