5-Chloro-2,3,9,9b-tetraaza-cyclopenta[a]naphthalene-4-carboxylic acid diethylamide | 192522-06-8

• 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: 5-Chloro-2,3,9,9b-tetraaza-cyclopenta[a]naphthalene-4-carboxylic acid diethylamide
• 英文别名: 5-chloro-N,N-diethyl-[1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamide
• CAS: 192522-06-8
• 化学式: C₁₄H₁₄ClN₅O
• 分子量: 303.751
• InChiKey: FUJRMEALGCBDBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-甲基哌嗪 、 5-Chloro-2,3,9,9b-tetraaza-cyclopenta[a]naphthalene-4-carboxylic acid diethylamide 以 二甲基亚砜 为溶剂， 反应 2.0h， 以85%的产率得到N,N-diethyl-5-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamide
  参考文献：
  名称：

  1,8-Naphthyridines VII. New substituted 5-amino[1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamides and their isosteric analogues, exhibiting notable anti-inflammatory and/or analgesic activities, but no acute gastrolesivity

  摘要：

  The [1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamide derivatives 5-amino (2) or 5-alkoxy (3) substituted and the 5-amino[1,2,4] triazolo[4,3-a]quinoline-4-carboxamide derivatives (4), designed to obtain new effective analgesic and/or anti-inflammatory agents were synthesized. Ten compounds 2 and 4 showed an interesting analgesic activity: the most potent ones are 2j (36% inhibition, P < 0.05) and 4b (77% inhibition, P < 0.01) at 6.25 and 25 mg kg(-1) doses, respectively. Compounds 2i-I and 4c showed notable anti-inflammatory properties: the most potent ones are 2i (68% inhibition, P < 0.01) and 21 (42% inhibition, P < 0.05) at 12.5 and 6.25 mg kg(-1) doses, respectively. The replacement in compounds 2 of the N-substituted 5-amino substituents with similar alkoxy groups usually afforded less active compounds 3. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.010
• 作为产物：
  描述：

  甲酰肼 、 2,4-dichloro-N,N-diethyl-1,8-naphthyridine-3-carboxamide 在 diphenyl ether-biphenyl eutectic 作用下， 反应 8.0h， 以36%的产率得到5-Chloro-2,3,9,9b-tetraaza-cyclopenta[a]naphthalene-4-carboxylic acid diethylamide
  参考文献：
  名称：

  Di Braccio; Roma; Grossi, Revista Bras il eira de Farmaco gnosia, 1997, vol. 52, # 1, p. 49 - 53

  摘要：

  DOI：