2-amino-4-(4-hydroxyphenyl)-7,7-dimethyl-5-oxo-1-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile | 1024586-87-5

• 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: 2-amino-4-(4-hydroxyphenyl)-7,7-dimethyl-5-oxo-1-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile
• 英文别名: 2-amino-4-(4-hydroxyphenyl)-7,7-dimethyl-5-oxo-1-phenyl-6,8-dihydro-4H-quinoline-3-carbonitrile
• CAS: 1024586-87-5
• 化学式: C₂₄H₂₃N₃O₂
• 分子量: 385.466
• InChiKey: YUFCVCXAITUIQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 在 三乙烯二胺 、 四乙基溴化铵 作用下， 以 水 为溶剂， 反应 0.33h， 生成 2-amino-4-(4-hydroxyphenyl)-7,7-dimethyl-5-oxo-1-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile
  参考文献：
  名称：

  Singh, Satish Kumar; Jena, Sambedan, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 6, p. 821 - 824

  摘要：

  DOI：

文献信息

• Fluoride ion catalyzed multicomponent reactions for efficient synthesis of 4H-chromene and N-arylquinoline derivatives in aqueous media
  作者：Shijay Gao、Cheng Hsuan Tsai、Chi Tseng、Ching-Fa Yao

  DOI：10.1016/j.tet.2008.06.061

  日期：2008.9

  4H-Chromene and N-arylquinoline derivatives are obtained in good to excellent yields by proceeding through a simple, mild, and efficient procedure utilizing tetrabutylammonium fluoride (TBAF) as catalyst.

  通过使用氟化四丁基铵（TBAF）进行简单，温和和有效的程序，可以高至极好的收率获得4 H- Chromene和N-芳基喹啉衍生物。
• Synthesis of N-Aryl-4-arylhexahydroquinoline Derivatives by Reaction of Cyclic Enaminones with Arylidenemalononitriles in DMSO
  作者：Takeshi Oriyama、Wei Han、Chika Inoue、Tsunaki Onizawa

  DOI：10.1055/s-0040-1705984

  日期：2021.4

  The reaction of cyclic enaminones with arylidenemalono­nitriles was carried out in the presence of 13X molecular sieves in dimethyl sulfoxide. Under these mild reaction conditions, various bioactive N-aryl-4-arylhexahydroquinoline derivatives were obtained in high yields without the necessity of using transition-metal catalyst, organobase, or reflux conditions.

  环状烯胺酮与芳基丙二腈的反应是在13X分子筛存在下于二甲基亚砜中进行的。在这些温和的反应条件下，无需使用过渡金属催化剂，有机碱或回流条件就可以高收率获得各种生物活性的N-芳基-4-芳基六氢喹啉衍生物。
• DBU-catalyzed expeditious and facile multicomponent synthesis of N-arylquinolines under microwave irradiation
  作者：Satish Kumar Singh、Krishna Nand Singh

  DOI：10.1007/s00706-011-0651-y

  日期：2012.5

  AbstractN-Arylquinoline derivatives are obtained in excellent yields by a rapid, easy, and efficient one-pot multicomponent reaction of aromatic aldehydes, 3-arylamino-5,5-dimethylcyclohex-2-enone, and active methylene compounds utilizing 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as a catalyst in ethanol under microwave irradiation. Graphical abstract

  摘要N-芳基喹啉衍生物可通过使用1,8-二氮杂双环与芳香醛，3-芳基氨基-5,5-二甲基环己-2-烯酮和活性亚甲基化合物进行快速，简便和有效的一锅多组分反应而以优异的收率获得[5.4.0]十一碳-7-烯（DBU）在微波辐射下作为乙醇中的催化剂。 图形概要
• POLYHYDROQUINOLINE COMPOUNDS AND DIHYDROPYRIDINE COMPOUNDS FOR INHIBITING BETA-AMYLOID PRODUCTION
  申请人：Mullan Michael J.

  公开号：US20100119599A1

  公开（公告）日：2010-05-13

  Provided are methods of treating or reducing the risk of developing beta-amyloid production, beta-amyloid deposition, beta-amyloid neurotoxicity (including abnormal hyperphosphorylation of tau) and microgliosis associated with cerebral accumulation of Alzheimer's amyloid by administering therapeutically effective amounts of polyhydroquinoline and dihydropyridine compounds which decrease Abeta production in cells. Further provided are methods for diagnosing diseases associated with cerebral accumulation of Alzheimer's amyloid in animals or humans by administering diagnostically effective amounts of polyhydroquinoline and dihydropyridine compounds which decrease Abeta production in cells.