3-[(Imidazolidin-2-yl)imino]-6-methylindazole hydrochloride | 1262540-65-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 3-[(Imidazolidin-2-yl)imino]-6-methylindazole hydrochloride
• 英文别名: N-(4,5-dihydro-1H-imidazol-2-yl)-6-methyl-1H-indazol-3-amine
• CAS: 1262540-65-7
• 化学式: C₁₁H₁₃N₅
• 分子量: 215.258
• InChiKey: YNSBOAWIHSUVSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  65.1
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[(Imidazolidin-2-yl)imino]-6-methylindazole hydrochloride 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以50%的产率得到N-(4,5-dihydro-1H-imidazol-2-yl)-6-methyl-1H-indazol-3-amine;hydrochloride
  参考文献：
  名称：

  3-[(Imidazolidin-2-yl)imino]indazole ligands with selectivity for the α2-adrenoceptor compared to the imidazoline I1 receptor

  摘要：

  A series of 3-[(4,5-dihydroimidazolidin-2-yl)imino]indazoles has been synthesized as positional analogues of marsanidine, a highly selective alpha(2)-adrenoceptor ligand. Parent compound 4a and its 4-chloro (4c) and 4-methyl (4d) derivatives display alpha(2)-adrenoceptor affinity at nanomolar concentrations (K-i = 39.4, 15.9 and 22.6 nM, respectively) and relatively high alpha(2)/I-1 selectivity ratios of 82, 115 and 690, respectively. Evidence was obtained that these compounds act as partial agonists at alpha(2A)-adrenoceptors. Compound 4d with intrinsic activity comparable with that of marsanidine, but lower than that of clonidine, elicited pronounced cardiovascular effects in anesthetized rats at doses as low as 0.01 mg/kg iv (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.11.020
• 作为产物：
  描述：

  6-甲基-1H-吲唑-3-胺 、 tert-butyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate 在 溶剂黄146 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 16.0h， 以45%的产率得到3-[(Imidazolidin-2-yl)imino]-6-methylindazole hydrochloride
  参考文献：
  名称：

  3-[(Imidazolidin-2-yl)imino]indazole ligands with selectivity for the α2-adrenoceptor compared to the imidazoline I1 receptor

  摘要：

  A series of 3-[(4,5-dihydroimidazolidin-2-yl)imino]indazoles has been synthesized as positional analogues of marsanidine, a highly selective alpha(2)-adrenoceptor ligand. Parent compound 4a and its 4-chloro (4c) and 4-methyl (4d) derivatives display alpha(2)-adrenoceptor affinity at nanomolar concentrations (K-i = 39.4, 15.9 and 22.6 nM, respectively) and relatively high alpha(2)/I-1 selectivity ratios of 82, 115 and 690, respectively. Evidence was obtained that these compounds act as partial agonists at alpha(2A)-adrenoceptors. Compound 4d with intrinsic activity comparable with that of marsanidine, but lower than that of clonidine, elicited pronounced cardiovascular effects in anesthetized rats at doses as low as 0.01 mg/kg iv (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.11.020

文献信息

• 3-[(Imidazolidin-2-yl)imino]indazole ligands with selectivity for the α2-adrenoceptor compared to the imidazoline I1 receptor
  作者：Franciszek Sączewski、Anita Kornicka、Alan L. Hudson、Shayna Laird、Mika Scheinin、Jonne M. Laurila、Apolonia Rybczyńska、Konrad Boblewski、Artur Lehmann、Maria Gdaniec

  DOI：10.1016/j.bmc.2010.11.020

  日期：2011.1

  A series of 3-[(4,5-dihydroimidazolidin-2-yl)imino]indazoles has been synthesized as positional analogues of marsanidine, a highly selective alpha(2)-adrenoceptor ligand. Parent compound 4a and its 4-chloro (4c) and 4-methyl (4d) derivatives display alpha(2)-adrenoceptor affinity at nanomolar concentrations (K-i = 39.4, 15.9 and 22.6 nM, respectively) and relatively high alpha(2)/I-1 selectivity ratios of 82, 115 and 690, respectively. Evidence was obtained that these compounds act as partial agonists at alpha(2A)-adrenoceptors. Compound 4d with intrinsic activity comparable with that of marsanidine, but lower than that of clonidine, elicited pronounced cardiovascular effects in anesthetized rats at doses as low as 0.01 mg/kg iv (C) 2010 Elsevier Ltd. All rights reserved.