7-methyl-4-oxo-1-prop-2-ynyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid | 13317-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-methyl-4-oxo-1-prop-2-ynyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
• 英文别名: 7-Methyl-4-oxo-1-prop-2-ynyl-1,8-naphthyridine-3-carboxylic acid
• CAS: 13317-17-4
• 化学式: C₁₃H₁₀N₂O₃
• 分子量: 242.234
• InChiKey: DJGLUQLDDSKWBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  70.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-methyl-4-oxo-1-prop-2-ynyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid 在 磺酰氯 作用下， 生成
  参考文献：
  名称：

  Anticancer and anti-inflammatory activities of 1,8-naphthyridine-3-carboxamide derivatives

  摘要：

  Several 1,8-naphthyridine-3-carboxamide derivatives (8 - 23) were synthesized and tested for in vitro cytotoxicity against eight cancer cell lines and a normal cell line. Compound 12 exhibited high cytotoxicity (IC50=1.37 mu M) in HBL-100 ( breast) cell line while compounds 17 (IC50=3.7 mu M) and 22 (IC50=3.0 mu M) have shown high cytotoxicity in KB (oral) and SW-620 (colon) cell lines, respectively. The synthesized 1,8-naphthyridine-3-carboxamides were also evaluated for anti-inflammatory and myeloprotective activities, indicated by modulation in cytokine and chemokine levels secreted by dendritic cells. (c) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2007.08.006
• 作为产物：
  描述：

  在 盐酸 作用下， 生成 7-methyl-4-oxo-1-prop-2-ynyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
  参考文献：
  名称：

  Anticancer and anti-inflammatory activities of 1,8-naphthyridine-3-carboxamide derivatives

  摘要：

  Several 1,8-naphthyridine-3-carboxamide derivatives (8 - 23) were synthesized and tested for in vitro cytotoxicity against eight cancer cell lines and a normal cell line. Compound 12 exhibited high cytotoxicity (IC50=1.37 mu M) in HBL-100 ( breast) cell line while compounds 17 (IC50=3.7 mu M) and 22 (IC50=3.0 mu M) have shown high cytotoxicity in KB (oral) and SW-620 (colon) cell lines, respectively. The synthesized 1,8-naphthyridine-3-carboxamides were also evaluated for anti-inflammatory and myeloprotective activities, indicated by modulation in cytokine and chemokine levels secreted by dendritic cells. (c) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2007.08.006