Microwave-assisted multicomponent synthesis of antiproliferative 2,4-dimethoxy-tetrahydropyrimido[4,5-]quinolin-6(7)-ones

In this study, we demonstrate a simple, highly efficient, rapid and convenient series of 2,4-dimethoxy-tetrahydropyrimido[4,5- b ]quinolin-6(7 H )-ones 4a-v . Microwave irradiation facilitates the one-pot multicomponent reaction of different aromatic aldehydes, 6-amino-2,4-dimethoxypyrimidine and di...

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Veröffentlicht in:RSC advances 2022-10, Vol.12 (47), p.344-3415
Hauptverfasser: Patel, Subham G, González-Bakker, Aday, Vala, Ruturajsinh M, Patel, Paras J, Puerta, Adrián, Malik, Apoorva, Sharma, Rakesh K, Padrón, José M, Patel, Hitendra M
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Sprache:eng
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Zusammenfassung:In this study, we demonstrate a simple, highly efficient, rapid and convenient series of 2,4-dimethoxy-tetrahydropyrimido[4,5- b ]quinolin-6(7 H )-ones 4a-v . Microwave irradiation facilitates the one-pot multicomponent reaction of different aromatic aldehydes, 6-amino-2,4-dimethoxypyrimidine and dimedone using glacial acetic acid. Metal-free multicomponent synthesis, shorter reaction time, higher product yield, easy product purification without column chromatography and outstanding green credential parameters are the key features of this protocol. We analysed 4a-v against six human tumour cell lines for antiproliferative activity. 4h , 4o , 4q and 4v show good antiproliferative activity with a good in silico ADMET profile. Furthermore, 4h , 4o , 4q and 4v also show drug-likeness properties by obeying drug-like filters. Herein, we demonstrate a simple, rapid and green synthesis of 2,4-dimethoxy-THPQs under microwave irradiation and their antiproliferative activity, in silico ADMET and drug-likeness studies were carried out.
ISSN:2046-2069
2046-2069
DOI:10.1039/d2ra04669e