(5-bromo-1-tosyl-1H-indol-3-yl)methanol | 701204-21-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (5-bromo-1-tosyl-1H-indol-3-yl)methanol
• 英文别名: 5-bromo-1-(4-methylbenzenesulfonyl)-1H-indole-3-ylmethanol；5-Bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole-3-methanol；[5-bromo-1-(4-methylphenyl)sulfonylindol-3-yl]methanol
• CAS: 701204-21-9
• 化学式: C₁₆H₁₄BrNO₃S
• 分子量: 380.262
• InChiKey: IGXVISTVYGPOEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5-bromo-1-tosyl-1H-indol-3-yl)methanol 在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-((5-bromo-1-tosyl-1H-indol-3-yl)methyl)phenol
  参考文献：
  名称：

  氯化铁催化（苯氧基甲基）杂芳烃1,3-重排成（杂芳基甲基）苯酚

  摘要：

  （杂芳基甲基）苯酚衍生物是通过高度有用且坚固的FeCl 3催化的（苯氧甲基）芳基杂环的1,3-重排而合成的。该策略的特点是催化剂容易获得，反应条件温和，反应时间短，底物范围广。该方法应用于扎鲁司特的关键（杂芳基甲基）苯酚中间体的合成。

  DOI：

  10.1002/ejoc.202000419

文献信息

• [EN] N-ARYLSULFONYL-3-SUBSTITUTED INDOLES HAVING SEROTONIN RECEPTOR AFFINITY, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITION CONTAINING THEM<br/>[FR] INDOLES N-ARYLSULFONYL-3-SUBSTITUES PRESENTANT UNE AFFINITE POUR LE RECEPTEUR DE LA SEROTONINE, METHODE DE PREPARATION ET COMPOSITION PHARMACEUTIQUE CONTENANT CES INDOLES
  申请人：SUVEN LIFE SCIENCES LTD

  公开号：WO2004048330A1

  公开（公告）日：2004-06-10

  The present invention relates to novel N-arylsulfonyl-3-substituted indole compounds, their derivatives, their analogs, their tautomeric forms, their stereoisomers, their geometric forms, their N-oxides, their polymorphs, their pharmaceutically acceptable salts, their pharmaceutically acceptable solvates and pharmaceutically acceptable compositions containing them. This invention particularly relates to novel N-arylsulfonyl-3-substituted indoles of the general formula (I), their derivatives, their analogs, their tautomeric forms, their stereoisomers, their polymorphs, their pharmaceutically acceptable salts, their pharmaceutically acceptable solvates, and pharmaceutically acceptable compositions containing them. This invention also relates to the process for preparing compounds of the general formula (I), pharmaceutical compositions containing such compounds and the use of such compounds and compositions in medicine. This invention also relates to the novel intermediates involved therein and process of their preparation.

  本发明涉及新型的N-芳基亚磺酰基-3-取代吲哚化合物、其衍生物、类似物、互变异构体、立体异构体、几何异构体、N-氧化物、多晶型、药物可接受的盐、药物可接受的溶剂化物以及含有它们的药物可接受组合物。本发明特别涉及具有通用公式(I)的新型N-芳基亚磺酰基-3-取代吲哚、其衍生物、类似物、互变异构体、立体异构体、多晶型、药物可接受的盐、药物可接受的溶剂化物以及含有它们的药物可接受组合物。本发明还涉及制备通用公式(I)化合物的过程、含有此类化合物的药物组合物以及此类化合物和组合物在医学中的用途。本发明还涉及其中涉及的新中间体及其制备过程。
• [EN] ORAL COMPLEMENT FACTOR D INHIBITORS<br/>[FR] INHIBITEURS ORAUX DU FACTEUR D DU COMPLÉMENT
  申请人：BIOCRYST PHARM INC

  公开号：WO2021072198A1

  公开（公告）日：2021-04-15

  Disclosed are compounds of formula (I), and pharmaceutically acceptable salts thereof, which are inhibitors of the complement system. Also provided are pharmaceutical compositions comprising such a compound, and methods of using the compounds and compositions in the treatment or prevention of a disease or condition characterized by aberrant complement system activity.

  揭示了式(I)的化合物及其药学上可接受的盐，这些化合物是裂解系统的抑制剂。还提供了包含这种化合物的药物组合物，以及使用这些化合物和组合物治疗或预防由异常裂解系统活性特征的疾病或状况的方法。
• Copper-catalyzed nucleophilic trifluoromethylation of benzylic chlorides
  作者：Yoshihiro Miyake、Shin-ichi Ota、Masashi Shibata、Kazunari Nakajima、Yoshiaki Nishibayashi

  DOI：10.1039/c4ob00957f

  日期：——

  The reactions of primary and secondary benzylic chlorides with trifluoromethyltrimethylsilane in the presence of a catalytic amount of copper(i) thiophene-2-carboxylate (CuTC) have been found to give the corresponding benzylic trifluoromethylated products in good to high yields.

  主要和次要苄基氯化物在存在催化量的硫代吡咯烷-2-羧酸铜（CuTC）的情况下与三氟甲基三甲基硅烷发生反应，得到相应的苄基三氟甲基化产物，产率较高。
• N-arylsulfonyl-3-substituted indoles having serotonin receptor affinity, process for their preparation and pharmaceutical composition containing them
  申请人：Ramakrishna Satya Nirogi Venkata

  公开号：US20060223890A1

  公开（公告）日：2006-10-05

  N-arylsulfonyl-3-substituted indole compounds, derivatives, analogs, tautomeric forms, stereoisomers, geometric forms, N-oxides, polymorphs and pharmaceutically acceptable salts.

  N-芳基磺酰基-3-取代吲哚化合物，衍生物，类似物，互变异构体，立体异构体，几何异构体，N-氧化物，多晶形式和药学上可接受的盐。
• Rapid Access to 2,2-Disubstituted Indolines via Dearomative Indolic-Claisen Rearrangement: Concise, Enantioselective Total Synthesis of (+)-Hinckdentine A
  作者：Daler Baidilov、Pavel K. Elkin、Sudhakar Athe、Viresh H. Rawal

  DOI：10.1021/jacs.3c03611

  日期：2023.7.12

  construction of 2,2-disubstituted indolines has long presented a synthetic challenge without any general solutions. Herein, we report a robust protocol for the dearomative Meerwein–Eschenmoser–Claisen rearrangement of 3-indolyl alcohols that provides efficient access to 2-substituted and 2,2-disubstituted indolines. These versatile subunits are useful for natural product synthesis and medicinal chemistry

  2,2-二取代二氢吲哚的构建长期以来一直是一个合成挑战，没有任何通用的解决方案。在此，我们报告了一种用于 3-吲哚醇脱芳香 Meerwein-Eschenmoser-Claisen 重排的可靠方案，可有效获得 2-取代和 2,2-二取代二氢吲哚。这些多功能亚基可用于天然产物合成和药物化学。标题[3,3]的σ重排通常以优异的产率进行，并将C3-吲哚醇手性以高保真度转移到C2位置，从而为构建对映体富集的2,2-二取代二氢吲哚提供了可靠的方法。该方法的力量通过海洋天然产物欣克登丁 A 的简洁且战略上独特的全合成得到了证明，