N-(3-叠氮基丙基)-4-(2,6-二-叔丁基-4-(6-(4-甲基哌嗪-1-基)-1H-苯并[d]咪唑-2-基)苯氧基)丁酰胺 | 1311982-88-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: N-(3-叠氮基丙基)-4-(2,6-二-叔丁基-4-(6-(4-甲基哌嗪-1-基)-1H-苯并[d]咪唑-2-基)苯氧基)丁酰胺
• 英文名称: N-(3-azidopropyl)-4-(2,6-di-tert-butyl-4-(6-(4-methylpiperazin-1-yl)-1H,-2,5-benzo[d]imidazol-2-yl)phenoxy)butanamide
• 英文别名: N-(3-Azidopropyl)-4-(2,6-di-tert-butyl-4-(6-(4-methylpiperazin-1-yl)-1H-benzo[d]imidazol-2-yl)phenoxy)butanamide；N-(3-azidopropyl)-4-[2,6-ditert-butyl-4-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]phenoxy]butanamide
• CAS: 1311982-88-3
• 化学式: C₃₃H₄₈N₈O₂
• 分子量: 588.797
• InChiKey: LTPQCIXFOJELHJ-UHFFFAOYSA-N

物化性质

• 溶解度：
  DMSO：≥ 100 mg/mL (169.84 mM)；水：< 0.1 mg/mL（不溶）

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  87.8
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(3-叠氮基丙基)-4-(2,6-二-叔丁基-4-(6-(4-甲基哌嗪-1-基)-1H-苯并[d]咪唑-2-基)苯氧基)丁酰胺 、 fluorescein-propargyl amide 在 copper(II) sulfate 、 维生素 C 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Defining the RNA Internal Loops Preferred by Benzimidazole Derivatives via 2D Combinatorial Screening and Computational Analysis

  摘要：

  RNA is an important therapeutic target; however, RNA targets are generally underexploited due to a lack of understanding of the small molecules that bind RNA and the RNA motifs that bind small molecules. Herein, we describe the identification of the RNA internal loops derived from a 4096 member 3 x 3 nucleotide loop library that are the most specific and highest affinity binders to a series of four designer, druglike benzimidazoles. These studies establish a potentially general protocol to define the highest affinity and most specific RNA motif targets for heterocyclic small molecules. Such information could be used to target functionally important RNAs in genomic sequence.

  DOI：

  10.1021/ja200212b
• 作为产物：
  描述：

  3,5-二叔丁基-4-羟基苯甲醛 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 potassium carbonate 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 硝基苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 84.5h， 生成 N-(3-叠氮基丙基)-4-(2,6-二-叔丁基-4-(6-(4-甲基哌嗪-1-基)-1H-苯并[d]咪唑-2-基)苯氧基)丁酰胺
  参考文献：
  名称：

  Defining the RNA Internal Loops Preferred by Benzimidazole Derivatives via 2D Combinatorial Screening and Computational Analysis

  摘要：

  RNA is an important therapeutic target; however, RNA targets are generally underexploited due to a lack of understanding of the small molecules that bind RNA and the RNA motifs that bind small molecules. Herein, we describe the identification of the RNA internal loops derived from a 4096 member 3 x 3 nucleotide loop library that are the most specific and highest affinity binders to a series of four designer, druglike benzimidazoles. These studies establish a potentially general protocol to define the highest affinity and most specific RNA motif targets for heterocyclic small molecules. Such information could be used to target functionally important RNAs in genomic sequence.

  DOI：

  10.1021/ja200212b

文献信息

• [EN] TRANSCRIPTOME-WIDE DESIGN OF SELECTIVE, BIOACTIVE SMALL MOLECULES TARGETING RNA<br/>[FR] CONCEPTION DANS LE TRANSCRIPTOME DE PETITES MOLÉCULES BIOACTIVES SÉLECTIVES CIBLANT L'ARN
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2015021415A1

  公开（公告）日：2015-02-12

  Methods and computer systems are described herein for identifying small molecules that bind to selected RNA structural features (e.g., to RNA secondary structures). Also described are compounds and compositions that modulate RNA function and/or activity.

  本文描述了用于识别与选定RNA结构特征（例如RNA次级结构）结合的小分子的方法和计算机系统。还描述了调节RNA功能和/或活性的化合物和组合物。
• [EN] SMALL MOLECULE TARGETED RECRUITMENT OF A NUCLEASE TO RNA<br/>[FR] RECRUTEMENT CIBLÉ DE PETITES MOLÉCULES D'UNE NUCLÉASE À L'ARN
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2019209975A1

  公开（公告）日：2019-10-31

  Provided herein are compounds that selectively bind and cleave RNA. In various embodiments, the disclosure provides chemical compounds effective as ribonuclease targeting chimeras (RIBOTACs), that target the endogenous enzyme RNase L to selectively cleave the RNA in a living cell. These compounds are useful in the treatment of diseases, e.g., the treatment of breast cancer.

  本文提供了一些选择性结合和切割RNA的化合物。在各种实施方式中，本公开提供了作为核糖核酸酶靶向嵌合物（RIBOTACs）有效的化学化合物，这些化合物以内源酶RNase L为靶点，以选择性地在活细胞中切割RNA。这些化合物在治疗疾病方面很有用，例如治疗乳腺癌。
• 분자 전자 센서용 개질된 뉴클레오티드 트리포스페이트
  申请人：Roswell Biotechnologies, Inc. 로스웰 바이오테크놀로지스 인코포레이티드(520180041688)

  公开号：KR20190034320A

  公开（公告）日：2019-04-01

  각종 구현예에서, 단일 분자 센서를 위한 신호 향상 방법이 신규한 개질된 dNTP 와 함께 개시된다. 일반적으로, 향상 방법은 폴리머라아제를 포함하는 분자 전자 센서를 제공하는 것과, 폴리머라아제에 대한 적절한 완충제 중 개질된 dNTP 및 뉴클레오티드 주형을 제공하는 것을 포함하고, 폴리머라아제 효소 작용 중 개질된 dNTP 의 혼입은, 상응하는 자연 dNTP 에 의한 성능에 비해 혼입 이벤트에 대해 향상된 전기적 신호 또는 개선된 신호-대-노이즈 비를 제공한다.

  在各种实施例中，用于单分子传感器的信号增强方法与新型修饰的dNTP一起启动。通常，增强方法包括提供包含聚合酶的分子电子传感器，并提供用于修饰的dNTP和核苷酸前体的适当缓冲剂，其中修饰的dNTP在聚合酶酶作用中的混入，相比于相应的自然dNTP，提供了改善的电信号或改进的信号-噪声比。
• TRANSCRIPTOME-WIDE DESIGN OF SELECTIVE, BIOACTIVE SMALL MOLECULES TARGETTING RNA
  申请人：The Scripps Research Institute

  公开号：EP3293292A1

  公开（公告）日：2018-03-14

  Methods and computer systems are described herein for identifying small molecules that bind to selected RNA structural features (e.g., to RNA secondary structures). Also described are compounds and compositions that modulate RNA function and/or activity.

  本文描述了识别与所选 RNA 结构特征（如 RNA 二级结构）结合的小分子的方法和计算机系统。还描述了调节 RNA 功能和/或活性的化合物和组合物。
• TRANSCRIPTOME-WIDE DESIGN OF SELECTIVE, BIOACTIVE SMALL MOLECULES TARGETING RNA
  申请人：The Scripps Research Institute

  公开号：US20160188791A1

  公开（公告）日：2016-06-30

  Methods and computer systems are described herein for identifying small molecules that bind to selected RNA structural features (e.g., to RNA secondary structures). Also described are compounds and compositions that modulate RNA function and/or activity.