2-hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid | 61800-57-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid
• 英文别名: (+/-)-5exo,6endo-dihydroxy-norbornane-2endo,3exo-dicarboxylic acid-2=>6-lactone；(+/-)-5exo,6endo-Dihydroxy-norbornan-2endo,3exo-dicarbonsaeure-2=>6-lacton；(1R,2R,3R,6S,7S,9S)-2-hydroxy-5-oxo-4-oxatricyclo[4.2.1.03,7]nonane-9-carboxylic acid
• CAS: 61800-57-5；73036-39-2；86259-08-7；110013-49-5；119238-44-7；135357-56-1；150852-82-7
• 化学式: C₉H₁₀O₅
• 分子量: 198.175
• InChiKey: RLIGTMKVDUTAGG-ZUHYCWGWSA-N

物化性质

• 沸点：
  525.2±45.0 °C(Predicted)
• 密度：
  1.672±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid 在 氢氧化钾 、 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 异丙醇 、 乙腈 为溶剂， 生成 8-(2-hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]non-9-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione
  参考文献：
  名称：

  Norbornyllactone-substituted xanthines as adenosine A1 receptor antagonists

  摘要：

  During the search for second-generation adenosine A(1) receptor antagonist alternatives to the clinical candidate 8-(3-oxatricyclo[3.2.1.0(2,4)]oct-6-yl)-1.3-dipropyl-3,7-dihydro-purine-2,6-dione (BG9719), we developed a series of novel xanthines substituted with norbornyl-lactones that possessed high binding affinities for adenosine A(1) receptors and in vivo activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.01.021
• 作为产物：
  描述：

  (1R,2R,4S,5S,6R,7R)-3-oxatricyclo[3.2.1.02,4]octane-6,7-dicarboxylic acid 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid
  参考文献：
  名称：

  Norbornyllactone-substituted xanthines as adenosine A1 receptor antagonists

  摘要：

  During the search for second-generation adenosine A(1) receptor antagonist alternatives to the clinical candidate 8-(3-oxatricyclo[3.2.1.0(2,4)]oct-6-yl)-1.3-dipropyl-3,7-dihydro-purine-2,6-dione (BG9719), we developed a series of novel xanthines substituted with norbornyl-lactones that possessed high binding affinities for adenosine A(1) receptors and in vivo activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.01.021

文献信息

• Gastel, F. J. C. van; Klunder, A. J. H.; Zwanenburg, B., Recueil des Travaux Chimiques des Pays-Bas, 1991, vol. 110, # 5, p. 175 - 184
  作者：Gastel, F. J. C. van、Klunder, A. J. H.、Zwanenburg, B.

  DOI：——

  日期：——
• Nasarow; Kutscherow; Bucharow, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1958, p. 192,196
  作者：Nasarow、Kutscherow、Bucharow

  DOI：——

  日期：——