30490-21-2

Usage

Uses

Used in Pharmaceutical Industry:
5,7-DINITROOXINDOLE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with antitumor and antibacterial properties. Its unique structure allows for the creation of molecules that can target specific biological pathways, offering potential therapeutic benefits in treating cancer and bacterial infections.
Used in Agrochemical Industry:
In the agrochemical sector, 5,7-DINITROOXINDOLE is utilized as a precursor in the production of agrochemicals, specifically for the development of new pesticides and herbicides. Its incorporation into these products can enhance their effectiveness against pests and weeds, contributing to increased crop yields and protection of agricultural resources.
Used in Organic Synthesis:
5,7-DINITROOXINDOLE serves as a versatile building block in organic synthesis, enabling the creation of a wide range of nitrogen-containing heterocyclic compounds. Its reactivity and structural properties make it a valuable component in the synthesis of complex organic molecules, which can be further utilized in various chemical and pharmaceutical applications.
Used in Research and Development:
5,7-DINITROOXINDOLE is employed in research and development settings to explore its potential applications and properties. Scientists and researchers use 5,7-DINITROOXINDOLE to investigate its reactivity, evaluate its efficacy in various biological assays, and study its potential as a precursor for the synthesis of other valuable compounds.
Used in Environmental and Toxicological Studies:
Due to its potential toxicity and environmental impact, 5,7-DINITROOXINDOLE is also used in environmental and toxicological studies. These studies aim to understand the compound's behavior in the environment, its potential effects on ecosystems, and its toxicity to living organisms, which can inform safer handling practices and environmental regulations.

InChI:InChI=1/C8H5N3O5/c12-7-2-4-1-5(10(13)14)3-6(11(15)16)8(4)9-7/h1,3H,2H2,(H,9,12)

Upstream product

• 701-58-6 5,5-dimethyl-3-methylamino-2-cyclohexenone 
• 151797-90-9 3-Diazo-1,3-dihydro-5,7-dinitro-2H-indol-2-one 
• 14092-14-9 4-(methylamino)-3-penten-2-one 
• 108139-96-4 α-(Tetrahydropyrrolylidene-2) acetate d'ethyle 
• 870-85-9 ethyl 3-methylaminocrotonate 
• 59-48-3 2-oxoindole 

Relevant academic research and scientific papers

Bicyclic Triazoles From a Diazo Transfer Reaction Between Cyclic Enaminones and 5,7-Dinitro-3-diazo-1,3-dihydro-2H-indol-2-one

The synthetic usefulness of a new method of 1,2,3-triazole synthesis has been demonstrated.By employing cyclic enamino esters 3 and enaamino ketones 4 in reactions with 5,7-dinitro-3-diazo-1,3-dihydro-2H-indol-2-one (1), bicyclic triazoles 5 and 6 have been prepared in good to excellent yields.

Formation of 3,3,5,7-tetranitrooxindole and 3,5,7-trinitroindazole by nitration of oxindole

Nitration (HNO3/H2SO4) of oxindole gave 3,3,5,7-tetranitrooxindole (1c), which readily underwent ring-opening and decarboxylation to 4,6-dinitro-2-(dinitromethyl)aniline (4b), which in turn could be cyclized to 3,5,7-trinitroindazole (5).

Reactions of 3-diazo-1,3-dihydro-2H-indol-2-one derivatives with enaminones. A novel synthesis of 1,2,3-triazoles

A new and efficient method of 1,2,3-triazole synthesis is described in which these heterocyclics are formed through a novel nitrogen transfer from diazocarbonyl compounds to enaminones. Thus, the reaction of 3-diazo-1,3-dihydro-2H-indol-2-one derivatives 1 (X = NR3) and 3-diazobenzo[b]thiophen-2(3H)-one 5 (X = S) with enaminones 2 and 7 leads to the formation of mainly 1,2,3-triazoles 4 and pyrazoloquinazolinones 3. Both the phenyl substituents (Y and Z in 1) and the nature of the X group affects the reaction rate and product distribution. Rate increases with an increase in the electron withdrawing ability of the substituents Y and Z. The dinitro derivative Ig is shown to be the most efficient in promoting 1,2,3-triazole 4 formation while pyrazoloquinazolinones 3 are often competitively formed when other derivatives of 1 are employed.