6-吡啶-4-基-1H-吲哚 | 885273-49-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 6-吡啶-4-基-1H-吲哚
• 中文别名: 6-(吡啶-4-基)-1H-吲哚
• 英文名称: 6-(pyridin-4-yl)-1H-indole
• 英文别名: 6-pyridin-4-yl-1H-indole
• CAS: 885273-49-4
• 化学式: C₁₃H₁₀N₂
• mdl: MFCD04114754
• 分子量: 194.236
• InChiKey: FOCQQVWHCPIMHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  6-吡啶-4-基-1H-吲哚 在 硼烷四氢呋喃络合物 、 potassium carbonate 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.17h， 生成 dimethyl[(2-{1-[(oxolan-3-yl)methyl]-6-(pyridin-4-yl)-1H-indol-3-yl}ethyl)sulfamoyl]amine
  参考文献：
  名称：

  [EN] REV-ERB AGONISTS FOR THE TREATMENT OF TH17-MEDIATED INFLAMMATORY DISORDERS
  [FR] AGONISTES REV-ERB POUR LE TRAITEMENT DE TROUBLES INFLAMMATOIRES À MÉDIATION PAR TH17

  摘要：

  本公开提供了Formula IA和Formula IB的化合物及其作为REV-ERB-α选择性激动剂的药物组合物：其中R1、R2、R3、R4、R5、RX1、RX2、nA、nB、X、Y和Z如本文所述。这些化合物在各种方法和用途中非常有用，例如用于治疗包括高血糖、血脂异常、动脉粥样硬化、自身免疫和炎症性疾病等疾病，以及作为癌症治疗药物，如用于治疗胶质母细胞瘤、肝细胞癌和结直肠癌，以及用于免疫肿瘤学目的。

  公开号：

  WO2021263278A1
• 作为产物：
  描述：

  6-溴吲哚 、 4-吡啶硼酸频哪醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 5.0h， 以35%的产率得到6-吡啶-4-基-1H-吲哚
  参考文献：
  名称：

  [EN] REV-ERB AGONISTS FOR THE TREATMENT OF TH17-MEDIATED INFLAMMATORY DISORDERS
  [FR] AGONISTES REV-ERB POUR LE TRAITEMENT DE TROUBLES INFLAMMATOIRES À MÉDIATION PAR TH17

  摘要：

  本公开提供了Formula IA和Formula IB的化合物及其作为REV-ERB-α选择性激动剂的药物组合物：其中R1、R2、R3、R4、R5、RX1、RX2、nA、nB、X、Y和Z如本文所述。这些化合物在各种方法和用途中非常有用，例如用于治疗包括高血糖、血脂异常、动脉粥样硬化、自身免疫和炎症性疾病等疾病，以及作为癌症治疗药物，如用于治疗胶质母细胞瘤、肝细胞癌和结直肠癌，以及用于免疫肿瘤学目的。

  公开号：

  WO2021263278A1

文献信息

• [EN] HIGHLY ACTIVE SELF-SUFFICIENT NITRATION BIOCATALYSTS<br/>[FR] BIOCATALYSEURS DE NITRATION AUTO-SUFFISANTS HAUTEMENT ACTIFS
  申请人：UNIV FLORIDA

  公开号：WO2018081456A1

  公开（公告）日：2018-05-03

  The disclosure relates to the field of fusion proteins. In some aspects, the disclosure relates to artificial fusion proteins comprising cytochrome P450 enzymes linked to reductase enzymes and uses thereof. In some aspects, the disclosure relates to compounds produced by artificial cytochrome P450 enzymes.

  该披露涉及融合蛋白的领域。在某些方面，该披露涉及人工融合蛋白，其中包括与还原酶酶相连的细胞色素P450酶，并其用途。在某些方面，该披露涉及由人工细胞色素P450酶产生的化合物。
• Artificial self-sufficient cytochrome P450s
  申请人：University of Florida Research Foundation, Incorporated

  公开号：US10138205B2

  公开（公告）日：2018-11-27

  The disclosure relates to the field of fusion proteins. In some aspects, the invention relates to artificial fusion proteins comprising cytochrome P450 enzymes linked to reductase enzymes and uses thereof. In some aspects, the disclosure relates to compounds produced by artificial cytochrome P450 enzymes.

  本发明涉及融合蛋白领域。 在某些方面，本发明涉及由与还原酶连接的细胞色素 P450 酶组成的人工融合蛋白及其用途。 在某些方面，本发明涉及由人工细胞色素P450酶产生的化合物。
• Highly active self-sufficient nitration biocatalysts
  申请人：University of Florida Research Foundation, Incorporated

  公开号：US11078467B2

  公开（公告）日：2021-08-03

  The disclosure relates to the field of fusion proteins. In some aspects, the disclosure relates to artificial fusion proteins comprising cytochrome P450 enzymes linked to reductase enzymes and uses thereof. In some aspects, the disclosure relates to corn-pounds produced by artificial cytochrome P450 enzymes.

  本公开涉及融合蛋白领域。在某些方面，本发明涉及由与还原酶连接的细胞色素 P450 酶组成的人工融合蛋白及其用途。在某些方面，本公开涉及由人工细胞色素P450酶生产的玉米蛋白。
• Rationally designed N-phenylsulfonylindoles as a tool for the analysis of the non-basic 5-HT6R ligands binding mode
  作者：Jakub Staroń、Ryszard Bugno、Wojciech Pietruś、Grzegorz Satała、Stefan Mordalski、Dawid Warszycki、Agata Hogendorf、Adam S. Hogendorf、Justyna Kalinowska-Tłuścik、Tomasz Lenda、Bogusław Pilarski、Andrzej J. Bojarski

  DOI：10.1016/j.ejmech.2020.112916

  日期：2021.1

  Among all of the monoaminergic receptors, the 5-HT₆R has the highest number of non-basic ligands (approximately 5% of compounds stored in 25th version of ChEMBL database have the strongest basic pKa below 5, calculated using the Instant JChem calculator plugin). These compounds, when devoid of a basic nitrogen, exhibit high affinity and remarkable selectivity. Despite a decade of research, no clues have been given for explanation of such an intriguing phenomenon. Here, a series of analogs of four known 5-HT₆R ligands, has been rationally designed to approach this issue. For each of the synthesized 42 compounds, a binding affinity for 5-HT₆R has been measured, together with a selectivity profile against 5-HT_1AR, 5-HT_2AR, 5-HT₇R and D₂R. Performed induced fit docking and molecular dynamics experiments revealed that no particular interaction was responsible for the activity of non-basic compounds. In fact, a plain N-phenylsulfonylindole (1e) was found to possess a moderate (5-HT₆R, K_i = 159 nM) affinity. No other monoaminergic receptor has as simple and selective ligand as this one. Thus, it is stated that it binds to the receptor solely based on its conformation and as such, possesses a minimum amount of features, required for binding. Also, any functional group able to form an additional interaction with the receptor increase the binding affinity, like in the case of two highly active non-basic compounds 3e and 5g (5-HT₆R, K_i = 65 nM and 38 nM, respectively).
• HIGHLY ACTIVE SELF-SUFFICIENT NITRATION BIOCATALYSTS
  申请人：University of Florida Research Foundation, Incorporated

  公开号：EP3532492A1

  公开（公告）日：2019-09-04