Due to the widespread use of heterocyclic molecules in biological, medicinal, and pharmaceutical fields, the aim of the present work has been directed toward building of new molecules containing active moieties of different heterocyclic ring starting from 5-nitro isatin.❖Synthesis of new spiro four membered heterocyclic rings of 3-(substituted phenylimino)-5-nitro indole-1H-2-one includes: spiro 1,3-diazetidine-2-one and spiro 2-thio-1,3-diazetidine.❖Synthesis of new spiro six membered heterocyclic rings of 3-(substituted phenylimino)-5-nitro indole-1H-2-one includes: spiro quinozolin-4-one, spiro 1,3-thiazine-4-one and spiro1,3-oxazin-4-one. ❖Synthesis of new several heterocyclic rings of 5-nitro-3-(4-tolylimino) indolin-2-one includes: 1,2,4-triazine-3-ol, 1,2,4-triazine-3-thione and 1,2-diazino.❖Synthesis of new heterocyclic rings of N-benzyl-3-(ethylimino acetate)-5-nitro indolin-2-one includes: 3-oxo-1,2,4-triazole and 3-thioxo-1,2,4-triazole.❖Study of possible application some of the prepared compounds includes: molecular docking study against Breast cancer (1ERR), antioxidant by using (DPPH) assay and evaluate breast cancer cell line (MCF-7) by using MTT assay.