5-Hydroxyisochinolin-2-oxid | 90347-99-2

• 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: 5-Hydroxyisochinolin-2-oxid
• 英文别名: 2-oxy-isoquinolin-5-ol；5-Hydroxy-isochinolin-N-oxid；2-Oxidoisoquinolin-2-ium-5-ol
• CAS: 90347-99-2
• 化学式: C₉H₇NO₂
• 分子量: 161.16
• InChiKey: AECAXCZBOIAJFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  481.6±18.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Hydroxyisochinolin-2-oxid 在 乙酸酐 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以60%的产率得到1,5-二羟基异喹啉
  参考文献：
  名称：

  Synthesis of small molecule inhibitors of the orphan nuclear receptor steroidogenic factor-1 (NR5A1) based on isoquinolinone scaffolds

  摘要：

  Three synthetic routes were developed for structure-activity relationship (SAR) studies of HTS-derived isoquinolinone inhibitor probes for the orphan nuclear receptor steroidogenic factor-1 (NR5A1). Among the new analogs reported herein, 31 and 32 have improved potency, lower cellular toxicity, and improved selectivity compared to the initial HTS-derived leads 1 and 2. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.027
• 作为产物：
  描述：

  5-羟基异喹啉 在 过氧乙酸 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到5-Hydroxyisochinolin-2-oxid
  参考文献：
  名称：

  Synthesis of small molecule inhibitors of the orphan nuclear receptor steroidogenic factor-1 (NR5A1) based on isoquinolinone scaffolds

  摘要：

  Three synthetic routes were developed for structure-activity relationship (SAR) studies of HTS-derived isoquinolinone inhibitor probes for the orphan nuclear receptor steroidogenic factor-1 (NR5A1). Among the new analogs reported herein, 31 and 32 have improved potency, lower cellular toxicity, and improved selectivity compared to the initial HTS-derived leads 1 and 2. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.027

文献信息

• Walczynski, Krzysztof; Glinka, Ryszard, Acta Poloniae Pharmaceutica, 1994, vol. 51, # 6, p. 479 - 482
  作者：Walczynski, Krzysztof、Glinka, Ryszard

  DOI：——

  日期：——
• Moehrle; Niessen, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1999, vol. 54, # 4, p. 532 - 540
  作者：Moehrle、Niessen

  DOI：——

  日期：——
• Synthesis of small molecule inhibitors of the orphan nuclear receptor steroidogenic factor-1 (NR5A1) based on isoquinolinone scaffolds
  作者：Joshua Roth、Franck Madoux、Peter Hodder、William R. Roush

  DOI：10.1016/j.bmcl.2008.03.027

  日期：2008.4

  Three synthetic routes were developed for structure-activity relationship (SAR) studies of HTS-derived isoquinolinone inhibitor probes for the orphan nuclear receptor steroidogenic factor-1 (NR5A1). Among the new analogs reported herein, 31 and 32 have improved potency, lower cellular toxicity, and improved selectivity compared to the initial HTS-derived leads 1 and 2. (c) 2008 Elsevier Ltd. All rights reserved.