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

Description

N-methyl-5,6-dihydroxyindole is a chemical compound characterized by the attachment of a methyl group to a 5,6-dihydroxyindole molecule. It is naturally occurring in various sources such as fungi, plants, and marine organisms. N-methyl-5,6-dihydroxyindole holds significant interest in biomedical research due to its potential pharmaceutical and medicinal applications, including its role in drug synthesis and as a precursor for synthetic dyes. Furthermore, it is being explored for its possible therapeutic effects in neurodegenerative diseases and cancer, marking it as a promising substance for future research and development.

Uses

Used in Pharmaceutical Industry:
N-methyl-5,6-dihydroxyindole is used as a chemical intermediate for the synthesis of various drugs, leveraging its unique molecular structure to contribute to the development of new medicinal compounds.
Used in Dye Production:
In the dye industry, N-methyl-5,6-dihydroxyindole serves as a precursor for the production of synthetic dyes, capitalizing on its chemical properties to create a range of colorants for different applications.
Used in Neurodegenerative Disease Research:
N-methyl-5,6-dihydroxyindole is utilized as a subject of research in the quest to find treatments for neurodegenerative diseases, given its potential to influence the progression of such conditions.
Used in Cancer Therapy Research:
N-methyl-5,6-dihydroxyindole is also being investigated for its role in cancer treatment, with studies exploring its potential to target and treat cancer cells, offering new avenues for therapeutic intervention in oncology.

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

Upstream product

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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.

Identification of degradation products from epinephrine (adrenalin) in infusion solutions by HPLC and multidetection

The degradation products of epinephrine (adrenalin) standard solutions were separated reversed phase chromatographical and collected by multidetection. For that purpose was used a UV diode array, a fluorescence and a electrochemical detector in series connection. Besides adrenalin, eight further degradation products could be recognized. For the identification of separated intermediates i.a. UV absorption spectra and hydrodynamic voltammogrammes were brought in. The operating system was put in for the analysis of an aged adrenaline injection solution, stabilized by sodium bisulfite. Rapid statements about the content of the active substance and the direction of degradation, also in the presence of stabilizers, were possible.

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