4-bromo-N-(3-phenyl-propyl)-benzenesulfonamide | 211675-73-9

• 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: 4-bromo-N-(3-phenyl-propyl)-benzenesulfonamide
• 英文别名: 4-bromo-N-(3-phenylpropyl)benzenesulfonamide
• CAS: 211675-73-9
• 化学式: C₁₅H₁₆BrNO₂S
• mdl: MFCD03378146
• 分子量: 354.268
• InChiKey: NOTLZJBVJPGYFK-UHFFFAOYSA-N

物化性质

• 溶解度：
  10.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 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：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-bromo-N-(3-phenyl-propyl)-benzenesulfonamide 在 碘苯二乙酸 、 碘 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以57%的产率得到1-(4-bromobenzenesulfonyl)-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Study on Radical Amidation onto Aromatic Rings with (Diacyloxyiodo)arenes

  摘要：

  Sulfonamides of primary amines bearing an aromatic ring at the gamma-position were treated with (diacyloxyiodo)arenes and:iodine under irradiation conditions with;a tungsten-lamp to give the corresponding 1,2,3,4-tetrahydroquinoline derivatives in moderate to good yields. Here, the reactivity depends on the Z-group (protecting group) of the starting amides. Under the same reaction conditions, some sulfonamides were treated with (diacetoxyiodo)benzene and iodine in the presence of aromatics to give the corresponding N-arylated amides. These reactions proceed through the intramolecular and intermolecular amidations onto aromatic rings via the sulfonamidyl radicals formed.

  DOI：

  10.1021/jo980450y

文献信息

• Novel Sulphonamide Derivatives as Glucocorticoid Receptor Modulators for the Treatment of Inflammatory Diseases
  申请人：Bladh Hakan

  公开号：US20090093485A1

  公开（公告）日：2009-04-09

  Compounds of formula (I) or a pharmaceutically acceptable salt thereof; compositions comprising them, processes for preparing them and their use in medical therapy (for example modulating the glucocorticoid receptor in a warm blooded animal).

  化合物的公式(I)或其药学上可接受的盐；包含它们的组合物，制备它们的过程以及它们在医学治疗中的用途（例如在温血动物中调节糖皮质激素受体）。
• Oxidatively sonochemical dealkylation of various N-alkylsulfonamides to free sulfonamides and aldehydes
  作者：Masashi Katohgi、Hideo Togo

  DOI：10.1016/s0040-4020(01)00725-6

  日期：2001.8

  Various N-alkylsulfonamides were easily dealkylated to give the corresponding free sulfonamides in moderate to good yields in the presence of (diacetoxyiodo)benzene and iodine under ultrasonic irradiation. Application of this methodology to various AT-protected alkylamines with sulfonyl, phosphonyl, and acyl groups was carried out, and the oxidative conversion occurred only in N-sulfonyl-protected phenylalkylamines to give the corresponding aldehydes together with free sulfonamides in moderate to good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.
• NOVEL SULPHONAMIDE DERIVATIVES AS GLUCOCORTICOID RECEPTOR MODULATORS FOR THE TREATMENT OF INFLAMMATORY DISEASES
  申请人：AstraZeneca AB

  公开号：EP1807391A1

  公开（公告）日：2007-07-18
• MODULATORS OF THE HISTAMINE H3-RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO
  申请人：Arena Pharmaceuticals, Inc.

  公开号：EP2035372A1

  公开（公告）日：2009-03-18
• [EN] NOVEL SULPHONAMIDE DERIVATIVES AS GLUCOCORTICOID RECEPTOR MODULATORS FOR THE TREATMENT OF INFLAMMATORY DISEASES<br/>[FR] NOUVEAUX DERIVES DE SULFONAMIDE UTILISES COMME MODULATEURS DU RECEPTEUR GLUCOCORTICOIDE ET DESTINES AU TRAITEMENT DE MALADIES INFLAMMATOIRES
  申请人：ASTRAZENECA AB

  公开号：WO2006046916A1

  公开（公告）日：2006-05-04

  [EN] Compounds of formula (I) or a pharmaceutically acceptable salt thereof; compositions comprising them, processes for preparing them and their use in medical therapy (for example modulating the glucocorticoid receptor in a warm blooded animal).
  [FR] L'invention concerne des composés de formule (I) ou un sel pharmaceutiquement acceptables desdits composés. Elle concerne des compositions contenant ces composés, des méthodes de préparation de ces composés et l'utilisation de ces composés dans un traitement médical, tel que la modulation du récepteur glucocorticoïde chez un animal à sang chaud.