7,8-dihydro-4-(4-methoxyphenyl)-7,7-dimethyl-2-phenyl-5(6H)-quinolinone | 99422-84-1

• 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: 7,8-dihydro-4-(4-methoxyphenyl)-7,7-dimethyl-2-phenyl-5(6H)-quinolinone
• 英文别名: 4-(4-methoxyphenyl)-7,7-dimethyl-5-oxo-2-phenyl-5,6,7,8-tetrahydroquinoline；4-(4-methoxyphenyl)-7,7-dimethyl-2-phenyl-7,8-dihydroquinolin-5(6H)-one；4-(4-Methoxyphenyl)-7,7-dimethyl-2-phenyl-6,8-dihydroquinolin-5-one
• CAS: 99422-84-1
• 化学式: C₂₄H₂₃NO₂
• 分子量: 357.452
• InChiKey: YGBWOKOTWGJRMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7,8-dihydro-4-(4-methoxyphenyl)-7,7-dimethyl-2-phenyl-5(6H)-quinolinone 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 生成 4-(4-Methoxy-phenyl)-7,7-dimethyl-2-phenyl-7,8-dihydro-6H-quinolin-5-one oxime
  参考文献：
  名称：

  Characteristics of heterocyclization of triketones of the 2-(3-oxopropyl)cyclohexane-1,3-dione series with hydroxylamine hydrochloride

  摘要：

  DOI：

  10.1007/bf00499412
• 作为产物：
  描述：

  5,5-dimethyl-2-<1-phenyl-3-(4-methoxyphenyl)-3-oxopropyl>-1,3-cyclohexanedione 在 乙酸铵 作用下， 以 溶剂黄146 为溶剂， 反应 48.0h， 生成 7,8-dihydro-4-(4-methoxyphenyl)-7,7-dimethyl-2-phenyl-5(6H)-quinolinone
  参考文献：
  名称：

  Heterogyclization of triketones of the 2-(3-oxopropyl)-cyclohexane-1,3-dione series

  摘要：

  DOI：

  10.1007/bf00519140

文献信息

• Para Substituted Benzaldehydes as Expedient Reagents for the Oxidative Aromatization of Hydroquinoline
  作者：Poulomi Majumdar、Anita Pati、Rajani K. Behera、Ajaya Kumar Behera

  DOI：10.1002/jhet.1117

  日期：2013.5

  A Cannizzaro‐type reaction of tetrahydro‐5(1H)‐quinolinones with para substituted benzaldehydes in the presence of a base formed the corresponding quinoline and aryl methanol rather than arylidene derivatives because of the oxidation of tetrahydroquinoline and reduction of benzaldehydes as a result of unprecedented hydride transfer from tetrahydroquinoline to arylaldehydes. The reaction proceeds best

  四氢-5（1 H）-喹啉酮与对位取代的苯甲醛在碱存在下的Cannizzaro型反应形成相应的喹啉和芳基甲醇而不是亚芳基衍生物，因为四氢喹啉被氧化并由于从四氢喹啉到芳醛的前所未有的氢化物转移。在具有+ M效应的取代基参与底物分子的过程中，反应进行得最好。
• DPTA-catalyzed one-pot regioselective synthesis of polysubstituted pyridines and 1,4-dihydropyridines
  作者：Jianjun Li、Ping He、Chuanming Yu

  DOI：10.1016/j.tet.2012.03.104

  日期：2012.6

  and amines via a one-pot multi-component reaction. The advantages of this protocol include excellent yields, environmentally benign source of nitrogen, mild reaction conditions, and simple manipulation. Different source of nitrogen like urea, thiourea, inorganic ammonium salts, and organic amines were studied. In addition, a novel way was developed for the conversion of primary aliphatic amines into

  以三氟甲磺酸二苯铵（DPAT）为催化剂，通过一锅多组分反应在无溶剂条件下由醛，酮和胺制备高度取代的吡啶和二氢吡啶。该方案的优点包括极高的收率，对环境有益的氮源，温和的反应条件和简单的操作。研究了氮的不同来源，例如尿素，硫脲，无机铵盐和有机胺。另外，开发了一种新颖的方法，用于将伯脂族胺转化为醇。
• Photo-oxidative aromatization and photo-rearrangement of 2, 4-diaryl-5-oxohexahydroquinolines
  作者：Fatemeh Abdollahi Rizi、Hamid R. Memarian、Hadi Amiri Rudbari、Olivier Blacque

  DOI：10.1016/j.jphotochem.2023.115414

  日期：2024.4

  radical intermediate was supported by the results of the experimental works and the DFT-computational studies. X-ray crystal structure analysis of two of 5-oxohexahydroquinoline compounds indicated that i). The C4-aryl ring occupies the pseudo-axial position of the twisted-boat conformation of the heterocyclic dihydropyridine ring and, ii). Owing to the steric ortho-repulsion, the C2-aryl ring has a non-planar

  合成了各种2,4-双芳基取代的5-氧代六氢喹啉，并研究了2-和4-取代对这些化合物的光化学行为的电子效应。这些化合物的紫外光照射导致发生两种类型的光反应：氧化 正常的光氧化和光重排反应。在这两个反应中，均观察到杂环1,4-二氢吡啶环芳构化为吡啶环。光化学结果表明自由基中间体的参与，负责芳环迁移和光重排反应的发生。实验工作和DFT计算研究的结果支持了所涉及的自由基中间体的捕获自由基稳定化的部分协同效应。两种5-氧代六氢喹啉化合物的X射线晶体结构分析表明i ) 。C 4 -芳基环占据杂环二氢吡啶环的扭船构象的假轴位置，并且， ii )。由于空间邻位排斥，C 2 -芳基环具有关于杂环的连接的C C 双键的非平面取向。这些观察结果与 DFT 计算研究和 X 射线晶体结构分析的数据非常一致。
• Design and synthesis of 2,4-disubstituted polyhydroquinolines as prospective antihyperglycemic and lipid modulating agents
  作者：Atul Kumar、Siddharth Sharma、Vishwa Deepak Tripathi、Ram Awatar Maurya、Swayam Prakash Srivastava、Gitika Bhatia、A.K. Tamrakar、Arvind Kumar Srivastava

  DOI：10.1016/j.bmc.2009.11.061

  日期：2010.6.1

  A series of 2,4-disubstituted polyhydroquinoline were synthesized and evaluated for their in vivo antihyperglycemic as well as antidyslipidemic activities. Several synthesized compounds have exhibited promising in vivo antihyperglycemic in SLM, STZ-S, and db/db mice model along with significant lipid and TG modulating activity. All these compounds were evaluated in various in vitro models of diabetes to know the possible mechanism of their antihyperglycemic action. Interestingly, compounds 3a-r (diaryl substitution) have exhibited promising protein-tyrosine phosphatase 1B (PTP1B) inhibitory activity whereas, compounds 5a-d (acid substituted) have shown significant glycogen phosphorylase activity. (C) 2009 Published by Elsevier Ltd.
• MARKOVA, L. I.;KAZARINOVA, T. D.;YUDOVICH, L. M.;XARCHENKO, V. G., XIMIYA GETEROTSIKL. SOED.,(1990) N, S. 209-214
  作者：MARKOVA, L. I.、KAZARINOVA, T. D.、YUDOVICH, L. M.、XARCHENKO, V. G.

  DOI：——

  日期：——