5,6-Dihydroxyindole
- CAS No.
- 3131-52-0
- Chemical Name:
- 5,6-Dihydroxyindole
- Synonyms
- 1H-indole-5,6-diol;DIHYDROXYINDOLE;3ID;JACS-3131-52-0;Indol-5,6-diol;DOPAMINE LUTINE;INDOLE-5,6-DIOL;5,6-DIYDROXYINDOLE;5.6-Dihydroxy Indol;5,6-Dihydroxyindole
- CBNumber:
- CB9179990
- Molecular Formula:
- C8H7NO2
- Molecular Weight:
- 149.15
- MDL Number:
- MFCD00798933
- MOL File:
- 3131-52-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| Cosmetics Ingredients Functions | HAIR DYEING |
| 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) |
| EWG's Food Scores | 1-3 |
| FDA UNII | Z3OC8499KG |
| UNSPSC Code | 12352200 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS05,GHS07,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H318-H411 | |||||||||
| Precautionary statements | P264-P280i-P301+P312a-P305+P351+P338-P310a-P501a | |||||||||
| Hazard Codes | Xn,N | |||||||||
| Risk Statements | 22-41-51/53 | |||||||||
| Safety Statements | 22-26-36/37/39-61 | |||||||||
| WGK Germany | WGK 3 | |||||||||
| HS Code | 2933998090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral Aquatic Chronic 2 Eye Dam. 1 |
|||||||||
| REACH Registrations | Inactive | |||||||||
| NFPA 704 |
|
5,6-Dihydroxyindole price More Price(63)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 20630 | 5,6-dihydroxy Indole ≥98% | 3131-52-0 | 250mg | $117 | 2026-04-30 | Buy |
| Cayman Chemical | 20630 | 5,6-dihydroxy Indole ≥98% | 3131-52-0 | 500mg | $160 | 2026-04-30 | Buy |
| Cayman Chemical | 20630 | 5,6-dihydroxy Indole ≥98% | 3131-52-0 | 1g | $230 | 2026-04-30 | Buy |
| Cayman Chemical | 20630 | 5,6-dihydroxy Indole ≥98% | 3131-52-0 | 5g | $909 | 2026-04-30 | Buy |
| Biosynth | D-3560 | 5,6-Dihydroxyindole | 3131-52-0 | 25mg | $324.5 | 2026-06-04 | Buy |
5,6-Dihydroxyindole Chemical Properties, Uses, 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
5,6-Dihydroxyindole Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Rochi Pharmaceutical Co., Ltd. | 021-38751876 15000076078 | Info@rochipharma.com | China | 616 | 55 |
| Hubei jian chu biological technology co., LTD | 027-027-65021350 18164064948 | yuan18164064948@foxmail.com | China | 581 | 58 |
| Shanghai AmasPharm Co., Ltd. | 021-54540637 18621091017 | sales@amaspharm.com | China | 787 | 62 |
| Innochem(Beijing) Technology Co.,Ltd. | 010-56541685 13070143590 | sales@innochem.cn | China | 172 | 57 |
| Hubei Hongxin Ruiyu Fine Chemical Co., Ltd. | 027-65526929 15102793023 | hbhxry@foxmail.com | China | 987 | 55 |
| Suzhou Gopon Pharmaceutical Co., Ltd | 13358059751 | gopon2012@gmail.com | China | 285 | 58 |
| Hubei jian chu biological technology co., LTD | 027-65528353 13554206703 | HBJC3279834739@foxmail.com | China | 999 | 58 |
| Huzhou Chenxi Environmental Protection Technology Co., Ltd. | 16762203950 16762203950 | 3775386035@qq.com | China | 102 | 58 |
| Jiangxi Zhiyan Biopharmaceutical Technology Co., Ltd | 13732973797 13970866816 | fa@zybiopharma.com | China | 46 | 58 |
| Shanghai Hanlin biology science and technology co., ltd | 183-0212-4410 18302124410 | Djt18302124410@163.com | China | 2869 | 58 |
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View Latest Price from 5,6-Dihydroxyindole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-18 | 5,6-DIHYDROXYINDOLE
3131-52-0
|
$6.00 | 99.86 | 60 tons | Jinan Million Pharmaceutical Co., Ltd | ||
 |
2026-09-18 | 5,6-DIHYDROXYINDOLE
3131-52-0
|
5KG | 97% | 100 | Speranza Chemical Co., Ltd. | ||
 |
2026-09-07 | 5,6-DIHYDROXYINDOLE
3131-52-0
|
1kg | 99% | 500 | HANGZHOU HAILAN CHEMICAL CO.,LTD. |
-
- 5,6-DIHYDROXYINDOLE
3131-52-0
- $6.00
- 99.86
- Jinan Million Pharmaceutical Co., Ltd
-
- 5,6-DIHYDROXYINDOLE
3131-52-0
- 97%
- Speranza Chemical Co., Ltd.
-
- 5,6-DIHYDROXYINDOLE
3131-52-0
- $0.00
- 99%
- HANGZHOU HAILAN CHEMICAL CO.,LTD.
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