Description
Dihydroxyindole (1H-Indole-5,6-diol) is a high-purity organic compound with the molecular formula C8H7NO2 and CAS number 3131-52-0. This heterocyclic aromatic compound features a hydroxyl group at both the 5- and 6-positions of the indole ring, making it a key intermediate in biochemical and pharmaceutical research. Dihydroxyindole is widely utilized in studies related to melanin synthesis, neuromodulation, and oxidative stress due to its role as a precursor in the biosynthesis of eumelanin. Our product is rigorously tested for purity and stability, ensuring optimal performance in sensitive applications. Available in various quantities, it is ideal for researchers requiring a reliable and well-characterized compound for advanced studies.
Properties
- CAS Number: 3131-52-0
- Complexity: 151
- IUPAC Name: 1H-indole-5,6-diol
- InChI: InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9-11H
- InChI Key: SGNZYJXNUURYCH-UHFFFAOYSA-N
- Exact Mass: 149.047678466
- Molecular Formula: C8H7NO2
- Molecular Weight: 149.15
- SMILES: C1=CNC2=CC(=C(C=C21)O)O
- Topological: 56.3
- Monoisotopic Mass: 149.047678466
- Physical Description: Solid
- Synonyms: 5,6-Dihydroxyindole, 3131-52-0, 1H-Indole-5,6-diol, Dopamine lutine, indole-5,6-diol, Z3OC8499KG, CHEBI:27404, IMEXINE OAY, DTXSID20185242, EC 412-130-9, DIHYDROXYINDOLE [INCI], CHEBI:23781, DTXCID30107733, 412-130-9, dihydroxyindole, dhi, 5,6-Dihydroxy-1H-indole, MFCD00798933, 5,6-dihydroxy indole, CHEMBL92636, UNII-Z3OC8499KG, Calcein Red? (sodium salt), SCHEMBL48994, SCHEMBL9739171, SCHEMBL9740880, Dopamine lutine;Indole-5,6-diol, Dopamine lutine; Indole-5,6-diol, BCP02562, BBL102959, BDBM50028548, STL556768, AKOS005258825, CS-W018811, DB01811, FD52256, HY-W018025, AC-22682, DS-10556, SY041253, DB-008889, NS00001889, C05578, D-3560, Q9207472, InChI=1/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9-11, 25656-67-1
Application
Dihydroxyindole is primarily used in biochemical research as a precursor for melanin synthesis, particularly in studies involving skin pigmentation and photoprotection. It also serves as a model compound for investigating oxidative polymerization processes and reactive oxygen species (ROS) generation. Additionally, it finds applications in neurochemical research due to its structural similarity to neurotransmitters like dopamine.
Safety and Hazards
GHS Hazard Statements
- H302: Harmful if swallowed [Warning Acute toxicity, oral]
- H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]
- H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
Precautionary Statements
- P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, P391, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Eye Dam. 1 (97.4%)
- Aquatic Chronic 2 (97.4%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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