63589-10-6

Usage

Uses

Used in Textile Industry:
Sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate is used as a dye and pigment for coloring textiles due to its light absorption and reflection properties.
Used in Paper Industry:
In the paper industry, sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate is used as a coloring agent to enhance the appearance and visual appeal of paper products.
Used in Pharmaceutical Industry:
Sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate is used as a coloring agent in pharmaceuticals, contributing to the visual identification and aesthetic appeal of medications.
Used in Cosmetics Industry:
In cosmetics, sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate is used as a pigment to provide color and enhance the visual appeal of various cosmetic products.
Used in Chemical Processes:
Sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate is utilized in various chemical processes, potentially contributing to the development of new materials and technologies.

InChI:InChI=1/C21H16N2O6S.Na/c1-29-12-8-6-11(7-9-12)23-15-10-16(30(26,27)28)19(22)18-17(15)20(24)13-4-2-3-5-14(13)21(18)25;/h2-10,23H,22H2,1H3,(H,26,27,28);/q;+1/p-1

Upstream product

• 6258-06-6 sodium 1-amino-4-bromoanthraquinone-2-sulfonate 
• 104-94-9 4-methoxy-aniline 

Relevant academic research and scientific papers

Development of Potent and Selective Antagonists for the UTP-Activated P2Y4 Receptor

P2Y4 is a Gq protein-coupled receptor activated by uridine-5′-triphosphate (UTP), which is widely expressed in the body, e.g., in intestine, heart, and brain. No selective P2Y4 receptor antagonist has been described so far. Therefore, we developed and optimized P2Y4 receptor antagonists based on an anthraquinone scaffold. Potency was assessed by a fluorescence-based assay measuring inhibition of UTP-induced intracellular calcium release in 1321N1 astrocytoma cells stably transfected with the human P2Y4 receptor. The most potent compound of the present series, sodium 1-amino-4-[4-(2,4-dimethylphenylthio)phenylamino]-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate (PSB-16133, 61) exhibited an IC50 value of 233 nM, selectivity versus other P2Y receptor subtypes, and is thought to act as an allosteric antagonist. A receptor homology model was built and docking studies were performed to analyze ligand-receptor interactions. Compound 64 (PSB-1699, sodium 1-amino-4-[4-(3-pyridin-3-ylmethylthio)phenylamino]-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate) represents the most selective P2Y4 receptor antagonist known to date. Compounds 61 and 64 are therefore anticipated to become useful tools for studying this scarcely investigated receptor.

Combinatorial synthesis of anilinoanthraquinone derivatives and evaluation as non-nucleotide-derived P2Y2 receptor antagonists

A library of anilinoanthraquinone derivatives was synthesized by parallel Ullmann coupling reaction of bromaminic acid with aniline derivatives in solution using a compact parallel synthesizer. The products were purified by HPLC and evaluated as antagonists at mouse and human P2Y2 receptors. 4-Phenylamino-substituted 1-amino-2-sulfoanthraquinones, for example, 1-amino-4-(2-methoxyphenyl)-2-sulfoanthraquinone (PSB-716), were potent P2Y2 antagonists with IC50 values in the low micromolar range.

Novel P2Y12 receptor antagonists

The present invention relates to compounds of Formula I, in which A and B are independently CH2, O, S, NH, C=O, C=NH, C=S or C=N-OH; X is NH, O, S, C=O or CH2 and R1-R5 are as defined in claim 1, which are P2Y12 receptor antagonists and useful for treating, alleviating and/or preventing diseases and disorders related to P2Y12 receptor function as well as pharmaceutical compositions comprising such compounds and methods for preparing such compounds. The present invention is further directed to the use of these compounds, alone or in combination with other therapeutic agents, for the alleviation, prevention and/or treatment of diseases and disorders, especially the use as antithrombotic agents for inhibiting platelet aggregation.

Rapid and efficient microwave-assisted copper(0)-catalyzed ullmann coupling reaction: General access to anilinoanthraquinone derivatives

Figure presented The synthesis of anilinoanthraquinones 3a-z was achieved by a new, Cu(0)-catalyzed, microwave-assisted Ullmann coupling reaction of bromaminic acid (1) with aniline derivatives 2a-z in phosphate buffer. Good to excellent isolated yields were obtained within only 2-20 min at 80-120 °C and 40-100 W. The new procedure provides the first general access to anilinoanthraquinones, furnishing a number of previously inaccessible compounds. It is superior to classical methods in all aspects, including yields, reaction time, and versatility.