3-Pentoxy-4-pyrimidin-5-yl-1,2,5-thiadiazole | 287472-32-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Pentoxy-4-pyrimidin-5-yl-1,2,5-thiadiazole
• CAS: 287472-32-6
• 化学式: C₁₁H₁₄N₄OS
• 分子量: 250.324
• InChiKey: BQKAQBXOYACCMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  89
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-Pentoxy-4-pyrimidin-5-yl-1,2,5-thiadiazole 在 sodium tetrahydroborate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 48.0h， 生成 3-(3-methyl-2,4-dihydro-1H-pyrimidin-5-yl)-4-pentoxy-1,2,5-thiadiazole
  参考文献：
  名称：

  Synthesis of 5-(4-Alkoxy-[1,2,5]thiadiazol-3-yl)-3-methyl-1,2,3,4- tetrahydropyrimidine Oxalate Salts and Their Evaluation as Muscarinic Receptor Agonists

  摘要：

  The synthesis and biological testing of 5-(4-alkoxy-[1,2,5]thiadiazol-3-yl)-3-methyl-1,2,3,4-tetrahydropyrimidine oxalate salts 8 as muscarinic receptor agonists are described. The key intermediate 4 was obtained by modified Strecker reaction and cyclization of starting material 1. Subsequent alkoxy substitution, quaternization and reduction afforded 7. For the sake of purity and stability of the final products 8, the 3-methyl-1,2,3,4-tetrahydropyrimidines were obtained as oxalic acid salts. All final compounds were examined in vitro for their binding affinities to the cloned human muscarinic receptor by the [H-3]-NMS binding assay.

  DOI：

  10.1002/(sici)1521-4184(20005)333:5<113::aid-ardp113>3.0.co;2-9
• 作为产物：
  描述：

  嘧啶-5-甲醛 在 二氯化二硫 、 ammonium hydroxide 、 sodium 、 氯化铵 作用下， 以 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 4.0h， 生成 3-Pentoxy-4-pyrimidin-5-yl-1,2,5-thiadiazole
  参考文献：
  名称：

  Synthesis of 5-(4-Alkoxy-[1,2,5]thiadiazol-3-yl)-3-methyl-1,2,3,4- tetrahydropyrimidine Oxalate Salts and Their Evaluation as Muscarinic Receptor Agonists

  摘要：

  The synthesis and biological testing of 5-(4-alkoxy-[1,2,5]thiadiazol-3-yl)-3-methyl-1,2,3,4-tetrahydropyrimidine oxalate salts 8 as muscarinic receptor agonists are described. The key intermediate 4 was obtained by modified Strecker reaction and cyclization of starting material 1. Subsequent alkoxy substitution, quaternization and reduction afforded 7. For the sake of purity and stability of the final products 8, the 3-methyl-1,2,3,4-tetrahydropyrimidines were obtained as oxalic acid salts. All final compounds were examined in vitro for their binding affinities to the cloned human muscarinic receptor by the [H-3]-NMS binding assay.

  DOI：

  10.1002/(sici)1521-4184(20005)333:5<113::aid-ardp113>3.0.co;2-9