1-(2-Chloro-benzyl)-1H-[1,2,3]triazolo[4,5-d]pyridazine-4,7-diol | 185317-61-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-(2-Chloro-benzyl)-1H-[1,2,3]triazolo[4,5-d]pyridazine-4,7-diol
• 英文别名: 3-[(2-Chlorophenyl)methyl]-5,6-dihydrotriazolo[4,5-d]pyridazine-4,7-dione
• CAS: 185317-61-7
• 化学式: C₁₁H₈ClN₅O₂
• 分子量: 277.67
• InChiKey: QRMZJNWVEAQCKD-UHFFFAOYSA-N

物化性质

• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  88.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-Chloro-benzyl)-1H-[1,2,3]triazolo[4,5-d]pyridazine-4,7-diol 在 N,N-二乙基苯胺 、 三氯氧磷 作用下， 反应 10.0h， 以81%的产率得到4,7-Dichloro-1-(2-chloro-benzyl)-1H-[1,2,3]triazolo[4,5-d]pyridazine
  参考文献：
  名称：

  Biagi; Giorgi; Livi, Il Farmaco, 1996, vol. 51, # 8-9, p. 601 - 608

  摘要：

  DOI：
• 作为产物：
  描述：

  2-chlorobenzylazide 在 盐酸 、 一水合肼 作用下， 以 乙醇 、 苯 为溶剂， 反应 25.5h， 生成 1-(2-Chloro-benzyl)-1H-[1,2,3]triazolo[4,5-d]pyridazine-4,7-diol
  参考文献：
  名称：

  Biagi; Giorgi; Livi, Il Farmaco, 1996, vol. 51, # 8-9, p. 601 - 608

  摘要：

  DOI：

文献信息

• 1,2,3-Triazolo[4,5-d]pyridazines
  作者：Giuliana Biagi、Irene Giorgi、Oreste Livi、Clementina Manera、Valerio Scartoni、Laura Betti、Gino Giannaccini、Antonio Lucacchini

  DOI：10.1016/s0014-827x(99)00072-5

  日期：1999.9

  Starting from the appropriate azides ( 4-chlorobenzyl-, 2-thiophenemethyl-, 2-fluorobenzyl-, and 4-fluorobenzylazides) agreeing with the substituent determining four series of derivatives (a-d), some 4-amino-substituted 1,2,3-triazolo[4,5-d]pyridazines (4a-d) corresponding to previously prepared derivatives were obtained by a well experimented synthetic route. Other new derivatives (6c,e) which were different from 4a-d because a chlorine atom had substituted the hydroxyl or the tautomeric oxamido group in the 7 position of the triazolopyridazine ring, were prepared from the suitable azides (2-fluorobenzyl and 2-chlorobenzyl), which similarly determine the series c and e, respectively, via the 4,7-dichloro derivatives 5. The radioligand binding assays at bovine brain adenosine A(1) and A(2A) receptors showed that some compounds 4 possessed high affinity and selectivity for the A(1) receptor subtype whilst binding affinity decreased in compounds 6 indicating the importance of a hydrogen bond donor in the 7 position of the triazolopyridazine ring. It is worth noting that compounds bearing the new lipophilic substituents 2-fluorobenzyl and 2-thiophenemethyl in the 1 position of the triazolopyridazine ring were the most active in the series. (C) 1999 Elsevier Science S.A. All rights reserved.