5,6-Dihydroxyindole
Pharmaceutical Materials 2025-03-02
CAS Number: 3131-52-0
Molecular Formula: C8H7NO2
Molecular Weight: 149.15 g/mol
Appearance: Light yellow to white powder
Usage: Mainly used as a hair dye due to its ability to produce lasting and fade-resistant coloration.
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| Category | Details |
|---|---|
| Chemical Name | 5.6-Dihydroxyindole |
| Synonyms | Indole-5.6-diol; 5.6-Indolenediol; 5.6-Dihydroxy-1H-indole |
| CAS Number | 487-90-7 |
| Molecular Formula | C8H7NO2 |
| Molecular Weight | 153.15 g/mol |
| Appearance | White to light brown solid powder at room temperature and pressure |
| Melting Point | 140°C (decomposes) |
| Solubility | Insoluble in petroleum ether; soluble in hot water and N,N-dimethylformamide, dimethyl sulfoxide |
| Stability | Stable in crystalline form; readily oxidizes to a melanin-like substance in mild alkaline solutions |
| Chemical Properties | 5.6-Dihydroxyindole is a nitrogen-containing heterocyclic compound with both a six-membered benzene ring and a five-membered nitrogen-containing ring. The phenolic hydroxyl groups in its structure exhibit acidic properties and can be converted into corresponding phenolate anions under the action of weak alkaline substances. |
| Applications | – Acts as an important intermediate in the synthesis of melanin, which is formed in biological bodies through a series of enzymatic catalytic oxidation reactions of tyrosine, with 5.6-dihydroxyindole being a key intermediate. – Used in cosmetics and hair care products as a permanent hair dye. It penetrates hair, undergoes oxidative polymerization, and forms colored macromolecules that are fixed in the hair. – Serves as an intermediate in the synthesis of some amino acids, alkaloids, and tryptamines, and exhibits good dyeing effects on keratin fibers. |
| Safety Information | Handle with caution. Store in a cool, dry place away from heat, sparks, and open flames. Follow proper safety procedures and wear appropriate protective equipment when handling this chemical. |
