3-(N Ethyloxycarbonyl 1,4 dihydro-4 pyridyl)-2-(4-methoxyphenyl)6,7-dihydro [5H]-pyrrolo[1,2-a]imidazole | 111908-98-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(N Ethyloxycarbonyl 1,4 dihydro-4 pyridyl)-2-(4-methoxyphenyl)6,7-dihydro [5H]-pyrrolo[1,2-a]imidazole
• 英文别名: 3-(N-ethyloxycarbonyl-1,4-dihydro-4-pyridyl)-2(4-methoxyphenyl)-6,7-dihydro-[5H]-pyrrolo[1,2-a]imidazole；ethyl 4-[2-(4-methoxyphenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-3-yl]-4H-pyridine-1-carboxylate
• CAS: 111908-98-6
• 化学式: C₂₁H₂₃N₃O₃
• 分子量: 365.432
• InChiKey: DXHNIGPZYSMQPB-UHFFFAOYSA-N

物化性质

• 沸点：
  582.6±50.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(N Ethyloxycarbonyl 1,4 dihydro-4 pyridyl)-2-(4-methoxyphenyl)6,7-dihydro [5H]-pyrrolo[1,2-a]imidazole 在 potassium tert-butylate 、 氧气 、 叔丁醇 作用下， 反应 19.0h， 生成 6,7-二氢-2-(4-甲氧基苯基)-3-(4-吡啶基)-5H-吡咯并[1,2-a]咪唑
  参考文献：
  名称：

  Regulation of stress-induced cytokine production by pyridinylimidazoles; inhibition of CSBP kinase

  摘要：

  Members of three classes of pyridinylimidazoles bind with varying affinities to CSBP (p38) kinase which is a member of a stress-induced signal transduction pathway. Based upon SAR and protein homology modeling, the pharmacophore and three potential modes of binding to the enzyme are presented. For a subset of pyridinylimidazoles, binding is shown to correlate with inhibition of CSBP kinase activity, whereas no significant inhibition of PKA, PKC alpha and ERK kinase activity is observed. Copyright (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00212-x
• 作为产物：
  描述：

  以 二氯甲烷 、 水 为溶剂， 反应 9.0h， 生成 3-(N Ethyloxycarbonyl 1,4 dihydro-4 pyridyl)-2-(4-methoxyphenyl)6,7-dihydro [5H]-pyrrolo[1,2-a]imidazole
  参考文献：
  名称：

  Regulation of stress-induced cytokine production by pyridinylimidazoles; inhibition of CSBP kinase

  摘要：

  Members of three classes of pyridinylimidazoles bind with varying affinities to CSBP (p38) kinase which is a member of a stress-induced signal transduction pathway. Based upon SAR and protein homology modeling, the pharmacophore and three potential modes of binding to the enzyme are presented. For a subset of pyridinylimidazoles, binding is shown to correlate with inhibition of CSBP kinase activity, whereas no significant inhibition of PKA, PKC alpha and ERK kinase activity is observed. Copyright (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00212-x

文献信息

• Pyrrolo(1,2-a)imidazole and imidazo(1,2-a)pyridine derivatives and their
  申请人：SmithKline Beecham Corporation

  公开号：US05002941A1

  公开（公告）日：1991-03-26

  Compounds comprising pyridyl and phenyl substituted pyrrolo[1,2-a]imidazole derivatives and pyridyl and phenyl substituted imidazo[1,2-a]pyridine derivatives, pharmaceutical compositions containing said compounds, and their use as 5-lipoxygenase pathway inhibitors.

  包括吡啶基和苯基取代的吡咯并[1,2-a]咪唑衍生物和吡啶基和苯基取代的咪唑并[1,2-a]吡啶衍生物的化合物，含有上述化合物的药物组合物，以及它们作为5-脂氧合酶途径抑制剂的用途。
• Pyrrolo[1,2-a]imidazole and pyrrolo[1,2-a]pyridine derivatives and their
  申请人：SmithKline Beckman Corporation

  公开号：US04719218A1

  公开（公告）日：1988-01-12

  A method of inhibiting the production of 5-lipoxygenase products in an animal in need thereof which comprises administering an effective, 5-lipoxygenase pathway inhibiting amount of a 2(3)-(pyridyl)-3-(2)-substituted phenyl)-6,7-dihydro-[5H]-pyrrolo-[1,2-a]imidazole, a 2(3)-(pyridyl)-3(2)-(substituted phenyl)-5,6,7,8-tetrahydro-imidazo[1,2,-a]pyridine, or a pharmaceutically acceptable salt thereof, to such animal.

  一种抑制需要该动物体内5-脂氧合酶产物生成的方法，包括向该动物体内施用有效的、抑制5-脂氧合酶途径的数量的2(3)-(吡啶基)-3-(2)-取代苯基)-6,7-二氢-[5H]-吡咯-[1,2-a]咪唑、2(3)-(吡啶基)-3(2)-(取代苯基)-5,6,7,8-四氢-咪唑[1,2,-a]吡啶或其药学上可接受的盐。
• Pyrrolo [1,2-a] imidazole and imidazo [1,2a] pyridine derivatives and
  申请人：SmithKline Beecham Corp.

  公开号：US05145858A1

  公开（公告）日：1992-09-08

  Compounds comprising pyridyl and phenyl substituted pyrrolo[1,2-a]imidazole derivatives and pyridyl and phenyl substituted imidazo[1,2-a]pyridine derivatives, pharmaceutical compositions containing said compounds, and their use as 5-lipoxygenase pathway inhibitors.

  包含吡啶基和苯基取代的吡咯[1,2-a]咪唑衍生物和吡啶基和苯基取代的咪唑[1,2-a]吡啶衍生物的化合物，含有该化合物的药物组合物，以及它们作为5-脂氧合酶途径抑制剂的用途。
• Inhibition of the 5-lipoxygenase pathway
  申请人：SmithKline Beckman Corporation

  公开号：US04751310A1

  公开（公告）日：1988-06-14

  Compounds having the formula ##STR1## wherein n is 0 or 1, R.sup.2 through R.sup.9 are H or C.sub.1-2 alkyl, and X is pyridyl or mono- or disubstituted phenyl are useful in the preparation of the compounds which inhibit the 5-lipoxygenase pathway.

  具有公式## STR1##的化合物其中n为0或1，R.sup.2到R.sup.9为H或C.sub.1-2烷基，X为吡啶基或单取代或二取代的苯基，在抑制5-脂氧合酶途径的化合物制备中有用。
• Pyrrolo(1,2-a)imidazole and imidazo(1,2-a)pyridine derivatives and their use as 5-lipoxygenase pathway inhibitors
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP0306300A2

  公开（公告）日：1989-03-08

  Compounds comprising pyridyl and phenyl substituted pyrrolo[1,2-a]imidazole derivatives and pyridyl and phenyl substituted imidazo[1,2-a]pyridine derivatives, of formula wherein n = 0 or 1, and their use as 5-lipoxygenase pathway inhibitors.

  由吡啶基和苯基取代的吡咯并[1,2-a]咪唑衍生物和吡啶基和苯基取代的咪唑并[1,2-a]吡啶衍生物组成的化合物，其式为 其中 n = 0 或 1，以及它们作为 5-脂氧合酶途径抑制剂的用途。