7-Benzyl-2,6-dimethyl-imidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester | 213194-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 7-Benzyl-2,6-dimethyl-imidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester
• CAS: 213194-88-8
• 化学式: C₁₈H₁₉N₃O₂
• 分子量: 309.368
• InChiKey: DEEHNFJMXACHPH-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  7-Benzyl-2,6-dimethyl-imidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以90%的产率得到7-Benzyl-2,6-dimethyl-imidazo[1,2-b]pyridazine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and anticonvulsant properties of triazolo- and imidazopyridazinyl carboxamides and carboxylic acids

  摘要：

  Analogues of 3-amino-7-(2,6-dichlorobenzyl)-6-methyltriazolo[4,3-b]pyridazine PC25 containing amide or carboxylic acid function were synthesized and tested for anticonvulsant activity. The compounds having the imidazole ring substituted with an amide group have been found to be generally more active against maximal electroshock-induced seizures in mice (15.2 less than or equal to ED50 less than or equal to 37.5 mg kg(-1) orally). Furthermore, maximum activity was generally associated with a 2,6-dichlorobenzyl substitution pattern. 3-Amido-7-(2,6-dichlorobenzyl)-6-methyltriazolo[4,3-b]pyridazine 4b was also protective in the pentylenetetrazole-induced seizures test (ED50 = 91.1 mg kg(-1) orally) and blocked strychnine-induced tonic extensor seizures (ED50 = 62.9 mg kg(-1) orally). Moreover, calculated electrostatic isopotential maps of the whole active compounds were quite similar and, consequently, could be associated to optimum anticonvulsant activity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00057-1
• 作为产物：
  描述：

  3-amino-5-benzyl-6-methylpyridazine 、 2-氯乙酰乙酸乙酯 以 正丁醇 为溶剂， 反应 30.0h， 以10%的产率得到7-Benzyl-2,6-dimethyl-imidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and anticonvulsant properties of triazolo- and imidazopyridazinyl carboxamides and carboxylic acids

  摘要：

  Analogues of 3-amino-7-(2,6-dichlorobenzyl)-6-methyltriazolo[4,3-b]pyridazine PC25 containing amide or carboxylic acid function were synthesized and tested for anticonvulsant activity. The compounds having the imidazole ring substituted with an amide group have been found to be generally more active against maximal electroshock-induced seizures in mice (15.2 less than or equal to ED50 less than or equal to 37.5 mg kg(-1) orally). Furthermore, maximum activity was generally associated with a 2,6-dichlorobenzyl substitution pattern. 3-Amido-7-(2,6-dichlorobenzyl)-6-methyltriazolo[4,3-b]pyridazine 4b was also protective in the pentylenetetrazole-induced seizures test (ED50 = 91.1 mg kg(-1) orally) and blocked strychnine-induced tonic extensor seizures (ED50 = 62.9 mg kg(-1) orally). Moreover, calculated electrostatic isopotential maps of the whole active compounds were quite similar and, consequently, could be associated to optimum anticonvulsant activity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00057-1