4095-85-6

Basic information

• Product Name: 1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid
• Synonyms: 1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid;1,4-Diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulfonic acid;1,4-bis(azanyl)-9,10-dioxo-anthracene-2-sulfonic acid;1,4-diamino-9,10-diketo-anthracene-2-sulfonic acid;1,4-diamino-9,10-dioxoanthracene-2-sulfonic acid;1 ,4-diaminoanthraquinone-2-sulfonc acid
• CAS NO: 4095-85-6
• Molecular Formula: C₁₄H₁₀N₂O₅S
• Molecular Weight: 318.3046
• EINECS: 223-846-4
• Mol File: 4095-85-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.707g/cm³
• Refractive Index: 1.757
• CAS DataBase Reference: 1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid(4095-85-6)
• EPA Substance Registry System: 1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid(4095-85-6)

Safety Data

• Hazardous Substances Data: 4095-85-6(Hazardous Substances Data)

Usage

General Description

1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid is a chemical compound with the molecular formula C14H11N2O6S. It is a synthetic dye commonly used as a fluorescent tracer in biological and chemical research. 1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid is known for its vivid pink color and is often used in staining and labeling techniques to visualize cells and tissues under a microscope. Its fluorescent properties make it useful in a wide range of applications, including immunofluorescence, flow cytometry, and histochemistry. In addition to its use in research, 1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid is also used as a colorant in various consumer products such as cosmetics, inks, and textiles.

InChI:InChI=1/C14H10N2O5S/c15-8-5-9(22(19,20)21)12(16)11-10(8)13(17)6-3-1-2-4-7(6)14(11)18/h1-5H,15-16H2,(H,19,20,21)

Upstream product

• 116-81-4 1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid 
• 7664-41-7 ammonia 
• 128-95-0 1,4-diamino-9,10-anthraquinone 
• 2580-78-1 reactive blue 19 
• 5617-28-7 Acid Blue 62 
• 82-45-1 1-amino-9,10-anthracenedione 
• 6258-06-6 sodium 1-amino-4-bromoanthraquinone-2-sulfonate 
• 128-98-3 1-amino-4-tosylamino-9,10-anthraquinone-2-sulfonic acid 

Downstream Products

• 81-49-2 1-amino-2, 4-dibromoanthraquinone 
• 81-41-4 1,4-diamino-2,3-dicyano-anthraquinone 
• 4085-34-1 1,4-diamino-2-cyano-anthraquinone 
• 2872-48-2 1,4-diamino-2-methoxy-9,10-anthraquinone 

Relevant articles and documents

Synthesis process of 1,4-diamino-2-anthraquinone sulfonate

The invention discloses a synthesis process of 1,4-diamino-2-anthraquinone sulfonate, belonging to the field of organic synthesis. The process comprises the steps of adding a 1,4-diamino-anthraquinoneoxysome and o-dichlorobenzene into a container, dropwise adding chlorosulfonic acid while holding the temperature at 30-50 DEG C, heating to 140+/-3 DEG C, holding the temperature for 6+/-1 hours, cooling to 60-80 DEG C, transferring to water containing sodium carbonate, stirring for a period of time, adjusting the pH to 7.5+/-0.1, steam distilling the solvent, cooling to 80+/-5 DEG C, adjustingthe pH to 1+/-0.2 with sulfuric acid so as to separate out 1,4-diamino-2-anthraquinone sulfonate, and filtering, so as to obtain the 1,4-diamino-2-anthraquinone sulfonate product. The use amount of chlorosulfonic acid in the process is one third of that of an original process, and the amount of byproduct hydrochloric acid is one third of that of the original process, and no sulfur dioxide gas is produced.

On the mechanism of biotransformation of the anthraquinonic dye acid blue 62 by laceases

We used the recombinant CotA-laccase from the bacterium Bacillus subtilis to investigate the biotransformation of the commercial anthraquinonic dye Acid Blue 62. Kinetics of dye biotransformation at pH6 follow a Michaelis-Menten model. NMR and several MS techniques allowed the identification of intermediates and final products of the enzymatic biotransformation. The main final product obtained, l-[(4-amino-9,10-dioxo-3-sulfo-9,10-dihydroanthracen-l-yl)diazenyl]-4- cyclohexylamino-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid, is formed through the creation of an azo link and has been previously identified as an intermediate compound in the biodegradation of Acid Blue 62 by crude fungal preparations. The identification of 1,4diamino-9,10-dioxo-3-sulfo-9,10- dihydroanthracene 2-sulfonic acid and of cyclohexanone, in reaction mixtures with CotA-laccase and also its presence in reactions performed with the LAC3 lacease from the fungus Trametes sp. C30, suggest the occurrence of coupling reactions between the intermediate products of dye oxidation. Based on these results, we propose a mechanistic pathway for the biotransformation of Acid Blue 62 by laceases. A bioassay based on the inhibitory effects of the dye and its enzymatic products on the growth of Saccharomyces cerevisiae shows the importance of laceases in reducing dye toxicity.