4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid | 846046-02-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid
• 英文别名: 6-Hydroxy-4-methylpyridine-2-carboxylic acid；4-methyl-6-oxo-1H-pyridine-2-carboxylic acid
• CAS: 846046-02-4
• 化学式: C₇H₇NO₃
• mdl: MFCD03085996
• 分子量: 153.137
• InChiKey: NRQBFLPXQKUYNO-UHFFFAOYSA-N

物化性质

• 沸点：
  411.2±45.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,2S)-1-(4-fluorophenyl)-1-(6-fluoro-pyridin-3-yl)-1,2-propanediamine 、 4-methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid 在 吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 氯仿 为溶剂， 以145 mg的产率得到N-[(1S,2S)-1-amino-1-(4-fluorophenyl)-1-(6-fluoropyridin-3-yl)propan-2-yl]-4-methyl-6-oxo-1,6-dihydropyridine-2-carboxamide
  参考文献：
  名称：

  Discovery of pyridone-containing imidazolines as potent and selective inhibitors of neuropeptide Y Y5 receptor

  摘要：

  A series of 2-pyridone-containing imidazoline derivatives was synthesized and evaluated as neuropeptide Y Y5 receptor antagonists. Optimization of the 2-pyridone structure on the 2-position of the imidazoline ring led to identification of 1-(difluoromethyl)-5-[(4S,5S)-4-(4-fluorophenyl)-4-(6-fluoropyridin- 3-yl)-5-methyl-4,5-dihydro-1H-imidazol-2-yl] pyridin-2(1H)-one (7m). Compound 7m displayed statistically significant inhibition of food intake in an agonist-induced food intake model in SD rats and no adverse cardiovascular effects in anesthetized dogs. In addition, markedly higher brain penetrability and a lower plasma Occ90 value were observed in P-gp-deficient mdr1a (-/-) mice compared to mdr1a (+/+) mice after oral administration of 7m. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.069