(2S)-2-(1,3-dioxoisoindol-2-yl)-N-(2-methylpyridin-4-yl)-3-phenylpropanamide | 152490-15-8

• 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: (2S)-2-(1,3-dioxoisoindol-2-yl)-N-(2-methylpyridin-4-yl)-3-phenylpropanamide
• CAS: 152490-15-8
• 化学式: C₂₃H₁₉N₃O₃
• 分子量: 385.422
• InChiKey: OMCGWGJMMQDSEV-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  79.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-2-(1,3-dioxoisoindol-2-yl)-N-(2-methylpyridin-4-yl)-3-phenylpropanamide 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 (2S)-2-amino-N-(2-methylpyridin-4-yl)-3-phenylpropanamide
  参考文献：
  名称：

  Synthesis and analgesic activities of urea derivatives of α-amino-N-pyridyl benzene propanamide

  摘要：

  New urea L-phenyl alanine derivatives of 4-aminopyridine have been synthesized and evaluated for analgesic activity with the PBQ writhing test in mice and the Randall-Selitto test in rats. Potent oral activity (ID50 < 10 mg/kg) and good tolerance were found in alkyl, arylalkyl and carboxyalkyl urea derivatives. The analgesic activity was found to be totally dependent on the pyridine moiety and was at least partly inhibited by pretreatment with (alpha) methyltyrosine, as was the case for 4-aminopyridine. These compounds are therefore pharmacologically interesting as new analgesic derivatives of 4-aminopyridine. They have a higher oral activity and a better activity/tolerance profile.

  DOI：

  10.1016/0223-5234(94)90070-1
• 作为产物：
  描述：

  2-甲基-4-氨基吡啶 、 phthaloyl-L-phenylalanyl chloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 (2S)-2-(1,3-dioxoisoindol-2-yl)-N-(2-methylpyridin-4-yl)-3-phenylpropanamide
  参考文献：
  名称：

  Synthesis and analgesic activities of urea derivatives of α-amino-N-pyridyl benzene propanamide

  摘要：

  New urea L-phenyl alanine derivatives of 4-aminopyridine have been synthesized and evaluated for analgesic activity with the PBQ writhing test in mice and the Randall-Selitto test in rats. Potent oral activity (ID50 < 10 mg/kg) and good tolerance were found in alkyl, arylalkyl and carboxyalkyl urea derivatives. The analgesic activity was found to be totally dependent on the pyridine moiety and was at least partly inhibited by pretreatment with (alpha) methyltyrosine, as was the case for 4-aminopyridine. These compounds are therefore pharmacologically interesting as new analgesic derivatives of 4-aminopyridine. They have a higher oral activity and a better activity/tolerance profile.

  DOI：

  10.1016/0223-5234(94)90070-1

文献信息

• Synthesis and analgesic activities of urea derivatives of α-amino-N-pyridyl benzene propanamide
  作者：E Sartori、F Camy、JM Teulon、F Camborde、J Meignen、F Hertz、A Cloarec

  DOI：10.1016/0223-5234(94)90070-1

  日期：1994.1

  New urea L-phenyl alanine derivatives of 4-aminopyridine have been synthesized and evaluated for analgesic activity with the PBQ writhing test in mice and the Randall-Selitto test in rats. Potent oral activity (ID50 < 10 mg/kg) and good tolerance were found in alkyl, arylalkyl and carboxyalkyl urea derivatives. The analgesic activity was found to be totally dependent on the pyridine moiety and was at least partly inhibited by pretreatment with (alpha) methyltyrosine, as was the case for 4-aminopyridine. These compounds are therefore pharmacologically interesting as new analgesic derivatives of 4-aminopyridine. They have a higher oral activity and a better activity/tolerance profile.