3,6-二溴-8-硝基喹啉 | 158117-55-6

• 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
• 中文名称: 3,6-二溴-8-硝基喹啉
• 英文名称: 3,6-dibromo-8-nitroquinoline
• CAS: 158117-55-6
• 化学式: C₉H₄Br₂N₂O₂
• 分子量: 331.951
• InChiKey: TWKUGRVFNDYPHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,6-二溴-8-硝基喹啉 在 盐酸 、 铁粉 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以94%的产率得到8-amino-3,6-dibromoquinoline
  参考文献：
  名称：

  Preparation and fungitoxicity of 3,6-dichloro-and 3,6-dibromo-8-quinolinols

  摘要：

  3,6-Dichloro- and 3,6-dibromo-8-quinolinols were prepared by direct halogenation of 8-nitroquinoline by N-halosuccinimide in acetic acid or by halogenation of the corresponding 6-halo-8-nitroquinoline prepared via a Skraup reaction. The nitro group was reduced to amino and the amine was hydrolyzed to the phenol in 70% sulfuric acid at 220-degrees-C. The fungitoxicity of 3,6-dichloro- and 3,6-dibromo-8-quinolinols, as well as intermediates in their preparation, against Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, and Mucor cirinelloides was determined. 3,6-dichloro-8-quinolinol is the most fungitoxic analogue of this class of compounds observed to date.

  DOI：

  10.1007/bf01277632
• 作为产物：
  描述：

  6-溴-8-硝基喹啉 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以95%的产率得到3,6-二溴-8-硝基喹啉
  参考文献：
  名称：

  Preparation and fungitoxicity of 3,6-dichloro-and 3,6-dibromo-8-quinolinols

  摘要：

  3,6-Dichloro- and 3,6-dibromo-8-quinolinols were prepared by direct halogenation of 8-nitroquinoline by N-halosuccinimide in acetic acid or by halogenation of the corresponding 6-halo-8-nitroquinoline prepared via a Skraup reaction. The nitro group was reduced to amino and the amine was hydrolyzed to the phenol in 70% sulfuric acid at 220-degrees-C. The fungitoxicity of 3,6-dichloro- and 3,6-dibromo-8-quinolinols, as well as intermediates in their preparation, against Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, and Mucor cirinelloides was determined. 3,6-dichloro-8-quinolinol is the most fungitoxic analogue of this class of compounds observed to date.

  DOI：

  10.1007/bf01277632

文献信息

• [EN] QUINOLINE DERIVATIVES FOR DIAGNOSIS AND TREATMENT OF ALZHEIMER'S DISEASE<br/>[FR] DÉRIVÉS DE QUINOLÉINE POUR LE DIAGNOSTIC ET LE TRAITEMENT DE LA MALADIE D'ALZHEIMER
  申请人：UNIV NORTHEASTERN

  公开号：WO2016183578A1

  公开（公告）日：2016-11-17

  A new class of quinoline compounds is useful for the detection and treatment of Alzheimer's disease and other neurodegenerative diseases such as amyloidoses and tauopathies. The compounds can be synthesized in radiolabeled form for use as imaging agents, which can be used for early detection of aggregates in the brain or other tissues prior to onset of symptoms, allowing early therapeutic intervention. The compounds are also useful for the prevention and treatment of such diseases.

  一类新的喹啉化合物对于检测和治疗阿尔茨海默病和其他神经退行性疾病，如淀粉样蛋白病和tau蛋白病具有用处。这些化合物可以以放射标记形式合成，用作成像剂，可用于在症状发作之前早期检测大脑或其他组织中的聚集物，从而实现早期治疗干预。这些化合物还可用于预防和治疗这些疾病。
• SUBSTITUTED 1,10-PHENANTHROLINES. IV. BROMO DERIVATIVES¹
  作者：FRANCIS H. CASE

  DOI：10.1021/jo01146a018

  日期：1951.6
• 3-Haloquinolines with Substituents in the 6- and 8-Positions^1,2
  作者：Robert H. Baker、Samuel W. Tinsley、Dorothy Butler、Byron Riegel

  DOI：10.1021/ja01157a106

  日期：1950.1
• Quinoline Derivatives for Diagnosis and Treatment of Alzheimer's Disease
  申请人：Northeastern University

  公开号：US20180141911A1

  公开（公告）日：2018-05-24

  A new class of quinoline compounds is useful for the detection and treatment of Alzheimer's disease and other neurodegenerative diseases such as amyloidoses and tauopathies. The compounds can be synthesized in radiolabeled form for use as imaging agents, which can be used for early detection of aggregates in the brain or other tissues prior to onset of symptoms, allowing early therapeutic intervention. The compounds are also useful for the prevention and treatment of such diseases.