Synthesis of Some Ethyl 3-(Aryldiazenyl)-7-oxo-dihydropyrido[ 2,3-f]quinoxaline-8-carboxylates

Abstract

Ethyl 7,8-diamino-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (6) and its free acid 7 are prepared by chemical reduction of the respective 7-azido-8-nitroquinoline 5. Consecutive nucleophilic addition and cyclocondensation reactions of 6 with α-acetyl-N-arylhydrazonoyl chlorides 8a - c in ethanol and triethylamine are site-selective and yield the corresponding 3-(aryldiazinyl)- 2-methylpyrido[2,3- f ]quinoxalines 10a - c. Analytical and spectral (IR, MS, NMR) data of 6, 7, and 10a - c are in conformity with the assigned structures.

Synthesis and Anticancer Activity of 1‐(Ethyl/Methyl)‐7‐(p‐Methoxybenzyl Amino) and 7‐Amino‐6‐Fluoroquinolone‐Boron Difluoride Complexes

“…It also facilitates nitration at the C-8. A halogen at the C-7 position allows nucleophilic aromatic substitution to submit an amino group to generate a variety of novel bioactive 7,8-bridged tricyclic quinolones, [60][61][62][63] secondary amines and tricyclic or tetracyclic quinolones.…”

Advances of antitumor drug discovery in traditional Chinese medicine and natural active products by using multi‐active components combination

“…The researchers found that 2‐aminoimidazole has selective anticancer effects on some cancer cell lines 148 . Zahra et al 149 designed and synthesized a series of quinoxaline‐aryl derivatives containing 2‐aminoimidazole and estimated their antiproliferative effects on HCT‐116 and MCF‐7 cancer cell lines. Although the newly synthesized compounds did not show higher inhibitory activity than standard drugs (DOX and imatinib), the conjugate of quinoxaline and carbohydrazide Compound 35 (Figure 6) inhibited proliferation by percentage inhibition.…”

“…The researchers found that 2-aminoimidazole has selective anticancer effects on some cancer cell lines. 148 Zahra et al 149 Some linkers in hybrid molecules have no practical effect but facilitate chemical synthesis. For example, Pyridin-2(1-H)-one exists in many natural and synthetic drugs and has a variety of biological activities.…”