Oxindole

Oxindole

0Oxindole is an organic compound with the formula C8H7NO. It is a heterocyclic compound, specifically, a type of indole where the nitrogen atom is oxidized to a carbonyl group. Oxindole is a colorless solid that is slightly soluble in water but more soluble in organic solvents.

Structure and Synthesis

The structure of oxindole consists of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. The nitrogen atom in the pyrrole ring is oxidized to a carbonyl group, hence the name "oxindole".

Oxindole can be synthesized from indole by oxidation of the nitrogen atom. This can be achieved using various oxidizing agents such as hydrogen peroxide or potassium permanganate.

Properties and Uses

Oxindole is a weak base, with a pKa of approximately 5.5. It is stable under normal conditions but can be decomposed by strong acids or bases.

Oxindole and its derivatives have been found to exhibit a wide range of biological activities, including anti-inflammatory, antiviral, and anticancer properties. They are also used in the synthesis of various pharmaceuticals and dyes.

See Also

• Indole
• Heterocyclic compound
• Organic compound

References

‎