ChemicalBook > CAS DataBase List > 5,6-DIHYDROXYINDOLE

5,6-DIHYDROXYINDOLE

Product Name: 5,6-DIHYDROXYINDOLE
CAS No.: 3131-52-0
Chemical Name: 5,6-DIHYDROXYINDOLE
Synonyms: 1H-indole-5,6-diol;DIHYDROXYINDOLE;JACS-3131-52-0;DOPAMINE LUTINE;INDOLE-5,6-DIOL;5,6-DIYDROXYINDOLE;5,6-DIHYDROXYINDOLE;5.6-Dihydroxy Indol;5,6-DihydroxyindoleI;Dopamine Impurity 12
CBNumber: CB9179990
Molecular Formula: C8H7NO2
Formula Weight: 149.15
MOL File: 3131-52-0.mol

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5,6-DIHYDROXYINDOLE Property

Melting point:: 140 °C (decomp)
Boiling point:: 411.2±25.0 °C(Predicted)
Density: 1.510±0.06 g/cm3(Predicted)
RTECS: NL7858000
storage temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility: DMF: 10 mg/ml; DMSO: 3 mg/ml; Ethanol: 10 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
form: Solid
pka: 9.81±0.40(Predicted)
color: Off-white to light brown
InChI: InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9-11H
InChIKey: SGNZYJXNUURYCH-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(O)C(O)=C2)C=C1
LogP: 0.370 (est)

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Safety

Hazard Codes: Xn,N
Risk Statements: 22-41-51/53
Safety Statements: 22-26-36/37/39-61
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 20630
Product name: 5,6-dihydroxy Indole
Purity: ≥98%
Packaging: 250mg
Price: $106
Updated: 2024/03/01

Cayman Chemical

Product number: 20630
Product name: 5,6-dihydroxy Indole
Purity: ≥98%
Packaging: 500mg
Price: $145
Updated: 2024/03/01

Cayman Chemical

Product number: 20630
Product name: 5,6-dihydroxy Indole
Purity: ≥98%
Packaging: 1g
Price: $209
Updated: 2024/03/01

Cayman Chemical

Product number: 20630
Product name: 5,6-dihydroxy Indole
Purity: ≥98%
Packaging: 5g
Price: $826
Updated: 2024/03/01

TRC

Product number: D453768
Product name: 5,6-Dihydroxyindole
Packaging: 250mg
Price: $100
Updated: 2021/12/16

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5,6-DIHYDROXYINDOLE Chemical Properties,Usage,Production

Description

5,6-Dihydroxyindole is a melanin precursor. It is one of the toxic compounds in the melanin biosynthetic pathway. 5,6-Dihydroxyindole is an indole derivative that contains two hydroxyl groups attached to the 5th and 6th positions of the indole ring. It is an intermediate in the biosynthesis of melanin, a pigment responsible for the coloration of hair, skin, and eyes in humans and other organisms.

Chemical Properties

5,6-Dihydroxyindole is the second isomer of dihydroxyindole. Pure 5,6-dihydroxyindole is soluble in hot water, insoluble in petroleum ether, and stable in the crystalline state, but oxidizes rapidly to melanin-like substances in slightly alkaline solutions.

Uses

5,6-Dihydroxyindole is an intermediate in melanogenesis, the production of melanin which is found in our skin, eyes, hair, and inner ear.

Definition

ChEBI: 5,6-dihydroxyindole is a dihydroxyindole. It has a role as a mouse metabolite.

Synthesis Reference(s)

Synthetic Communications, 15, p. 321, 1985 DOI: 10.1080/00397918508063806

Synthesis

89762-39-0

3131-52-0

General procedure for the synthesis of 5,6-dihydroxyindole from the compound (CAS: 89762-39-0): sodium chloride was added to the melanin precursor solution (mainly composed of dopachrome) obtained in step 5, adjusting the final concentration to 2.5%. The reaction mixture was allowed to stand at room temperature for 45 min, which significantly accelerated the conversion of dopa pigment to 5,6-dihydroxyindole as compared to the precursor solution without the addition of sodium chloride. If sodium ascorbate solution was added to the reaction system instead of sodium chloride, the yield of 5,6-dihydroxyindole was significantly increased (up to 90% of 5,6-dihydroxyindole in the melanin precursor solution).

IC 50

Human Endogenous Metabolite

References

[1] Patent: EP1820491, 2007, A1. Location in patent: Page/Page column 12
[2] Patent: EP1820491, 2007, A1. Location in patent: Page/Page column 12

5,6-DIHYDROXYINDOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5,6-DIHYDROXYINDOLE manufacturers

HANGZHOU HAILAN CHEMICAL CO.,LTD.

Product: 5,6-DIHYDROXYINDOLE 3131-52-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 500
Release date: 2025-08-16

Hebei Chuanghai Biotechnology Co., Ltd

Product: 5,6-DIHYDROXYINDOLE 3131-52-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-01

Speranza Chemical Co., Ltd.

Product: 5,6-DIHYDROXYINDOLE 3131-52-0
Price: US $0.00-0.00/KG
Min. Order: 5KG
Purity: 97%
Supply Ability: 100
Release date: 2024-03-26

3131-52-0, 5,6-DIHYDROXYINDOLERelated Search:

N,N-dimethyldopamine Methanone, [4-(2-aminoethyl)phenyl]phenyl- 5,6-METHYLENEDIOXY-2-PHENYLINDOLE 5,6-DIHYDROXYINDOLE Solypertine oxypertine 5,6-DIMETHOXY-2-PHENYLINDOLE ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE 5,6-DIMETHOXYINDOLE-2-CARBOXYLIC ACID 5-Benzyloxy-6-methoxyindole Alpertine 5,6-Dimethoxyindole 6-HYDROXYMELATONIN METHYL-6,7-DIMETHOXY-4-ETHYL-BETA-CARBOLINE-3-CARBOXYLATE 5,6-DIACETOXYINDOLE 5,6-DIBENZYLOXYINDOLE 5-hydroxy-6-methoxyindole 6-BENZYLOXY-5-METHOXYINDOLE-2-CARBOXYLIC ACID

INDOLE-5,6-DIOL

DOPAMINE LUTINE

5,6-DIHYDROXYINDOLE

DIHYDROXYINDOLE

5,6-Dihydroxy-1H-indole

1H-indole-5,6-diol

5,6-DIYDROXYINDOLE

5.6-Dihydroxy Indol

2,5,6-Dihydroxyindole

5,6-DihydroxyindoleI

5,6-Dihydroxyindole, >=95%

JACS-3131-52-0

Dopamine Impurity 12

Norepinephrine Impurity 36

3131-52-0

3131-50-2

Heterocycles

Impeticbead

3131-52-0