ethyl 8-methyl-3-nitroimidazo<1,2-a>pyridine-2-carboxylate | 67625-34-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: ethyl 8-methyl-3-nitroimidazo<1,2-a>pyridine-2-carboxylate
• 英文别名: 8-methyl-3-nitro-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester；8-Methyl-3-nitro-imidazo<1,2-a>pyridin-2-carbonsaeureethylester；Ethyl 8-methyl-3-nitroimidazo[1,2-a]pyridine-2-carboxylate
• CAS: 67625-34-7
• 化学式: C₁₁H₁₁N₃O₄
• 分子量: 249.226
• InChiKey: ISISRSMPDZWMFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  89.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 8-methyl-3-nitroimidazo<1,2-a>pyridine-2-carboxylate 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 二氯甲烷 、 叔丁醇 为溶剂， 生成 2-(2-ethoxyphenyl)-6-methyl-3H-purino[9,8-a]pyridin-4-one
  参考文献：
  名称：

  Synthesis and phosphodiesterase 5 inhibitory activity of novel pyrido[1,2-e]purin-4(3H)-one derivatives

  摘要：

  Synthesis and primary SAR of a novel series of 2-phenylpyrido[1,2-e]purin-4(3H)-one derivatives with piperazinyl sulfonamide substituents were described herein. As potential PDE5 inhibitors for erectile dysfunction (ED) treatment, representative compounds exhibit improved selectivity versus PDE1 and PDE6. Meanwhile, compound 3e demonstrated functional efficacy on rabbit corpus cavernosum strip in vitro. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.102
• 作为产物：
  描述：

  2-氨基-3-甲基吡啶 在 硫酸 、 硝酸 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 ethyl 8-methyl-3-nitroimidazo<1,2-a>pyridine-2-carboxylate
  参考文献：
  名称：

  Synthesis and phosphodiesterase 5 inhibitory activity of novel pyrido[1,2-e]purin-4(3H)-one derivatives

  摘要：

  Synthesis and primary SAR of a novel series of 2-phenylpyrido[1,2-e]purin-4(3H)-one derivatives with piperazinyl sulfonamide substituents were described herein. As potential PDE5 inhibitors for erectile dysfunction (ED) treatment, representative compounds exhibit improved selectivity versus PDE1 and PDE6. Meanwhile, compound 3e demonstrated functional efficacy on rabbit corpus cavernosum strip in vitro. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.102

文献信息

• Nucleophilic aromatic substitution reaction of some 3-nitroimidazo[1,2-a]pyridines with thioglycolate anion in DMF
  作者：Jean Claude Teulade、Gerard Grassy、Roger Escale、Jean Pierre Chapat

  DOI：10.1021/jo00318a040

  日期：1981.2
• TEULADE J.-C.; ESCALE R.; GRASSY G.; GIRARD J.-P.; CHAPAT J.-P., BULL. SOC. CHIM. FRANCE, 1979, PART 2, NO 9-10, 529-536
  作者：TEULADE J.-C.、 ESCALE R.、 GRASSY G.、 GIRARD J.-P.、 CHAPAT J.-P.

  DOI：——

  日期：——
• TEULADE J.-C.; GRASSY G.; ESCALE R.; CHAPAT J.-P., J. ORG. CHEM., 1981, 46, NO 5, 1026-1030
  作者：TEULADE J.-C.、 GRASSY G.、 ESCALE R.、 CHAPAT J.-P.

  DOI：——

  日期：——