(4-Acetamido-1-adamantyl) nitrate | 353241-69-7

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: (4-Acetamido-1-adamantyl) nitrate
• CAS: 353241-69-7
• 化学式: C₁₂H₁₈N₂O₄
• 分子量: 254.286
• InChiKey: GPGJUJYZNXANHX-UHFFFAOYSA-N

物化性质

• 沸点：
  431.9±25.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-Acetamido-1-adamantyl) nitrate 在 盐酸 、 水 作用下， 以60%的产率得到4-氨基-1-金刚烷醇
  参考文献：
  名称：

  The development and SAR of pyrrolidine carboxamide 11β-HSD1 inhibitors

  摘要：

  The design and development of a series of highly selective pyrrolidine carboxamide 11 beta-HSD1 inhibitors are described. These compounds including PF-877423 demonstrated potent in vitro activity against both human and mouse 11 beta-HSD1 enzymes. In an in vivo assay, PF-877423 inhibited the conversion of cortisone to cortisol. Structure guided optimization effort yielded potent and stable 11 beta-HSD1 selective inhibitor 42. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.032
• 作为产物：
  描述：

  N-(2-adamantyl)acetamide 在 硝酸 作用下， 以63%的产率得到(4-Acetamido-1-adamantyl) nitrate
  参考文献：
  名称：

  The development and SAR of pyrrolidine carboxamide 11β-HSD1 inhibitors

  摘要：

  The design and development of a series of highly selective pyrrolidine carboxamide 11 beta-HSD1 inhibitors are described. These compounds including PF-877423 demonstrated potent in vitro activity against both human and mouse 11 beta-HSD1 enzymes. In an in vivo assay, PF-877423 inhibited the conversion of cortisone to cortisol. Structure guided optimization effort yielded potent and stable 11 beta-HSD1 selective inhibitor 42. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.032

文献信息

• The development and SAR of pyrrolidine carboxamide 11β-HSD1 inhibitors
  作者：Hengmiao Cheng、Jacqui Hoffman、Phuong Le、Sajiv K. Nair、Stephan Cripps、Jean Matthews、Christopher Smith、Michele Yang、Stan Kupchinsky、Klaus Dress、Martin Edwards、Bridget Cole、Evan Walters、Christine Loh、Jacques Ermolieff、Andrea Fanjul、Ganesh B. Bhat、Jocelyn Herrera、Tom Pauly、Natilie Hosea、Genevieve Paderes、Paul Rejto

  DOI：10.1016/j.bmcl.2010.03.032

  日期：2010.5

  The design and development of a series of highly selective pyrrolidine carboxamide 11 beta-HSD1 inhibitors are described. These compounds including PF-877423 demonstrated potent in vitro activity against both human and mouse 11 beta-HSD1 enzymes. In an in vivo assay, PF-877423 inhibited the conversion of cortisone to cortisol. Structure guided optimization effort yielded potent and stable 11 beta-HSD1 selective inhibitor 42. (C) 2010 Elsevier Ltd. All rights reserved.