6-bromo-2-phenethylquinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-bromo-2-phenethylquinoline
• 英文别名: 6-Bromo-2-(2-phenylethyl)quinoline
• 化学式: C₁₇H₁₄BrN
• 分子量: 312.209
• InChiKey: ZAGYPACJYNAUAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 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：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-bromo-2-phenethylquinoline 、 3-(二甲氨基)-1-(3-氟苯基)丙烷-1-酮 在 正丁基锂 、 盐酸二异丙胺 、 氯化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.33h， 生成 2-(6-Bromoquinolin-2-yl)-5-(dimethylamino)-3-(3-fluorophenyl)-1-phenylpentan-3-ol
  参考文献：
  名称：

  [EN] QUINOLINE DERIVATIVES AS ANTIBACTERIAL AGENTS
  [FR] DERIVES DE QUINOLEINE UTILISES COMME AGENTS ANTIBACTERIENS

  摘要：

  公开号：

  WO2007014941A3
• 作为产物：
  描述：

  4-苯基-2-丁醇 、 2-氨基-5-溴苯甲醇 在 C₂₂H₂₄ClIrN₃O⁽¹⁺⁾*Cl^(1-) 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 24.0h， 以69%的产率得到6-bromo-2-phenethylquinoline
  参考文献：
  名称：

  遵循双重脱氢策略，使用醇类可持续地合成水中的N-杂环

  摘要：

  本研究描述了在空气中使用醇在新的水溶性Ir络合物的存在下在空气中合成药物相关N杂环（如取代的喹啉，a啶和1,8-萘啶）的第一个实例。这种方法的可行性和有效性通过有效合成具有生物活性的天然产物（±）-半胱氨酸和各种N-杂芳族化合物的克级合成来证明。进行了一些动力学实验和DFT计算以支持合理的反应机理，该机理揭示了该系统遵循一致的外球机理进行醇脱氢。

  DOI：

  10.1016/j.jcat.2019.03.028

文献信息

• A novel iridium/acid co-catalyzed transfer hydrogenative C(sp³)–H bond alkylation to access functionalized N-heteroaromatics
  作者：Zhenda Tan、Huanfeng Jiang、Min Zhang

  DOI：10.1039/c6cc03996k

  日期：——

  A novel iridium/acid co-catalysed transfer hydrogenative coupling strategy, enabling direct alkylation of C(sp3)-H bond and atom-economic access to alkyl chain-lengthened N-Heteroaromatics from six-membered 2-alkyl cyclic amines and aldehydes, has been...

  一种新颖的铱/酸共催化转移氢化偶联策略，能够使C（sp3）-H键直接烷基化，并使原子经济地从六元2-烷基环状胺和醛类中获得烷基链加长的N-杂芳族化合物是...
• [EN] QUINOLINE DERIVATIVES FOR USE AS MYCOBACTERIAL INHIBITORS<br/>[FR] DERIVES DE QUINOLEINE UTILISES EN TANT QU'INHIBITEURS MYCOBACTERIENS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005075428A1

  公开（公告）日：2005-08-18

  The present invention relates to novel substituted quinoline derivatives according to the general Formula (I), useful in the treatment of mycobacterial diseases such as TB.

  本发明涉及一种新型的取代喹啉衍生物，符合一般式（I），可用于治疗结核病等分枝杆菌疾病。
• QUINOLINE DERIVATIVES AS ANTIBACTERIAL AGENTS
  申请人：Janssen Pharmaceutica NV

  公开号：EP1912648B1

  公开（公告）日：2013-04-10
• NOVEL MYCOBACTERIAL INHIBITORS
  申请人：Guillemont Emile Georges Jerome

  公开号：US20070299106A1

  公开（公告）日：2007-12-27

  The present invention relates to novel substituted quinoline derivatives according to the general Formula (I) pharmaceutically acceptable addition salts, quaternary amines, stereochemically isomeric forms, tautomeric forms and N-oxide forms thereof, wherein R 1 is hydrogen, halo, haloalkyl, cyano, hydroxy, Ar, Het, alkyl, alkyloxy, alkylthio, alkyloxyalkyl, alkylthioalkyl, Ar-alkyl or di(Ar)alkyl; p is 1, 2 or 3; s is 0, 1, 2, 3 or 4; R 2 is hydrogen; halo; alkyl; hydroxy; mercapto; optionally substituted alkyloxy; alkyloxyalkyloxy; alkylthio; mono or di(alkyl)amino wherein alkyl may optionally be substituted; Ar; Het, a radical of formula R 3 is alkyl, Ar, Ar-alkyl, Het, Het-alkyl; q is 0, 1, 2, 3 or 4; R 4 and R 5 are hydrogen, alkyl, benzyl; or R 4 and R 5 may be taken together including the N to which they are attached; R 6 is hydrogen, halo, haloalkyl, hydroxy, Ar, alkyl, alkyloxy, alkylthio, alkyloxyalkyl, alkylthioalkyl, Ar-alkyl or di(Ar)alkyl; or two vicinal R 6 radicals may be taken together to form together with the phenyl ring to which they are attached a naphthyl; r is 1, 2, 3, 4 or 5; R 7 is hydrogen, alkyl, Ar or Het; R 8 is hydrogen-, alkyl, hydroxyl, aminocarbonyl, mono-or di(alkyl)aminocarbonyl, Ar, Het, substituted alkyl, Het-C(═O)— or Ar—C(═O)—; provided that when the quinoline substituent carrying the R 3 to R 6 substituents is placed in position 3 of the quinoline moiety; R 7 is placed in position 4 and R 2 is placed in position 2 and represents hydrogen, hydroxy, mercapto, alkyloxy, alkyloxyalkyloxy, alkylthio, mono or di(alkyl)amino or a radical of formula then s is 1, 2, 3 or 4; also claimed is a composition comprising the claimed compounds, the use of the claimed compounds or compositions for the manufacture of a medicament for the treatment of mycobacterial diseases and a process for preparing the claimed compounds.
• Quinoline Derivatives as Antibacterial Agents
  申请人：Guillemont Jerome Emile Georges

  公开号：US20080207687A1

  公开（公告）日：2008-08-28

  Use of a compound for the manufacture of a medicament for the treatment of a bacterial infection provided that the bacterial infection is other than a Mycobacterial infection, said compound being a compound of formula (I) a pharmaceutically acceptable acid or base addition salt, a quaternary amine, a stereochemically isomeric form, a tautomeric form or a N-oxide form thereof, wherein R 1 is hydrogen, halo, haloalkyl, cyano, hydroxy, Ar, Het, alkyl, alkyloxy, alkylthio, alkyloxyalkyl, alkylthioalkyl, Ar-alkyl or di(Ar)alkyl; p is 1 to 3; s is 0 to 4; R 2 is hydrogen; halo; alkyl; hydroxy; mercapto; optionally substituted alkyloxy; alkyloxyalkyloxy; alkylthio; mono or di(alkyl)amino wherein alkyl may optionally be substituted; Ar; Het or a radical of formula R 3 is alkyl, Ar, Ar-alkyl, Het or Het-alkyl; q is 0 to 4; R 4 and R 5 each independently are hydrogen, alkyl or benzyl; or R 4 and R 5 may be taken together including the N to which they are attached; R 6 is hydrogen, halo, haloalkyl, hydroxy, Ar, alkyl, alkyloxy, alkylthio, alkyloxyalkyl, alkylthioalkyl, Ar-alkyl or di(Ar)alkyl; or two vicinal R 6 radicals may be taken together to form together with the phenyl ring to which they are attached a naphthyl; r is 1 to 5; R 7 is hydrogen, alkyl, Ar or Het; R 8 is hydrogen, alkyl, hydroxyl, aminocarbonyl, mono- or di(alkyl)aminocarbonyl, Ar, Het, alkyl substituted with one or two Het, alkyl substituted with one or two Ar, Het-C(═O)— or Ar—C(═O)—; provided that when the R 3 bearing radical is placed in position 3 of the quinoline moiety; R 7 is placed in position 4 and R 2 is placed in position 2 and represents hydrogen, hydroxy, mercapto, alkyloxy, alkyloxyalkyloxy, alkylthio, mono or di(alkyl)amino or a radical of formula then s is 1 to 4.