92-25-1

Basic information

• Product Name: 8-amino-7-methylphenazin-2-ol
• Synonyms: 8-amino-7-methylphenazin-2-ol;2-Amino-3-methylphenazin-8-ol;3-Amino-2-methylphenazin-7-ol;7-Methyl-8-aminophenazine-2-ol;8-amino-7-methyl-10H-phenazin-2-one;8-azanyl-7-methyl-10H-phenazin-2-one;KWBJTBKOXIZLGY-UHFFFAOYSA-N
• CAS NO: 92-25-1
• Molecular Formula: C₁₃H₁₁N₃O
• Molecular Weight: 225.24594
• EINECS: 202-139-4
• Mol File: 92-25-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 439.8°C at 760 mmHg
• Flash Point: 219.8°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 6.2E-08mmHg at 25°C
• Refractive Index: 1.73
• CAS DataBase Reference: 8-amino-7-methylphenazin-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 8-amino-7-methylphenazin-2-ol(92-25-1)
• EPA Substance Registry System: 8-amino-7-methylphenazin-2-ol(92-25-1)

Safety Data

• Hazardous Substances Data: 92-25-1(Hazardous Substances Data)

Usage

General Description

8-amino-7-methylphenazin-2-ol, also known as methylene blue, is a synthetic chemical compound that is commonly used as a dye and a medication. It is a redox indicator and is used in microbiology as a staining agent in laboratories for the determination of dead or living bacteria. In medicine, it is used as a medication to treat methemoglobinemia, a condition in which the oxygen-carrying capacity of hemoglobin is reduced. Additionally, it has been investigated for its potential applications in the treatment of neurodegenerative diseases and as an antimalarial agent. However, caution should be taken when using methylene blue, as it can have harmful effects if not used properly.

InChI:InChI=1/C13H11N3O/c1-7-4-11-13(6-9(7)14)16-12-5-8(17)2-3-10(12)15-11/h2-6,16H,14H2,1H3

Upstream product

• 95-80-7 4-methylbenzene-1,3-diamine 
• 123-30-8 4-amino-phenol 
• 121-23-3 [1,4]benzoquinone-mono-(2,4-diamino-5-methyl-phenylimine) 

Relevant articles and documents

Eco-friendly synthesis of indo dyes mediated by a bacterial laccase

Several aminoindamine and indoaniline dyes were obtained in good to excellent yields (64-98%) by oxidative cross-coupling between 1,4-phenylenediamine (1), 4-aminophenol (2) or 2,5-diaminotoluene (3) and several meta- and meta,para-substituted couplers (4a-j) using a green biocatalyst, the bacterial enzyme CotA-laccase from Bacillus subtilis, in water and under mild conditions of pH and temperature. Our results show that the enzymatic route described represents an efficient and sustainable alternative to the chemical synthesis of indo dyes, with a potentially high impact in the cosmetic and hair dye industries.