63589-10-6

Basic information

• Product Name: sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate
• Synonyms: sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate;1-amino-9,10-dihydro-4-[(4-methoxyphenyl)amino]-9,10-dioxo-2-anthracenesulfonic acimonosodium salt;2-Anthracenesulfonic acid, 1-amino-9,10-dihydro-4-[(4-methoxyphenyl)amino]-9,10-dioxo-, monosodium salt;1-Amino-2-(sodiooxysulfonyl)-4-(4-methoxyphenylamino)-9,10-anthraquinone;1-Amino-9,10-dihydro-4-[(4-methoxyphenyl)amino]-9,10-dioxo-2-anthracenesulfonic acid sodium salt;Sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulfonate
• CAS NO: 63589-10-6
• Molecular Formula: C₂₁H₁₅N₂O₆S*Na
• Molecular Weight: 446.40837
• EINECS: 264-344-5
• Product Categories: Organics
• Mol File: 63589-10-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate(CAS DataBase Reference)
• NIST Chemistry Reference: sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate(63589-10-6)
• EPA Substance Registry System: sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate(63589-10-6)

Safety Data

• Hazardous Substances Data: 63589-10-6(Hazardous Substances Data)

Usage

General Description

Sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate is a chemical compound that belongs to the class of organic compounds known as amino anthraquinones. It is a water-soluble sodium salt of a sulfonated aminoanthraquinone derivative, often used as a dye and pigment. sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate has the ability to absorb and reflect light, making it suitable for use in textile and paper industries. Additionally, it is also used in various chemical processes and as a coloring agent in pharmaceuticals and cosmetics. The compound may have potential applications in other fields as well, such as in the development of new materials and technologies. Overall, sodium 1-amino-4-p-anisidino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonate is a versatile chemical with various industrial and commercial uses.

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 articles and documents

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.