Dimethyl 4-(naphthalen-1-ylmethyl)pyridazine-3,6-dicarboxylate | 1011300-00-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Dimethyl 4-(naphthalen-1-ylmethyl)pyridazine-3,6-dicarboxylate
• CAS: 1011300-00-7
• 化学式: C₁₉H₁₆N₂O₄
• 分子量: 336.347
• InChiKey: HBKXQERPMNKNCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  78.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Dimethyl 4-(naphthalen-1-ylmethyl)pyridazine-3,6-dicarboxylate 、 N-Boc-哌嗪 在 magnesium chloride 作用下， 以 乙腈 为溶剂， 反应 25.0h， 以45%的产率得到methyl 6-(4-(tert-butoxycarbonyl)piperazine-1-carbonyl)-4-(naphthalen-1-yl-methyl)pyridazine-3-carboxylate
  参考文献：
  名称：

  作为α-螺旋模拟物的恶唑-吡咯-哌嗪支架的合成

  摘要：

  描述了基于三环恶唑-吡咯-哌嗪支架的非肽类 α-螺旋模拟物的合成。支架呈现出用于识别的疏水表面和增强溶解性的亲水边缘。合成是高度模块化的，并允许靶向一系列涉及 α-螺旋的蛋白质-蛋白质相互作用。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejoc.200701164
• 作为产物：
  描述：

  1-(2-methoxy-2-propenyl)-naphthalene 、 1,2,4,5-四嗪-3,6-二羧酸二甲酯 以 1,4-二氧六环 为溶剂， 以65%的产率得到Dimethyl 4-(naphthalen-1-ylmethyl)pyridazine-3,6-dicarboxylate
  参考文献：
  名称：

  作为α-螺旋模拟物的恶唑-吡咯-哌嗪支架的合成

  摘要：

  描述了基于三环恶唑-吡咯-哌嗪支架的非肽类 α-螺旋模拟物的合成。支架呈现出用于识别的疏水表面和增强溶解性的亲水边缘。合成是高度模块化的，并允许靶向一系列涉及 α-螺旋的蛋白质-蛋白质相互作用。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejoc.200701164

文献信息

• OXAZOLE-PYRROLE-PIPERAZINE ALPHA-HELIX MIMETIC
  申请人：Rebek, JR. Julius

  公开号：US20090197895A1

  公开（公告）日：2009-08-06

  Amphiphilic α-helix mimetics are provided. These compounds are constructed using an oxazole-pyrrole-piperazine (OPP) scaffold. The amphiphilic α-helix mimetics are also employable for making libraries and for treating diseases or conditions effected by the inhibition or disruption of interactions with the alpha helix of a protein.

  提供了两性α-螺旋拟态体。这些化合物是使用噁唑-吡咯-哌嗪（OPP）支架构建的。这些两性α-螺旋拟态体还可用于制备文库，并用于治疗受到蛋白质α-螺旋相互作用抑制或破坏影响的疾病或病况。
• ALPHA-HELIX MIMETIC WITH FUNCTIONALIZED PYRIDAZINE
  申请人：Rebek, JR. Julius

  公开号：US20100022549A1

  公开（公告）日：2010-01-28

  The synthesis of new α-helix scaffolds mimicking i, i+3 or i+4, i+7 residues, was accomplished. The common pyridazine heterocycle originates from the easily available dimethyl pyridazine-3,6-dicarboxylate building block. These scaffolds may be thought of as synthetic counterparts of amphiphilic α-helices having a hydrophilic face along one side and a hydrophobic face along the other side of the helix.

  合成了模拟i、i+3或i+4、i+7残基的新α-螺旋支架。常见的吡啶嗪杂环来自易得的二甲基吡啶嗪-3,6-二甲酸二酯基块。这些支架可以被视为具有一个疏水面和一个疏水面的两侧的两性α-螺旋的合成对应物。
• Synthesis of pyridazines functionalized with amino acid side chains
  作者：Enrique Mann、Lionel Moisan、Jun-Li Hou、Julius Rebek

  DOI：10.1016/j.tetlet.2007.11.149

  日期：2008.1

  A simple route for the preparation of 3,4,6-substituted pyridazines is described by using Tebbe olefination of esters then Diels-Alder reaction of the resulting enol ethers with tetrazine. (C) 2007 Elsevier Ltd. All rights reserved.
• [EN] ALPHA-HELIX MIMETIC WITH FUNCTIONALIZED PYRIDAZINE<br/>[FR] MIMÉTIQUE ALPHA HÉLICOÏDAL À PYRAZINE FONCTIONNALISÉE
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2010011864A2

  公开（公告）日：2010-01-28

  The synthesis of new α-helix scaffolds mimicking i, i+3 or i+4, i+7 residues, was accomplished. The common pyridazine heterocycle originates from the easily available dimethyl pyridazine-3,6-dicarboxylate building block. These scaffolds may be thought of as synthetic counterparts of amphiphilic ?-helices having a hydrophilic face along one side and a hydrophobic face along the other side of the helix.
• Synthesis of an Oxazole–Pyrrole–Piperazine Scaffold as an α-Helix Mimetic
  作者：Lionel Moisan、Severin Odermatt、Naran Gombosuren、Alexandre Carella、Julius Rebek

  DOI：10.1002/ejoc.200701164

  日期：2008.4

  The synthesis of nonpeptidic α-helix mimetics based on a tricyclic oxazole–pyrrole–piperazine scaffold is described. The scaffold presents both a hydrophobic surface for recognition and a hydrophilic edge that enhances solubility. The synthesis is highly modular and allows the targeting of a range of protein–protein interactions involving α-helices. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim

  描述了基于三环恶唑-吡咯-哌嗪支架的非肽类 α-螺旋模拟物的合成。支架呈现出用于识别的疏水表面和增强溶解性的亲水边缘。合成是高度模块化的，并允许靶向一系列涉及 α-螺旋的蛋白质-蛋白质相互作用。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)