1-amino-8,8-dimethyl-5-(piperidin-1-yl)-8,9-dihydro-6H-pyrano[4,3-d]thieno[2,3-b]pyridine-2-carboxamide | 889656-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃吡啶类
• 英文名称: 1-amino-8,8-dimethyl-5-(piperidin-1-yl)-8,9-dihydro-6H-pyrano[4,3-d]thieno[2,3-b]pyridine-2-carboxamide
• 英文别名: 1-Amino-8,8-dimethyl-5-(piperidin-1-yl)-8,9-di-hydro-6h-pyrano[4,3-d]thieno[2,3-b]pyridine-2-carboxamide；3-amino-12,12-dimethyl-8-piperidin-1-yl-11-oxa-5-thia-7-azatricyclo[7.4.0.02,6]trideca-1(9),2(6),3,7-tetraene-4-carboxamide
• CAS: 889656-62-6
• 化学式: C₁₈H₂₄N₄O₂S
• 分子量: 360.48
• InChiKey: MAJRNMHTABFUAL-UHFFFAOYSA-N

物化性质

• 熔点：
  237-238 °C
• 沸点：
  618.6±55.0 °C(predicted)
• 密度：
  1.307±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-amino-8,8-dimethyl-5-(piperidin-1-yl)-8,9-dihydro-6H-pyrano[4,3-d]thieno[2,3-b]pyridine-2-carboxamide 在 hydrazine hydrate 、 乙酸酐 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 正丁醇 为溶剂， 反应 16.0h， 生成 8-hydrazino-2,2-dimethyl-5-(piperidin-1-yl)-1,4-dihydro-2H-pyrano[4'',3'':4',5']pyrido[3',2':4,5]-thieno[3,2-d]pyrimidine
  参考文献：
  名称：

  synthesis of (piperidin-1-yl)trihydropyrano(cyclopenta)-[4′,5′]pyrido[3′,2′: 4,5]thieno[3,2-e][1,2,4]triazolo-[4,3-c(1,5-c)]pyrimidines

  摘要：

  Reactions of 3-cyanopyridine-2(1H)-thiones with ethyl chloroacetate and chloroacetamide gave the corresponding amino-substituted thieno[2,3-b]pyridines which were treated with formamide or ethyl formate to obtain fused pyridothieno[3,2-d]pyrimidinones. The latter were converted into hydrazino derivatives whose cyclocondensation with triethyl orthoformate or formic acid afforded 7,10-dihydro-8H-pyranopyridothienopyrimidines and 2,3-dihydro-1H-cyclopentapyridothienopyrimidines annulated by triazole ring at the pyrimidine ring.

  DOI：

  10.1134/s1070428014120203
• 作为产物：
  描述：

  3,3-dimethyl-8-(piperidin-1-yl)-6-thioxo-3,4-dihydro-1H-pyrano[3,4-c]pyridine-5-carbonitrile 、 氯乙酰胺 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以64%的产率得到1-amino-8,8-dimethyl-5-(piperidin-1-yl)-8,9-dihydro-6H-pyrano[4,3-d]thieno[2,3-b]pyridine-2-carboxamide
  参考文献：
  名称：

  WO2006/58723

  摘要：

  公开号：

文献信息

• Pyridothienopyrimidine Derivatives
  申请人：Pages Santacana Luis Miguel

  公开号：US20080207645A1

  公开（公告）日：2008-08-28

  A pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine derivative of formula (I) or a pharmaceutically acceptable salt or N-oxide thereof are disclosed, as well as pharmaceutical compositions comprising said compounds and methods of treatment or prevention of a pathological condition or disease susceptible to amelioration by inhibition of phosphodiesterase 4 using said compounds are disclosed.

  本发明公开了一种式(I)的吡啶并[3',2':4,5]噻吩并[3,2-d]嘧啶衍生物，或其药学上可接受的盐或N-氧化物，以及包括所述化合物的制药组合物和使用所述化合物抑制磷酸二酯酶4来治疗或预防病理状态或疾病的方法。
• WO2006/58723
  申请人：——

  公开号：——

  公开（公告）日：——
• synthesis of (piperidin-1-yl)trihydropyrano(cyclopenta)-[4′,5′]pyrido[3′,2′: 4,5]thieno[3,2-e][1,2,4]triazolo-[4,3-c(1,5-c)]pyrimidines
  作者：E. G. Paronikyan、Sh. Sh. Dashyan、A. S. Noravyan、N. S. Minasyan

  DOI：10.1134/s1070428014120203

  日期：2014.12

  Reactions of 3-cyanopyridine-2(1H)-thiones with ethyl chloroacetate and chloroacetamide gave the corresponding amino-substituted thieno[2,3-b]pyridines which were treated with formamide or ethyl formate to obtain fused pyridothieno[3,2-d]pyrimidinones. The latter were converted into hydrazino derivatives whose cyclocondensation with triethyl orthoformate or formic acid afforded 7,10-dihydro-8H-pyranopyridothienopyrimidines and 2,3-dihydro-1H-cyclopentapyridothienopyrimidines annulated by triazole ring at the pyrimidine ring.