5H-吡咯并[1,2-a]咪唑,2-(4-氟苯基)-6,7-二氢- | 111883-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5H-吡咯并[1,2-a]咪唑,2-(4-氟苯基)-6,7-二氢-
• 中文别名: 2-(4-氟苯基)-6,7-二氢-5H-吡咯并[1,2-A]咪唑
• 英文名称: 2-(4-Fluorophenyl)-6,7-dihydro-(5H)-pyrrolo[1,2-a]imidazole
• 英文别名: 2-(4-fluorophenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole；5H-Pyrrolo[1,2-a]imidazole, 2-(4-fluorophenyl)-6,7-dihydro-
• CAS: 111883-62-6
• 化学式: C₁₂H₁₁FN₂
• mdl: MFCD27941578
• 分子量: 202.231
• InChiKey: OQPKHWUHNNRULF-UHFFFAOYSA-N

物化性质

• 熔点：
  137.5-139.0 °C(Solv: carbon tetrachloride (56-23-5))
• 沸点：
  393.5±17.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  5H-吡咯并[1,2-a]咪唑,2-(4-氟苯基)-6,7-二氢- 在 potassium tert-butylate 、 氧气 、 叔丁醇 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 生成 2-(4-Fluorophenyl)-3-(4-pyridyl)-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
• 作为产物：
  描述：

  2-氯代-4'-氟苯乙酮 以 氯仿 、 水 为溶剂， 反应 12.0h， 生成 5H-吡咯并[1,2-a]咪唑,2-(4-氟苯基)-6,7-二氢-
  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

• [EN] BENZIMIDAZOLES AND BENZOTHIAZOLES AS INHIBITORS OF MAP KINASE<br/>[FR] BENZIMIDAZOLES ET BENZOTHIAZOLES UTILISES COMME INHIBITEURS DE LA MAP KINASE
  申请人：LILLY CO ELI

  公开号：WO2004014900A1

  公开（公告）日：2004-02-19

  The present invention provides kinase inhibitors of Formula I: wherein W represents inter alia imidazol, oxazol, pyrazol, thiazol as triazol, which are substituted by phenyl or thienyl. The disclosed compounds inhibit p-38 kinase and are useful in the treatment of metastasis or rheumatoid arthritis.

  本发明提供了一种化合物I的激酶抑制剂：其中W代表咪唑、噁唑、吡唑、噻唑或三唑等，这些化合物被苯基或噻吩基取代。所公开的化合物抑制p-38激酶，在转移或类风湿性关节炎的治疗中很有用。
• [EN] NOVEL SUBSTITUTED IMIDAZOLES AS CASEIN KINASE 1 δ/&egr; INHIBITORS<br/>[FR] UTILISATION DE NOUVEAUX IMIDAZOLES SUBSTITUÉS COMME INHIBITEURS DE LA CASÉINE KINASE 1 &Dgr;/&Egr;
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2014100533A1

  公开（公告）日：2014-06-26

  The invention provides compounds of Formula (I) and pharmaceutically acceptable salts thereof. The compounds of Formula (I) inhibit protein kinase activity thereby making them useful as anticancer agents.

  这项发明提供了式（I）的化合物及其药学上可接受的盐。式（I）的化合物通过抑制蛋白激酶活性，因此可用作抗癌药物。
• 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。
• Facile preparation of a 4-substituted [2,6-14C]pyridine: Synthesis of [14C]SK&amp;F 105809
  作者：J. Richard Heys、A. J. Villani、A. R. Mastrocola

  DOI：10.1002/(sici)1099-1344(199608)38:8<761::aid-jlcr887>3.0.co;2-2

  日期：1996.8

  4-arylated tetrahydropyridine. Treatment of this compound at elevated temperatures with Pd/Al 2 O 3 in nitrobenzene solution caused hydrogenolysis of the benzyl group and aromatization, generating the 4-substituted [2,6- 14 C 2 ]pyridine 4 in good overall radiochemical yield from [ 14 C]formaldehyde. In high yields, compound 4 was converted via the methylsulfide [ 14 C]SK&F 105561 (1b) to the methylsulfinyl

  [ 14 C] 甲醛用于亲核试剂辅助的亚胺鎓离子与 N-benzyl-3-butynylamine 的环化，以提供 N-benzyl-4-iodo-1,2,5,6-四氢 [2,6- 14 C 2 ]吡啶。这种乙烯基碘与有机锌衍生物 2 的钯催化偶联得到相应的 4-芳基化四氢吡啶。在硝基苯溶液中用 Pd/Al 2 O 3 在升高的温度下处理该化合物导致苄基的氢解和芳构化，生成 4-取代的 [2,6- 14 C 2 ] 吡啶 4，从 [ 14 ] C]甲醛。化合物4以高产率通过甲基硫化物[ 14 C]SK&F 105561 (1b)转化为甲基亚磺酰基化合物[ 14 C]SK&F 105809 (l#)。有人提出，在亚胺离子环化过程中，
• 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。