4821-00-5

Basic information

• Product Name: N-methyl-5,6-dihydroxyindole
• Synonyms: 1-methylindole-5,6-diol;N-methyl-5,6-dihydroxyindole;5,6-Dihydroxy-1-methylindole
• CAS NO: 4821-00-5
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.17
• Product Categories: Heterocyclic Building Blocks
• Mol File: 4821-00-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 376°C at 760 mmHg
• Flash Point: 181.2°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 3.45E-06mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: N-methyl-5,6-dihydroxyindole(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-5,6-dihydroxyindole(4821-00-5)
• EPA Substance Registry System: N-methyl-5,6-dihydroxyindole(4821-00-5)

Safety Data

• Hazardous Substances Data: 4821-00-5(Hazardous Substances Data)

Usage

General Description

N-methyl-5,6-dihydroxyindole is a chemical compound that consists of a methyl group attached to a 5,6-dihydroxyindole molecule. It is commonly found in natural sources such as certain types of fungi, plants, and marine organisms. N-methyl-5,6-dihydroxyindole is of particular interest in the field of biomedical research due to its potential pharmaceutical and medicinal applications, including its use in the synthesis of various drugs and as a precursor for the production of synthetic dyes. Additionally, N-methyl-5,6-dihydroxyindole is also being investigated for its potential role in the treatment of neurodegenerative diseases and cancer, making it an intriguing target for further study and development.

InChI:InChI=1/C9H9NO2/c1-10-3-2-6-4-8(11)9(12)5-7(6)10/h2-5,11-12H,1H3

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Relevant articles and documents

A BIOSYNTHETIC APPROACH TO THE STRUCTURE OF EUMELANINS. THE ISOLATION OF OLIGOMERS FROM 5,6-DIHYDROXY-1-METHYLINDOLE.

Enzymic oxidation, or autooxidation at pH 9, of 1 led to a mixture of fluorescent products the major of which could be isolated, as the acetyl derivative, and identified as 5,6,5',6'-tetraacetoxy-1,1'-dimethyl-2,4'-biindolyl (6).In the presence of metal cations, e.g.Ni(2+), autooxidation of 1, at pH 7.5, led to the isolation, besides the dimer 6 in lower amounts, of two more oligomers which were formulated as 5,6,5',6'-tetracetoxy-1,1'-dimethyl-2,2'-biindolyl (7) and 5,6-diacetoxy-1-methyl-2,4-di--indole (8).The unexpected reactivity of 1 to undergo oxidative coupling at 2- and 4- position rather than at 3- and 7- position, as previously believed, is discussed in relation to the current views on the structure and biosynthesis of eumelanins.

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Method for dyeing keratinous fibres using a monohydroxyindole or dihydroxyindole and a non-oxidizing aromatic carbonyl derivative and dyeing agent

The present invention relates to a method for dyeing keratinous fibers, characterized in that the following are applied to the fibers: a) a composition (A) containing, in a medium appropriate for dyeing, at least one monohydroxyindole or dihydroxyindole, this application being preceded or followed by the application of b) a composition (B) containing, in a medium appropriate for dyeing, at least one aromatic carbonyl derivative chosen from hydroxyacetophenones, hydroxybenzophenones, 2-hydroxy-1,4-benzoquinones, hydroxy-1,4-naphthoquinones,amino-1,4-naphthoquinones,hydroxy-9,10-anthraquinones and amino-9,10-anthraquinones. It also relates to the dyeing agents for carrying it out.

Product based on inorganic or organic lamellar particles, containing a melanotic pigment, process for preparing it and its use in cosmetics

The invention relates to a product in powder form consisting of organic or inorganic particles having a lamellar structure, having a size of less than 50 microns and containing at least one synthetic melanotic pigment formed in situ by oxidation of an indole compound, and to its use for the protection of the human epidermis, in make-up products and for dyeing hair.

Process for dyeing keratinous fibres with a hydroxyindole in combination with a quinone derivative; and novel 1,4-benzoquinones

Process for dyeing keratinous fibres, comprising the step of applying to these fibres at least one composition A containing, in a medium appropriate for dyeing, at least one mono- or di-hydroxyindole the application of the composition A being preceded or followed by the application of a composition B containing, in a medium appropriate for dyeing, at least one quinone derivative chosen from ortho- or para-benzoquinones, monoimines or diimines of ortho- or para-benzoquinones, 1,2- or 1,4-naphthoquinones, sulphonimides of ortho- or para-benzoquinones, α, ω-alkylene-bis-1,4-benzoquinones, or 1,2- or 1,4-naphthoquinone-monoimines or -diimines; the mono- or di-hydroxyindoles and the quinone derivatives being chosen such that the oxidation-reduction potential difference ΔE between the oxidation-reduction potential Ei of the mono- or di-hydroxyindoles, determined at pH 7 in a phosphate medium on a vitreous carbon electrode by voltametry, and the oxidation-reduction potential Eq of the quinone derivative determined at pH 7 in a phosphate medium by polarography on a mercury electrode and relative to a saturated calomel electrode is such that