benzyl (trans)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate | 140211-06-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl (trans)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate
• 英文别名: Benzyl(trans)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate；benzyl (4aS,7aR)-7-oxo-3,4,4a,5,6,7a-hexahydro-1H-cyclopenta[c]pyridine-2-carboxylate
• CAS: 140211-06-9；140211-07-0
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: MOKKTXDDVHSSBZ-KBPBESRZSA-N

物化性质

• 沸点：
  429.0±38.0 °C(Predicted)
• 密度：
  1.206±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl (trans)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate 在 三乙胺 作用下， 生成 benzyl (cis)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate
  参考文献：
  名称：

  Azabicyclic compounds are central nervous system active agents

  摘要：

  公式(I)1的化合物是新颖的中枢神经系统活性剂，用于治疗疼痛以及治疗与胆碱能系统相关的其他疾病。

  公开号：

  US20040044029A1
• 作为产物：
  描述：

  1-cbz-4-乙烯基-4-羟基哌啶 在 硫酸 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 benzyl (trans)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate
  参考文献：
  名称：

  Synthesis and antibacterial activity of new 7-(aminoazabicycloalkanyl)quinolonecarboxylic acids

  摘要：

  A series of novel 7-[amino-substituted azabicycloalkanyl]-6-fluoro-1-substituted quinolinecarboxylic acids (18-53) have been prepared and their antibacterial activities evaluated. These compounds are characterized structurally by a new amino-substituted azabicyclo[3.3.0]octane,-[4.3.0]nonane and -[5.3.0]decane ring systems at the 7-position of quinolonecarboxylic acids. To compare the biological activities of enantiomers, (+)-7[(1S, 5R)- and (-)-7[(1R, 5S)-1-aminomethyl-3-azabicyclo[3.3.0]-octan-3-yl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolonecarboxylic acid hydrochloride (43, 44) were synthesized and evaluated for antibacterial activity. Compound 43 was more potent than 44 against both Gram-positive and Gram-negative organisms. The structure-activity relationships of these quinolonecarboxylic acids are also discussed.

  DOI：

  10.1016/0223-5234(91)90131-6

文献信息

• Azabicyclic compounds are central nervous system active agents
  申请人：——

  公开号：US20040044029A1

  公开（公告）日：2004-03-04

  Compounds of formula (I) 1 are novel CNS active agents that are useful for treating pain and for treating other disorders associated with the cholinergic system.

  公式(I)1的化合物是新颖的中枢神经系统活性剂，用于治疗疼痛以及治疗与胆碱能系统相关的其他疾病。
• Synthesis and antibacterial activity of new 7-(aminoazabicycloalkanyl)quinolonecarboxylic acids
  作者：M Ogata、H Matsumoto、S Shimizu、S Kida、H Nakai、K Motokawa、H Miwa、S Matsuura、T Yoshida

  DOI：10.1016/0223-5234(91)90131-6

  日期：1991.12

  A series of novel 7-[amino-substituted azabicycloalkanyl]-6-fluoro-1-substituted quinolinecarboxylic acids (18-53) have been prepared and their antibacterial activities evaluated. These compounds are characterized structurally by a new amino-substituted azabicyclo[3.3.0]octane,-[4.3.0]nonane and -[5.3.0]decane ring systems at the 7-position of quinolonecarboxylic acids. To compare the biological activities of enantiomers, (+)-7[(1S, 5R)- and (-)-7[(1R, 5S)-1-aminomethyl-3-azabicyclo[3.3.0]-octan-3-yl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolonecarboxylic acid hydrochloride (43, 44) were synthesized and evaluated for antibacterial activity. Compound 43 was more potent than 44 against both Gram-positive and Gram-negative organisms. The structure-activity relationships of these quinolonecarboxylic acids are also discussed.