2-[3-[(4-cyanophenyl)hydroxymethyl]phenyl]malononitrile | 297745-46-1

• 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-[3-[(4-cyanophenyl)hydroxymethyl]phenyl]malononitrile
• 英文别名: 2-[3-[(4-Cyanophenyl)-hydroxymethyl]phenyl]propanedinitrile
• CAS: 297745-46-1
• 化学式: C₁₇H₁₁N₃O
• 分子量: 273.294
• InChiKey: KYQXSORDOIAKFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氨基苯硫酚 、 2-[3-[(4-cyanophenyl)hydroxymethyl]phenyl]malononitrile 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 Z-α-[amino[(4-aminophenyl)thio]methylene]-3-[(4-cyanophenyl)hydroxymethyl]benzeneacetonitrile
  参考文献：
  名称：

  Beyond U0126. Dianion chemistry leading to the rapid synthesis of a series of potent MEK inhibitors

  摘要：

  Employing phenylmalonitrile dianion chemistry, a large number of analogues of MEK inhibitor lead SH053 (IC50 = 140 nM) were rapidly synthesized leading to single digit nM inhibitors, displaying submicromolar AP-1 transcription inhibition in COS-7 cells. Compound 41, exhibiting a MEK IC50 = 12 nM showed ip activity in a TPA-induced car edema model with an ED50 = 5 mg/kg. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.012
• 作为产物：
  描述：

  3-溴氰苄 在 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 2-[3-[(4-cyanophenyl)hydroxymethyl]phenyl]malononitrile
  参考文献：
  名称：

  Beyond U0126. Dianion chemistry leading to the rapid synthesis of a series of potent MEK inhibitors

  摘要：

  Employing phenylmalonitrile dianion chemistry, a large number of analogues of MEK inhibitor lead SH053 (IC50 = 140 nM) were rapidly synthesized leading to single digit nM inhibitors, displaying submicromolar AP-1 transcription inhibition in COS-7 cells. Compound 41, exhibiting a MEK IC50 = 12 nM showed ip activity in a TPA-induced car edema model with an ED50 = 5 mg/kg. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.012

文献信息

• Amino-thio-acrylonitriles as MEK inhibitors
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：US06703420B1

  公开（公告）日：2004-03-09

  This invention relates generally to amino-thio-acrylonitriles of formula Ia or Ib: as MEK inhibitors, pharmaceutical compositions containing the same, and methods of using the same as for treatment and prevention of inflammatory disorders or as an anticancer radiosensitizing agent.

  这项发明通常涉及式Ia或Ib的氨基硫基丙烯腈：作为MEK抑制剂，含有该化合物的药物组合物，以及使用该化合物用于治疗和预防炎症性疾病或作为抗癌放射增敏剂的方法。
• [EN] AMINO-THIO-ACRYLONITRILES AS MEK INHIBITORS<br/>[FR] AMINO-THIO-ACRYLONITRILES UTILISES COMME INHIBITEURS DES KINASES MEK
  申请人：DU PONT PHARM CO

  公开号：WO2000056706A1

  公开（公告）日：2000-09-28

  This invention relates generally to amino-thio-acrylonitriles of formula (Ia) or (Ib) as MEK inhibitors, pharmaceutical compositions containing the same, and methods of using the same as for treatment and prevention of inflammatory disorders or as an anticancer radiosensitizing agent.

  本发明涉及一般式(Ia)或(Ib)的氨基硫基丙烯腈作为MEK抑制剂，含有相同的药物组合物，以及将其用于治疗和预防炎症性疾病或作为抗癌放射增敏剂的方法。
• AMINO-THIO-ACRYLONITRILES AS MEK INHIBITORS
  申请人：Du Pont Pharmaceuticals Company

  公开号：EP1163215A1

  公开（公告）日：2001-12-19
• US6703420B1
  申请人：——

  公开号：US6703420B1

  公开（公告）日：2004-03-09
• Beyond U0126. Dianion chemistry leading to the rapid synthesis of a series of potent MEK inhibitors
  作者：John Wityak、Frank W. Hobbs、Daniel S. Gardner、Joseph B. Santella、Joseph J. Petraitis、Jung-Hui Sun、Margaret F. Favata、Andrea J. Daulerio、Kurumi Y. Horiuchi、Robert A. Copeland、Peggy A. Scherle、Bruce D. Jaffe、James M. Trzaskos、Ronald L. Magolda、George L. Trainor、John V. Duncia

  DOI：10.1016/j.bmcl.2004.01.012

  日期：2004.3

  Employing phenylmalonitrile dianion chemistry, a large number of analogues of MEK inhibitor lead SH053 (IC50 = 140 nM) were rapidly synthesized leading to single digit nM inhibitors, displaying submicromolar AP-1 transcription inhibition in COS-7 cells. Compound 41, exhibiting a MEK IC50 = 12 nM showed ip activity in a TPA-induced car edema model with an ED50 = 5 mg/kg. (C) 2004 Elsevier Ltd. All rights reserved.