2,4-dichloro-N,N-dipropyl-1,8-naphthyridine-3-carboxamide | 156991-90-1

• 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: 2,4-dichloro-N,N-dipropyl-1,8-naphthyridine-3-carboxamide
• 英文别名: 1,8-Naphthyridine-3-carboxamide, 2,4-dichloro-N,N-dipropyl-
• CAS: 156991-90-1
• 化学式: C₁₅H₁₇Cl₂N₃O
• 分子量: 326.225
• InChiKey: GBOLBZMYVZSNQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-N,N-dipropyl-1,8-naphthyridine-3-carboxamide 以 乙醇 为溶剂， 反应 25.0h， 生成 5-Cyclopropylamino-1-ethyl-2,3,9,9b-tetraaza-cyclopenta[a]naphthalene-4-carboxylic acid dipropylamide
  参考文献：
  名称：

  1,8-Naphthyridines IV. 9-Substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities

  摘要：

  The title compounds (8) were synthesized through the cyclocondensation of the corresponding N-substituted 4-amino-2-chloro-1,8-naphthyridine-3-carboxamides (4) with the proper hydrazides, in order to evaluate their anti-inflammatory and antiaggressive properties. Several compounds 8 exhibited high anti-inflammatory activity (carrageenin-induced paw edema assay in the rat) along with appreciable anti-aggressive properties (isolation-induced aggressiveness test in mice). With respect to anti-inflammatory activity, the most active compounds (8n and 8c) produced a 61% edema inhibition at the 25 mg/kg dose, and 50 or 35% inhibition, respectively, at the 12.5 mg/kg dose. The structure-activity relationships are discussed. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)01175-2
• 作为产物：
  描述：

  4-chloro-1,2-dihydro-2-oxo-N,N-dipropyl-1,8-naphthyridine-3-carboxamide 在 三氯氧磷 作用下， 反应 1.0h， 以90%的产率得到2,4-dichloro-N,N-dipropyl-1,8-naphthyridine-3-carboxamide
  参考文献：
  名称：

  Di Braccio; Roma; Ghia, Il Farmaco, 1994, vol. 49, # 1, p. 25 - 32

  摘要：

  DOI：

文献信息

• Di Braccio; Roma; Grossi, Revista Bras il eira de Farmaco gnosia, 1997, vol. 52, # 1, p. 49 - 53
  作者：Di Braccio、Roma、Grossi、Ghia、Mattioli

  DOI：——

  日期：——
• 1,8-Naphthyridines IV. 9-Substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities
  作者：Giorgio Roma、Mario Di Braccio、Giancarlo Grossi、Francesca Mattioli、Marco Ghia

  DOI：10.1016/s0223-5234(00)01175-2

  日期：2000.11

  The title compounds (8) were synthesized through the cyclocondensation of the corresponding N-substituted 4-amino-2-chloro-1,8-naphthyridine-3-carboxamides (4) with the proper hydrazides, in order to evaluate their anti-inflammatory and antiaggressive properties. Several compounds 8 exhibited high anti-inflammatory activity (carrageenin-induced paw edema assay in the rat) along with appreciable anti-aggressive properties (isolation-induced aggressiveness test in mice). With respect to anti-inflammatory activity, the most active compounds (8n and 8c) produced a 61% edema inhibition at the 25 mg/kg dose, and 50 or 35% inhibition, respectively, at the 12.5 mg/kg dose. The structure-activity relationships are discussed. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
• Di Braccio; Roma; Ghia, Il Farmaco, 1994, vol. 49, # 1, p. 25 - 32
  作者：Di Braccio、Roma、Ghia、Mattioli

  DOI：——

  日期：——