5-溴-2-(4-氯苯氧基)烟酸 | 1239355-45-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-溴-2-(4-氯苯氧基)烟酸
• 英文名称: 5-bromo-2-(4-chlorophenoxy)nicotinic acid
• 英文别名: 5-bromo-2-(4-chlorophenoxy)pyridine-3-carboxylic acid
• CAS: 1239355-45-3
• 化学式: C₁₂H₇BrClNO₃
• mdl: MFCD15503719
• 分子量: 328.549
• InChiKey: HTGSMNWBGMAHRH-UHFFFAOYSA-N

物化性质

• 沸点：
  421.5±45.0 °C(Predicted)
• 密度：
  1.694±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-溴-2-(4-氯苯氧基)烟酸 、 (R)-2-amino-3-(benzyloxy)-1-(4-methylpiperazin-1-yl)propan-1-one hydrochloride 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 5-bromo-2-[(4-chlorophenyl)oxy]-N-[(1R)-2-(4-methylpiperazin-1-yl)-2-oxo-1-{[(phenylmethyl)oxy]methyl}ethyl]pyridine-3-carboxamide
  参考文献：
  名称：

  Discovery of a new class of glucosylceramide synthase inhibitors

  摘要：

  A novel series of potent inhibitors of glucosylceramide synthase are described. The optimization of biochemical and cellular potency as well as ADME properties led to compound 23c. Broad tissue distribution was obtained following oral administration to mice. Thus 23c could be another useful tool compound for studying the effects of GCS inhibition in vitro and in vivo. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.037
• 作为产物：
  描述：

  对氯苯酚 在 水 、 caesium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 反应 52.0h， 生成 5-溴-2-(4-氯苯氧基)烟酸
  参考文献：
  名称：

  Discovery of a new class of glucosylceramide synthase inhibitors

  摘要：

  A novel series of potent inhibitors of glucosylceramide synthase are described. The optimization of biochemical and cellular potency as well as ADME properties led to compound 23c. Broad tissue distribution was obtained following oral administration to mice. Thus 23c could be another useful tool compound for studying the effects of GCS inhibition in vitro and in vivo. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.037

文献信息

• [EN] GLUCOSYLCERAMIDE SYNTHASE INHIBITORS<br/>[FR] INHIBITEURS DE LA GLUCOSYLCÉRAMIDE SYNTHASE
  申请人：EXELIXIS INC

  公开号：WO2010091104A8

  公开（公告）日：2011-04-07