198705-41-8Relevant academic research and scientific papers
The Remarkable Cooperative Effect of a Br?nsted-Acidic Ionic Liquid in the Cyclization of 2-Aminobenzamides with Ketones
Das, Sudarshan,Santra, Sougata,Jana, Sourav,Zyryanov, Grigory V.,Majee, Adinath,Hajra, Alakananda
, p. 4955 - 4962 (2017)
An unprecedented role of an imidazolium Br?nsted acidic ionic liquid was found in the formation of 2,2-disubstituted quinazolin-4(1H)-one derivatives; both the C2-H of the imidazolium moiety and an acidic proton were necessary and simultaneously took part in the catalysis. A library of quinazolin-4(1H)-ones was prepared from readily available ketones and 2-aminobenzamides; excellent yields were obtained through simple crystallization under solvent-free conditions with lower E factors. The catalyst could be reused over five consecutive runs without any significant loss in catalytic activity. This method produces only water as a byproduct and represents a green synthetic protocol. A clean reaction, no chromatographic purification, easily accessible reactants, a metal-free and solvent-free process, and environmentally friendly reaction conditions are the notable advantages of this procedure. The possible role of the C2-H of the imidazolium moiety in catalysis was studied by mass spectrometry.
Synthesis and evaluation of anticancer and PDE 5 inhibitory activity of spiro-substituted quinazolin-4-ones
Ameen, Mohamed A.,Ahmed, Essam Kh.,Ramadan, Mohamed,Abd El-Naby, Hisham A.,Abdel-Haseeb, Asmaa A.
, p. 1513 - 1523 (2017/07/18)
A series of novel spiro-substituted 2,3-dihydroquinazolin-4(1H)-ones was synthesized and structurally confirmed by spectral analysis, screened for their anticancer activity at a concentration of 10 μΜ against a panel of 56 cell lines derived from nine different types of cancers, including leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate, and breast cancers. The synthesized compounds screened for their PDE 5 inhibitory activity and it showed encouraged activity compared to sildenafil. Graphical abstract: [Figure not available: see fulltext.].
Cyanuric chloride catalyzed mild protocol for synthesis of biologically active dihydro/spiro quinazolinones and quinazolinone-glycoconjugates
Sharma, Moni,Pandey, Shashi,Chauhan, Kuldeep,Sharma, Deepty,Kumar, Brijesh,Chauhan, Prem M. S.
experimental part, p. 929 - 937 (2012/03/12)
We have developed an efficient cyanuric chloride (2,4,6-trichloro-1,3,5- triazine, TCT) catalyzed approach for the synthesis of 2,3-dihydroquinazolin- 4(1H)-one (3a-3x), 2-spiroquinazolinone (5, 7), and glycoconjugates of 2,3-dihydroquinazolin-4(1H)-one (10a, 10b) derivatives. The reaction allows rapid cyclization (8-20 min) with 10 mol % cyanuric chloride to give skeletal complexity in good to excellent yield. We believe that this novel procedure may open the door for the easy generation of new and bioactive quinazolinones.
