2-(1-((benzylideneamino)methyl)cyclohexyl)acetic acid | 1262837-04-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(1-((benzylideneamino)methyl)cyclohexyl)acetic acid
• 英文别名: 2-[1-[(Benzylideneamino)methyl]cyclohexyl]acetic acid；2-[1-[(benzylideneamino)methyl]cyclohexyl]acetic acid
• CAS: 1262837-04-6
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: MPSKJWWPSWMQNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,1-环己基二乙酸单酰胺 在 sodium hypobromide 、 硫酸 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 2-(1-((benzylideneamino)methyl)cyclohexyl)acetic acid
  参考文献：
  名称：

  Synthesis and biological activities of Schiff bases of gabapentin with different aldehydes and ketones: a structure–activity relationship study

  摘要：

  A series of novel gabapentin derivatives 6a-k and 7a-f were synthesized, and their biological activities were determined. The chemical structures were confirmed by elemental analyses, UV-visible, FT-IR, and H-1 NMR spectral studies. The structure-activity relationships (SAR) for anticonvulsant and antioxidant activities were discussed. Compounds 7a-f were evaluated for their possible anticonvulsant activity by Maximal Electroshock Seizure (MES) test, and their neurotoxic effects were determined by rotorod test. Majority of the compounds were active in MES tests. Compounds 7b and 7e showed good protective effect from seizure when compared to standard drug, phenytoin (100 mg/kg). The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg). Most of the novel compounds showed DPPH radical scavenging activity, where compounds 6f, 6j, and 7a were the best radical scavengers (IC50 was about 60 mu g/ml).

  DOI：

  10.1007/s00044-010-9498-8

文献信息

• Synthesis and biological activities of Schiff bases of gabapentin with different aldehydes and ketones: a structure–activity relationship study
  作者：Lingappa Mallesha、Kikkeri N. Mohana、Bantal Veeresh

  DOI：10.1007/s00044-010-9498-8

  日期：2012.1

  A series of novel gabapentin derivatives 6a-k and 7a-f were synthesized, and their biological activities were determined. The chemical structures were confirmed by elemental analyses, UV-visible, FT-IR, and H-1 NMR spectral studies. The structure-activity relationships (SAR) for anticonvulsant and antioxidant activities were discussed. Compounds 7a-f were evaluated for their possible anticonvulsant activity by Maximal Electroshock Seizure (MES) test, and their neurotoxic effects were determined by rotorod test. Majority of the compounds were active in MES tests. Compounds 7b and 7e showed good protective effect from seizure when compared to standard drug, phenytoin (100 mg/kg). The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg). Most of the novel compounds showed DPPH radical scavenging activity, where compounds 6f, 6j, and 7a were the best radical scavengers (IC50 was about 60 mu g/ml).