100954-32-3Relevant articles and documents
A Domino Process for the Sustainable Synthesis of Quinazolin-4(3 H)-ones with Direct Chemo- and Regioselective Bromination
Sheikhi, Ehsan,Adib, Mehdi,Yazzaf, Rozita,Jahani, Mehdi,Ghavidel, Mehdi
, p. 2046 - 2050 (2018)
An efficient approach is reported for the direct and sustainable construction of quinazolin-4(3 H)-ones through a three-component reaction of isatoic anhydride, primary amines, and bromoacetyl bromide or chloroacetyl chloride in the presence of K 2 CO 3 in DMSO. With bromoacetyl bromide, mono- or dibrominated quinazolinone scaffolds were obtainable in a chemo- and regioselective manner.
Design, synthesis, and biological evaluation of novel 6-(pyridin-3-yl) quinazolin-4(3H)-one derivatives as potential anticancer agents via PI3K inhibition
Yang, Huarong,Li, Qing,Su, Mingzhi,Luo, Fang,Liu, Yahua,Wang, Daoping,Fan, Yanhua
, (2021)
Abnormal activation of the PI3K/Akt pathway is demonstrated in most of human malignant tumors via regulation of proliferation, cell cycle, and apoptosis. Therefore, drug discovery and development of targeting the PI3K/Akt pathway has attracted great interest of researchers in the development of anticancer drugs. In this study, fifteen 6-(pyridin-3-yl) quinazolin-4(3H)-one derivatives were designed and synthesized. Anticancer activities of the synthetic compounds were evaluated and the potential mechanisms were explored. Several compounds showed certain proliferation inhibitory activity against the tested cancer cells including human non-small cell lung cancer (NSCLC) HCC827, human neuroblastoma SH-SY5Y and hepatocellular carcinoma LM3 cells. Among them, compound 7i and 7m showed the best inhibitory activity against all the cancer cell lines and more active against HCC827 cells with IC50 values of 1.12 μM and 1.20 μM, respectively. In addition, 7i and 7m showed lower inhibitory activity against H7702 cells (human normal liver cells) with IC50 values of 8.66 μM and 10.89 μM, respectively, nearly 8-fold lower than that in HCC827 cells. These results suggested that compounds 7i and 7m had certain selectivity to tumor cells, compared to human normal cells. Further biological studies indicated 7i induced G2/M phase arrests and cell apoptosis of HCC827 cells via PI3K/Akt and caspase dependent pathway. Together, these novel 6-(pyridin-3-yl) quinazolin-4(3H)-one derivatives such as compound 7i and 7m might be lead compounds for development of potential anti-cancer drugs.
6 - (Pyridin -3 -yl) quinazoline -4 (3H) - ketone derivative as well as preparation and application thereof
-
Paragraph 0057-0058; 0059-0060, (2021/10/05)
The invention discloses 6 - (pyridin -3 -yl) quinazoline -4 (3H) - ketone derivatives, and the structural formula is shown I. The invention also discloses a synthetic method thereof. Anti-tumor activity studies found compounds Ii and Im for human non-small cell lung cancer (NSCLC) HCC827. Human erythrocytes and leukocyte leukemia cells HEL, human neuroblastoma SH-SY5Y and liver cancer LM3 cells all show good proliferation inhibition activity. Ia-Iq all 17 compounds can reverse the drug resistance of Tylin drug-resistant A549/T cells, adriamycin drug-resistant MCF F F F F-7/ADR cells and adriamycin resistance HepG2/ADM cells to the corresponding chemotherapeutic drugs in different degrees.
Selective Oxidative Cleavage of 3-Methylindoles with Primary Amines Affording Quinazolinones
He, Junhui,Dong, Jianyu,Su, Lebin,Wu, Shaofeng,Liu, Lixin,Yin, Shuang-Feng,Zhou, Yongbo
supporting information, p. 2522 - 2526 (2020/04/09)
A selective functionalization of C-C-C bonds toward N-C-O bonds is realized by an n-Bu4NI-catalyzed reaction of 3-methylindoles with primary amines using TBHP as the unique oxidant. The systematic process involves oxygenation, nitrogenation, ring-opening, and recyclization, affording a broad range of quinazolinones in good to excellent yields.
