1-(6,7-dimethyl-3-chloroquioxalin-2-ylamino)-3-(tetrahydro-2H-pyran-2-yloxy)propan-2-one | 762241-44-1

• 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: 1-(6,7-dimethyl-3-chloroquioxalin-2-ylamino)-3-(tetrahydro-2H-pyran-2-yloxy)propan-2-one
• CAS: 762241-44-1
• 化学式: C₁₈H₂₂ClN₃O₃
• 分子量: 363.844
• InChiKey: ZZDMHIIJBJMOSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.34
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(6,7-dimethyl-3-chloroquioxalin-2-ylamino)-3-(tetrahydro-2H-pyran-2-yloxy)propan-2-one 在 对甲苯磺酸 、 六甲基二硅氮烷 、 三氟乙酸 、 三氟乙酸酐 作用下， 以 氯仿 为溶剂， 反应 80.0h， 生成 (4-Benzylamino-7,8-dimethyl-imidazo[1,2-a]quinoxalin-1-yl)-methanol
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel 4-alkylamino-1-hydroxymethylimidazo[1,2-a]quinoxalines as adenosine A1 receptor antagonists

  摘要：

  A series of 4-alkylamino-1-hydroxymethylimidazo[1,2-a]quinoxalines have been synthesized and evaluated for their adenosine A(1) receptor inhibitory activity in the radioligand binding assays. The compounds were tested for the inhibition percent (IP) and the affinity toward A(1)AR (K-i) that IP were more than 90% in the nanomolar range. 4-Cyclopentylamino-7,8-dichloro-1-hydroxymethylimidazo[1,2-a]quinoxaline 18 is the most potent compound in this series, having K-i = 7 nM, which is remarkably higher than that of IRFI-165 (K-i = 48). 1-Hydroxymethyl groups of the tricyclic heteroarmatic compounds displayed the potent affinities toward A(1)AR. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.026
• 作为产物：
  描述：

  1-氨基-3-(四氢-2H-吡喃-2-基氧基)-2-丙醇 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 30.0h， 生成 1-(6,7-dimethyl-3-chloroquioxalin-2-ylamino)-3-(tetrahydro-2H-pyran-2-yloxy)propan-2-one
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel 4-alkylamino-1-hydroxymethylimidazo[1,2-a]quinoxalines as adenosine A1 receptor antagonists

  摘要：

  A series of 4-alkylamino-1-hydroxymethylimidazo[1,2-a]quinoxalines have been synthesized and evaluated for their adenosine A(1) receptor inhibitory activity in the radioligand binding assays. The compounds were tested for the inhibition percent (IP) and the affinity toward A(1)AR (K-i) that IP were more than 90% in the nanomolar range. 4-Cyclopentylamino-7,8-dichloro-1-hydroxymethylimidazo[1,2-a]quinoxaline 18 is the most potent compound in this series, having K-i = 7 nM, which is remarkably higher than that of IRFI-165 (K-i = 48). 1-Hydroxymethyl groups of the tricyclic heteroarmatic compounds displayed the potent affinities toward A(1)AR. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.026