6471-06-3

Basic information

• Product Name: 1,4-Diamino-2-sodium anthraquinone sulfonate
• Synonyms: 1,4-Diamino-2-sodium anthraquinone sulfonate;1,4-Diamino-9,10-dihydro-9,10-dioxoanthracene-2-(sulfonic acid sodium) salt;1,4-Diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulfonic acid sodium salt;AQ-2';C.I.62000;Cellit Fast Violet ER
• CAS NO: 6471-06-3
• Molecular Formula: C₁₄H₉N₂O₅S*Na
• Molecular Weight: 340.2864
• EINECS: 229-305-9
• Mol File: 6471-06-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 1,4-Diamino-2-sodium anthraquinone sulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Diamino-2-sodium anthraquinone sulfonate(6471-06-3)
• EPA Substance Registry System: 1,4-Diamino-2-sodium anthraquinone sulfonate(6471-06-3)

Safety Data

• Hazardous Substances Data: 6471-06-3(Hazardous Substances Data)

Usage

Usage

Textile industry as a dye and colorant

Solubility

Water-soluble salt

Color Imparted

Vibrant blue color

Application

Dyeing fabrics and paper products

Derivation

Derived from anthraquinone, an organic compound

Characteristics

High colorfastness and ability to produce consistent and uniform coloration

Popularity

Popular choice for dyeing applications

Additional Industries

Used in cosmetics and food coloring

InChI:InChI=1/C14H10N2O5S.Na/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);/q;+1/p-1

Upstream product

• 81-69-6 1-amino-4-(4-amino-3-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid 
• 128-95-0 1,4-diamino-9,10-anthraquinone 
• 6408-78-2 acid blue 25 

Relevant articles and documents

Structure-activity relationships of novel P2-receptor antagonists structurally related to Reactive Blue 2

P2 membrane receptors for nucleotides represent significant targets for experimental pharmacology and drug research. In earlier publications, we have shown that Reactive Blue 2 (RB 2), one of the most widely used P2-receptor antagonists, displays only moderate affinity and does not discriminate between native P2X- and P2Y-receptor subtypes. In the present study we have pharmacologically evaluated a series of 15 synthesized and re-evaluated four commercially obtained and chromatographically purified RB 2 type anthraquinone derivatives on contractions of the rat vas deferens (RVD) elicited by α,β-methylene ATP (α,β-meATP), mediated by P2X 1-receptors, and relaxations of the carbachol-precontracted guinea-pig taenia coli (GPTC) elicited by adenosine 5′-O-(2- thiodiphosphate) (ADPβS), mediated by P2Y1-like receptors. Based on the structure-activity relationships (SAR) it is concluded that hydrophobic interactions of aromatic π-electron systems, hydrogen bonds with nitrogen as donor and acceptor atoms, and, particularly, position, conformational distance and number of anionic sulfonate groups are of great importance for the blockade of the two native P2-receptor subtypes. We have also identified novel, for the most part reversible antagonists that bind with higher affinity and improved subtype selectivity in comparison to RB 2. In particular, 1-amino-4-{4-[4- chloro-6-(2-sulfonatophenylamino)-[1,3,5]triazine-2-ylamino]-2- sulfonatophenylamino}-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid trisodium salt (MG 50-3-1) is the most potent antagonist at the P2Y 1-like-receptors of the GPTC reported so far (IC50 = 4.6:nM). It is significantly less potent as reversible antagonist at the P2X1-receptors of the RVD (IC50 = 2.8 μM). Thus, MG 50-3-1 represents a selective pharmacological tool and may be a lead compound for future investigations.