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Synthesis and Transformation of 4‐(1‐Chloro‐1‐nitroethyl)‐6,7‐dimethoxy‐2‐methylquinazoline: Spectral Characterization and Anti‐cancer Properties of some Novel Quinazoline Derivatives
Author(s) -
Hoan Duong Quoc,
Hoa Le Thi,
Huan Trinh Thi,
Dinh Nguyen Huu
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3897
Subject(s) - chemistry , quinazoline , cytotoxicity , in vitro , liver cancer , combinatorial chemistry , hepatocellular carcinoma , transformation (genetics) , human breast , breast carcinoma , stereochemistry , cancer , cancer research , cancer cell , breast cancer , biochemistry , medicine , gene , biology
An efficient and simple method has been reported for the synthesis of 4‐(1‐Chloro‐1‐nitroethyl)‐6,7‐dimethoxy‐2‐methylquinazoline ( 2 ) as a key compound for further transformation to other novel 6,7‐dimethoxy‐2‐methyl‐4‐substituted quinazolines. The structure of the synthesized compounds was characterized by spectroscopic methods. The pathway of some unprecedented reactions was proposed. ( E )‐1‐(6,7‐dimethoxy‐2‐methylquinazolin‐4‐yl)‐3‐(4‐nitrophenyl)prop‐2‐en‐1‐one (11) exhibits high in vitro cytotoxicity on three cell lines, Hepatocellular carcinoma (Hep‐G2), Human lung carcinoma (LU‐1), and Human breast carcinoma (MCF‐7) with IC 50 of 2.1, 11.6 and 2.2 μM, respectively.