5-amino-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine | 1325761-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 5-amino-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine
• 英文别名: 5-Oxa-10-thia-7,12-diazatetracyclo[7.7.0.02,6.011,16]hexadeca-1,6,8,11(16),12,14-hexaen-8-amine
• CAS: 1325761-84-9
• 化学式: C₁₂H₉N₃OS
• 分子量: 243.289
• InChiKey: SQSHARZDZKMREV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  89.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-amino-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine 在 盐酸 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 23.0h， 生成 5-(2-hydroxyethylamino)-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine
  参考文献：
  名称：

  多环N-杂环化合物。第 70 部分：5-氨基-1,2-二氢呋喃并[2,3-b]吡啶并[3',2':4,5]噻吩并[3,2-d]吡啶及相关化合物的合成。评估对脂蛋白脂肪酶 mRNA 表达的影响

  摘要：

  Reaction of 3-(3-cyanopropoxy)thieno[2,3-b]pyridine-2-carbonitriles with potassium tert-butoxide gave 5-amino-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridines via a Truce-Smiles rearrangement. The 5-amino group was transformed to the chloro derivatives which were allowed to react with various nucleophiles. Effects of the newly synthesized compounds on lipoprotein lipase mRNA expression were also evaluated. The previously unreported parent compound, furo[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine, was also synthesized.

  DOI：

  10.3987/com-11-12187
• 作为产物：
  描述：

  3-(3-cyanopropoxy)thieno[2,3-b]pyridine-2-carbonitrile 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.1h， 以72%的产率得到5-amino-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine
  参考文献：
  名称：

  多环N-杂环化合物。第 70 部分：5-氨基-1,2-二氢呋喃并[2,3-b]吡啶并[3',2':4,5]噻吩并[3,2-d]吡啶及相关化合物的合成。评估对脂蛋白脂肪酶 mRNA 表达的影响

  摘要：

  Reaction of 3-(3-cyanopropoxy)thieno[2,3-b]pyridine-2-carbonitriles with potassium tert-butoxide gave 5-amino-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridines via a Truce-Smiles rearrangement. The 5-amino group was transformed to the chloro derivatives which were allowed to react with various nucleophiles. Effects of the newly synthesized compounds on lipoprotein lipase mRNA expression were also evaluated. The previously unreported parent compound, furo[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine, was also synthesized.

  DOI：

  10.3987/com-11-12187

文献信息

• Polycyclic N-Heterocyclic Compounds. Part 70: Synthesis of 5-Amino-1,2-dihydrofuro[2,3-b]pyrido[3’,2’:4,5]thieno[3,2-d]pyridines and Related Compounds. Evaluation of Effects on Lipoprotein Lipase mRNA Expression
  作者：Kensuke Okuda、Hideyasu Takechi、Takashi Hirota、Kenji Sasaki

  DOI：10.3987/com-11-12187

  日期：——

  Reaction of 3-(3-cyanopropoxy)thieno[2,3-b]pyridine-2-carbonitriles with potassium tert-butoxide gave 5-amino-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridines via a Truce-Smiles rearrangement. The 5-amino group was transformed to the chloro derivatives which were allowed to react with various nucleophiles. Effects of the newly synthesized compounds on lipoprotein lipase mRNA expression were also evaluated. The previously unreported parent compound, furo[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine, was also synthesized.