(R)-6-(3-(benzyloxy)piperidine-1-carbonyl)-N-((S)-1-hydroxy-3-methylbutan-2-yl)-4-isobutylpyridazine-3-carboxamide | 949913-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (R)-6-(3-(benzyloxy)piperidine-1-carbonyl)-N-((S)-1-hydroxy-3-methylbutan-2-yl)-4-isobutylpyridazine-3-carboxamide
• 英文别名: 6-((R)-3-(benzyloxy)piperidine-1-carbonyl)-N-((S)-1-hydroxy-3-methylbutan-2-yl)-4-isobutylpyridazine-3-carboxamide；N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-4-(2-methylpropyl)-6-[(3R)-3-phenylmethoxypiperidine-1-carbonyl]pyridazine-3-carboxamide
• CAS: 949913-78-4
• 化学式: C₂₇H₃₈N₄O₄
• 分子量: 482.623
• InChiKey: BQSMAJWHIHHHHS-ISKFKSNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-6-(3-(benzyloxy)piperidine-1-carbonyl)-N-((S)-1-hydroxy-3-methylbutan-2-yl)-4-isobutylpyridazine-3-carboxamide 在 戴斯-马丁氧化剂 作用下， 生成 N-[(2S)-3-methyl-1-oxobutan-2-yl]-4-(2-methylpropyl)-6-[(3R)-3-phenylmethoxypiperidine-1-carbonyl]pyridazine-3-carboxamide
  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：

  4-甲基-1-戊炔 在 三甲基铝 、 氢气 、 肼 、 sodium nitrite 作用下， 生成 (R)-6-(3-(benzyloxy)piperidine-1-carbonyl)-N-((S)-1-hydroxy-3-methylbutan-2-yl)-4-isobutylpyridazine-3-carboxamide
  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

文献信息

• 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.