4-chloro-N,N-diethyl-1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxamide | 128001-78-5

• 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: 4-chloro-N,N-diethyl-1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxamide
• 英文别名: 4-chloro-N,N-diethyl-2-oxo-1H-1,8-naphthyridine-3-carboxamide
• CAS: 128001-78-5
• 化学式: C₁₃H₁₄ClN₃O₂
• 分子量: 279.726
• InChiKey: AZBQZWUQXRBACT-UHFFFAOYSA-N

物化性质

• 沸点：
  428.7±55.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  66.06
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-chloro-N,N-diethyl-1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxamide 在 三氯氧磷 作用下， 反应 0.5h， 以90.5%的产率得到2,4-dichloro-N,N-diethyl-1,8-naphthyridine-3-carboxamide
  参考文献：
  名称：

  Di Braccio; Roma; Balbi, Il Farmaco, 1989, vol. 44, # 9, p. 865 - 881

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基烟酸 、 ethyl 3-(diethylamino)-3-oxopropanoate 在 三氯氧磷 作用下， 反应 4.0h， 以33.5%的产率得到4-chloro-N,N-diethyl-1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxamide
  参考文献：
  名称：

  Di Braccio; Roma; Balbi, Il Farmaco, 1989, vol. 44, # 9, p. 865 - 881

  摘要：

  DOI：

文献信息

• 1,8-Naphthyridines V. Novel N-substituted 5-amino-N,N-diethyl-9-isopropyl [1,2,4]triazolo[4,3-a] [1,8]naphthyridine-6-carboxamides, as potent anti-inflammatory and/or analgesic agents completely devoid of acute gastrolesivity
  作者：Giancarlo Grossi、Mario Di Braccio、Giorgio Roma、Vigilio Ballabeni、Massimiliano Tognolini、Elisabetta Barocelli

  DOI：10.1016/j.ejmech.2004.09.022

  日期：2005.2

  Most N,N-disubstituted 5-amino-N,N-diethyl-9-isopropyl [1,2,4]triazolo[4,3-alpha] [1,8]naphthyridine-6-carboxamides 9 (compounds 9a, c-i) and the N-monosubstituted one 8c were obtained by treating with excess amine the corresponding 5-chloroderivative 7a, which was in turn prepared by cyclocondensation of the 2,4-dichloro-N,N-diethyl-1,8-naphthyridine-3-carboxamide (4a) with isobutyrohydrazide. Compounds 8a,b and 9b,j-m were obtained according with the methods shown in Scheme 1. The above now synthesized compounds, along with the previously described 8d and 8e, were tested for their anti-inflammatory, analgesic and antipyretic properties, and most compounds also for their effect on spontaneous mice locomotor activity and their acute gastrolesivity in rats. Several compounds showed potent anti-inflammatory and/or analgesic activities, and all the compounds tested proved to be completely lacking in acute gastrolesivity. In many cases compounds 8 and 9 produced hypothermic effect, usually at high doses. On the whole, the N-monosubstituted 5-aminoderivatives 8 appeared to be more potent anti-inflammatory agents than the corresponding N,N-disubstituted 9, whereas these latter compounds exhibited higher analgesic activity. (C) 2004 Elsevier SAS. All rights reserved.
• DI, BRACCIO M.;ROMA, G.;BALBI, A.;SOTTOFATTORI, E.;CARAZZONE, M., FARMACO, 44,(1989) N, C. 865-881
  作者：DI, BRACCIO M.、ROMA, G.、BALBI, A.、SOTTOFATTORI, E.、CARAZZONE, M.

  DOI：——

  日期：——