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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 20
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Articles

Ecofriendly and highly efficient microwave-induced synthesis of novel quinazolinone-undecyl hybrids with in vitro antitumor activity

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Pages 2630-2641 | Received 22 Feb 2019, Published online: 09 Jul 2019
 

Abstract

Novel N-alkyl-quinazolin-4-one derivatives 3–5 were obtained from reaction of 6-Iodo-2-undecylquinazolin-4(3H)-one (2) with different alkyl halides. Hydrazinolysis of compound 5 gave the acetohydrazide 6 which reacted with different carbon electrophiles to produce 2-undecyl-4(3H)-quinazolinone derivatives. The new products were obtained by either conventional method or by microwave assisting technique and the structure of all products was confirmed by elemental and spectral data. The ecofriendly microwave provides an efficiency over than conventional method in many aspects. All the synthesized products were tested in vitro against a panel of three human tumor cell lines, namely, hepatocellular carcinoma (liver) HepG2, colon cancer HCT-116, and mammary gland breast MCF-7. Almost all of the tested compounds showed satisfactory activity.

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