3,6-dimethyl-4-benzyl-1,2-pyridazine dicarboxylate | 1032954-31-6

• 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: 3,6-dimethyl-4-benzyl-1,2-pyridazine dicarboxylate
• 英文别名: 3,6-dimethyl 4-benzylpyridazine-dicarboxylate；dimethyl 4-benzylpyridazine-3,6-dicarboxylate
• CAS: 1032954-31-6
• 化学式: C₁₅H₁₄N₂O₄
• 分子量: 286.287
• InChiKey: LVOTZUXXWPYJSP-UHFFFAOYSA-N

物化性质

• 沸点：
  497.8±45.0 °C(Predicted)
• 密度：
  1.238±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  3,6-dimethyl-4-benzyl-1,2-pyridazine dicarboxylate 在 三甲基铝 、 肼 作用下， 生成 C₁₈H₂₂N₆O₂
  参考文献：
  名称：

  Heterocyclic α-helix mimetics for targeting protein–protein interactions

  摘要：

  The design and synthesis of alpha-helix peptidomimetics using inverse electron demand Diels-Alder reactions is described. The potency of the resulting pyridazine-based library to disrupt the Bak/Bcl-X-L interaction was tested using an in vitro fluorescence polarization assay. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.075
• 作为产物：
  描述：

  3-苯-1-丙炔 、 1,2,4,5-四嗪-3,6-二羧酸二甲酯 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以87%的产率得到3,6-dimethyl-4-benzyl-1,2-pyridazine 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。
• OXAZOLE-PYRIDAZINE-OXAZOLE ALPHA-HELIX MIMETIC
  申请人：Rebek, JR. Julius

  公开号：US20100113466A1

  公开（公告）日：2010-05-06

  There are provided alpha helix scaffolds mimicking i, i+3/i+4, i+7 or i+11 residues having the general structure oxazole-pyridazine-piperidine or oxazole-pyridazine-oxazole. The common pyridazine heterocycle originates from substituted or unsubstituted dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate. These scaffolds are synthetic counterparts of amphiphilic alpha helices having a hydrophilic face along one side and a hydrophobic face along the other side of the helix.

  提供了模拟i，i+3/i+4，i+7或i+11残基的α螺旋支架，具有氧唑-吡啶嗪-哌啶或氧唑-吡啶嗪-氧唑的一般结构。常见的吡啶嗪杂环起源于取代或未取代的二甲基1,2,4,5-四氮唑-3,6-二羧酸酯。这些支架是具有亲水侧面和疏水侧面的两栖性α螺旋的合成对应物。
• [EN] OXAZOLE-PYRIDAZINE-OXAZOLE ALPHA-HELIX MIMETIC<br/>[FR] MIMÉTIQUE DE TYPE HÉLICE ALPHA DE L'OXAZOLE-PYRIDAZINE-OXAZOLE
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2010042758A3

  公开（公告）日：2010-08-12
• Heterocyclic α-helix mimetics for targeting protein–protein interactions
  作者：Shannon M. Biros、Lionel Moisan、Enrique Mann、Alexandre Carella、Dayong Zhai、John C. Reed、Julius Rebek

  DOI：10.1016/j.bmcl.2007.05.075

  日期：2007.8

  The design and synthesis of alpha-helix peptidomimetics using inverse electron demand Diels-Alder reactions is described. The potency of the resulting pyridazine-based library to disrupt the Bak/Bcl-X-L interaction was tested using an in vitro fluorescence polarization assay. (c) 2007 Elsevier Ltd. All rights reserved.
• 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)