5''-cyano-4,4''-diisobutyl-4'-(phenylmethyl)-2-phenyl[5,2':5',2'']terpyrimidine | 1228383-94-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5''-cyano-4,4''-diisobutyl-4'-(phenylmethyl)-2-phenyl[5,2':5',2'']terpyrimidine
• 英文别名: 5''-cyano-4,4''-diisobutyl-4'-phenylmethyl-2-phenylterpyrimidine；2-[4-Benzyl-2-[4-(2-methylpropyl)-2-phenylpyrimidin-5-yl]pyrimidin-5-yl]-4-(2-methylpropyl)pyrimidine-5-carbonitrile
• CAS: 1228383-94-5
• 化学式: C₃₄H₃₃N₇
• 分子量: 539.683
• InChiKey: DAWGNZFADWRRLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E/Z)-2-((dimethylamino)methylene)-5-methyl-3-oxohexanenitrile 、 以 乙醇 为溶剂， 反应 28.0h， 生成 5''-cyano-4,4''-diisobutyl-4'-(phenylmethyl)-2-phenyl[5,2':5',2'']terpyrimidine
  参考文献：
  名称：

  Facile Iterative Synthesis of 2,5-Terpyrimidinylenes as Nonpeptidic α-Helical Mimics

  摘要：

  A facile iterative synthesis of 2,5-terpyrimidinylenes that are structurally analogous to alpha-helix mimics is presented. Condensation of amidines with readily prepared alpha,beta-unsaturated alpha-cyanoketones gives 5-cyano-substituted pyrimidines. Iterative transformation of the 5-cyano group into an amidine allows synthesis of 2,5-terpyrimidinylenes with variable groups at the 4-, 4'-, and 4 ''-positions. These compounds are designed to mimic the i, i + 4, and i + 7 sites of an alpha-helix.

  DOI：

  10.1021/jo100272d

文献信息

• [EN] ALPHA-HELIX MIMETIC USING A 2,5-OLIGOPYRIMIDINE SCAFFOLD<br/>[FR] STRUCTURE MIMÉTIQUE D'HÉLICE ALPHA UTILISANT UN SQUELETTE 2,5-OLIGOPYRIMIDINE
  申请人：UNIV SOUTH FLORIDA

  公开号：WO2010083501A2

  公开（公告）日：2010-07-22

  Alpha-helix mimetics and associated methods of making are provided. These compounds are constructed using a 2,5-oligopyrimidine scaffold. The semi-rigid scaffold holds individual side chain-like residues in orientations that mimic the orientations of side chain residues of an ?-helical protein domain. The new scaffold is easier to make than previous scaffolds and has much more favorable physical properties than previous alpha-helix mimics. The amphiphilic alpha-helix mimetics have application for making libraries and for treating diseases or conditions effected by the inhibition or disruption of interactions with the alpha helix of a protein.
• Facile Iterative Synthesis of 2,5-Terpyrimidinylenes as Nonpeptidic α-Helical Mimics
  作者：Laura Anderson、Mingzhou Zhou、Vasudha Sharma、Jillian M. McLaughlin、Daniel N. Santiago、Frank R. Fronczek、Wayne C. Guida、Mark L. McLaughlin

  DOI：10.1021/jo100272d

  日期：2010.6.18

  A facile iterative synthesis of 2,5-terpyrimidinylenes that are structurally analogous to alpha-helix mimics is presented. Condensation of amidines with readily prepared alpha,beta-unsaturated alpha-cyanoketones gives 5-cyano-substituted pyrimidines. Iterative transformation of the 5-cyano group into an amidine allows synthesis of 2,5-terpyrimidinylenes with variable groups at the 4-, 4'-, and 4 ''-positions. These compounds are designed to mimic the i, i + 4, and i + 7 sites of an alpha-helix.