2-amino-3-[(3-fluorophenyl)methylideneamino]but-2-enedinitrile | 933883-42-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-3-[(3-fluorophenyl)methylideneamino]but-2-enedinitrile
• CAS: 933883-42-2
• 化学式: C₁₁H₇FN₄
• 分子量: 214.202
• InChiKey: AWUIAWWBJXTFEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.96
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-amino-3-[(3-fluorophenyl)methylideneamino]but-2-enedinitrile 在 N-氯代丁二酰亚胺 、 烟酰胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(3-fluoro-phenyl)-1H-imidazole-4,5-dicarbonitrile
  参考文献：
  名称：

  Discovery of cell-active phenyl-imidazole Pin1 inhibitors by structure-guided fragment evolution

  摘要：

  Pin1 is an emerging oncology target strongly implicated in Ras and ErbB2-mediated tumourigenesis. Pin1 isomerizes bonds linking phospho-serine/threonine moieties to proline enabling it to play a key role in proline-directed kinase signalling. Here we report a novel series of Pin1 inhibitors based on a phenyl imidazole acid core that contains sub-mu M inhibitors. Compounds have been identified that block prostate cancer cell growth under conditions where Pin1 is essential. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.063
• 作为产物：
  描述：

  2,3-diaminomaleonitrile 、 3-氟苯甲醛 在 硫酸 作用下， 以 二甲基亚砜 为溶剂， 以98%的产率得到2-amino-3-[(3-fluorophenyl)methylideneamino]but-2-enedinitrile
  参考文献：
  名称：

  Discovery of cell-active phenyl-imidazole Pin1 inhibitors by structure-guided fragment evolution

  摘要：

  Pin1 is an emerging oncology target strongly implicated in Ras and ErbB2-mediated tumourigenesis. Pin1 isomerizes bonds linking phospho-serine/threonine moieties to proline enabling it to play a key role in proline-directed kinase signalling. Here we report a novel series of Pin1 inhibitors based on a phenyl imidazole acid core that contains sub-mu M inhibitors. Compounds have been identified that block prostate cancer cell growth under conditions where Pin1 is essential. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.063

文献信息

• Imidazoles and their compositions for plant growth regulation
  申请人：MAY & BAKER LIMITED

  公开号：EP0269238A1

  公开（公告）日：1988-06-01

  The invention provides a method of regulating the growth of a plant using a compound of the formula: wherein R¹ represents alkyl or phenyl optionally substituted by halogen, alkyl, alkoxy, alkylthio, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, nitro, cyano, amino, carboxy, phenoxy, benzyloxy, alkoxycarbonyl, alkylamino, dialkylamino, alkanoylamino, R² represents nitro, cyano, carbamoyl or -CONR⁵R⁶ or -NR⁶COR⁵ (wherein R⁵ is as hereinbefore defined for R¹ and R⁶ represents hydrogen or alkyl), R³ represents halogen, nitro, cyano, amino, carbamoyl, -CONR⁷R⁸ (wherein R⁷ is as hereinbefore defined for R¹ and R⁸ represents hydrogen or alkyl), and R⁴ represents hydrogen or alkyl, or salts thereof with the exclusion of compounds in which R² and R³ simultaneously represent cyano groups; plant-growth regulating compositions, novel compounds and their preparation are described.

  该发明提供了一种利用以下化合物调节植物生长的方法：其中R¹代表烷基或苯基，可选择地取代为卤素、烷基氧基、烷基硫氧基、三氟甲基、三氟甲氧基、三氟甲基硫氧基、硝基、氰基、氨基、羧基、苯氧基、苄氧基、烷氧羰基、烷基氨基、二烷基氨基、烷酰氨基，R²代表硝基、氰基、氨基甲酰基或-CONR⁵R⁶或-NR⁶COR⁵（其中R⁵如前述定义的R¹，R⁶代表氢或烷基），R³代表卤素、硝基、氰基、氨基、氨基甲酰基、-CONR⁷R⁸（其中R⁷如前述定义的R¹，R⁸代表氢或烷基），R⁴代表氢或烷基，或其盐，排除R²和R³同时表示氰基团的化合物；描述了植物生长调节组合物、新化合物及其制备方法。
• Discovery of cell-active phenyl-imidazole Pin1 inhibitors by structure-guided fragment evolution
  作者：Andrew Potter、Victoria Oldfield、Claire Nunns、Christophe Fromont、Stuart Ray、Christopher J. Northfield、Christopher J. Bryant、Simon F. Scrace、David Robinson、Natalia Matossova、Lisa Baker、Pawel Dokurno、Allan E. Surgenor、Ben Davis、Christine M. Richardson、James B. Murray、Jonathan D. Moore

  DOI：10.1016/j.bmcl.2010.09.063

  日期：2010.11

  Pin1 is an emerging oncology target strongly implicated in Ras and ErbB2-mediated tumourigenesis. Pin1 isomerizes bonds linking phospho-serine/threonine moieties to proline enabling it to play a key role in proline-directed kinase signalling. Here we report a novel series of Pin1 inhibitors based on a phenyl imidazole acid core that contains sub-mu M inhibitors. Compounds have been identified that block prostate cancer cell growth under conditions where Pin1 is essential. (C) 2010 Elsevier Ltd. All rights reserved.