5,6-Diacetoxyindole is a chemical compound that belongs to the indole family, characterized by its bicyclic structure consisting of a benzene ring fused to a pyrrole ring. This compound features two acetoxy groups (-OCOCH3) attached to the 5 and 6 positions of the indole ring, which significantly influences its chemical reactivity and solubility. The presence of these acetoxy groups enhances its polarity compared to unsubstituted indole, making it more soluble in polar solvents. 5,6-Diacetoxyindole is often studied for its potential biological activities, including its role in medicinal chemistry and as a precursor in organic synthesis. Its structure allows for various chemical modifications, which can lead to the development of derivatives with specific pharmacological properties. Additionally, the compound may exhibit interesting photophysical properties, making it a subject of interest in materials science and organic electronics. As with many indole derivatives, it is essential to handle 5,6-diacetoxyindole with care, considering its potential reactivity and biological effects.

5,6-Diacetoxyindole

15069-79-1: Indoxyl 5,6-diacetate, 1H-indole-5,6-diyl diacetate

5,6-Diacetoxyindole (DAI) is a synthetic compound that inhibits the production of melanin by binding to tyrosinase. It has been shown to inhibit the uptake of noradrenaline in synaptosomes and to inhibit the binding of noradrenaline to its receptors. DAI also inhibits the production of eumelanin and dihydroxyindole. The inhibition of these two molecules is due to an increase in the ratio between 5,6-dihydroxyindole and 5,6-diacetoxyindole. This leads to a decrease in the synthesis of dopa, which is required for the production of both products.

CAS 15069-79-1: 5,6-Diacetoxyindole

5,6-Diacetoxyindole

Ref: 3B-D2317

5,6-Diacetoxyindole

Ref: 3D-FD52230

5,6-Diacetoxyindole

Ref: IN-DA003M9F

5,6-Diacetoxyindole

Ref: 10-F493671