4465-58-1

Basic information

• Product Name: 1-[(2-hydroxyethyl)amino]anthraquinone
• Synonyms: 1-[(2-hydroxyethyl)amino]anthraquinone;Solvent Red 222;Red LB;Red 222;1-(2-Hydroxyethylamino)-9,10-anthraquinone;1-[(2-Hydroxyethyl)amino]-9,10-anthracenedione;1-[(2-Hydroxyethyl)amino]-9,10-anthraquinone;C.I.60507
• CAS NO: 4465-58-1
• Molecular Formula: C₁₆H₁₃NO₃
• Molecular Weight: 267.27932
• EINECS: 224-731-1
• Mol File: 4465-58-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 168°C
• Boiling Point: 410.47°C (rough estimate)
• Flash Point: 276.8 °C
• Appearance: /
• Density: 1.1597 (rough estimate)
• Vapor Pressure: 3.07E-12mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Water Solubility: 4.277mg/L(25 oC)
• CAS DataBase Reference: 1-[(2-hydroxyethyl)amino]anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2-hydroxyethyl)amino]anthraquinone(4465-58-1)
• EPA Substance Registry System: 1-[(2-hydroxyethyl)amino]anthraquinone(4465-58-1)

Safety Data

• Hazardous Substances Data: 4465-58-1(Hazardous Substances Data)

Usage

Preparation

1-Chloroanthraquinone and 2-Aminoethanol condensation; 2-Aminoethanol?and chlorine ethanol condensation

Properties and Applications

Pink. Used for polyamide, vinegar fiber, three vinegar fiber dyeing, general is not used for printing, also can be used for fur and plastic color. Standard Ironing Fastness Light Fastness Persperation Fastness Washing Fastness Fading Stain Fading Stain Fading Stain ISO 4-5 4 2-3 3-4 3-4

Standard

Ironing Fastness

Fading

Stain

InChI:InChI=1/C16H13NO3/c18-9-8-17-13-7-3-6-12-14(13)16(20)11-5-2-1-4-10(11)15(12)19/h1-7,17-18H,8-9H2

Upstream product

• 75-21-8 oxirane 
• 82-45-1 1-amino-9,10-anthracenedione 
• 64-19-7 acetic acid 
• 632-83-7 1-Bromoanthraquinone 
• 141-43-5 ethanolamine 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 68-12-2 N,N-dimethyl-formamide 
• 569-06-2 1-fluoro-9,10-anthraquinone 
• 93260-71-0 (9,10-dioxo-9,10-dihydro-anthracen-1-yl)-carbamic acid 2-chloro-ethyl ester 

Downstream Products

• 947405-06-3 N-(2-chloroethyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-3-nitrobenzamide 

Relevant articles and documents

The preparation and characterisation of cyclam/anthraquinone macrocyle/intercalator complexes and their interactions with DNA

A new series of macrocycle/intercalator adducts have been prepared from cyclam (1,4,8,11-tetraazacyclotetradecane) and the 1- and 2-substituted anthraquinones (1-[(2-aminoethyl)amino]anthracene-9,10-dione (1C2mac), 1-[(3-amino-propyl)amino]anthracene-9,10-dione (1C3mac), 2-[(3-aminopropyl)amino]anthracene-9,10-dione (2C3mac)). The copper complexes of two of these adducts were prepared and the crystal structure of the complex of 1C2mac ([Cu(1C2mac)(CH3CN)2](PF6)2.0.2H 2O) was determined as the hexafluorophosphate salt. The equilibrium constants for the binding to DNA of 1C2-mac, with and without the copper added, were found by UV titrations to be 4.7 × 103 M-1 and 6.2 × 103 M-1, respectively. Reaction with plasmid DNA allowed comparison between the effects of the cyclam/anthraquinone adducts, their copper complexes and the intercalators alone. Addition of the macrocycle increased the extent and effect of DNA intercalation and addition of copper increased the effect still further. The adducts with the longer side chains caused substantially more unwinding of the DNA. None of the adducts inhibited cleavage at dGpG or dGpC sites by restriction enzymes. Molecular modelling was used to investigate the effects of the side chain for a number of possible DNA binding modes. These models reveal that intercalation is not significantly interfered with by the presence of the macrocycle, irrespective of the position of attachment. The increased unwinding caused by adducts with the longer side chain is therefore most likely to be due to specific interactions between the macrocycle and the DNA.

COLOURED SILSESQUIOXANES

The invention relates tp dye-functionalized silsesquioxane clusters, a process for their manufature and their use as colorants, wherein the compounds (functionalized clusters or nano-particles) are characterized by the general formula (I) wherein CAGE is a moiety of the formula (IA) D is a chromophoric moiety, and the other symbols have the meanings as defined in the specification, or salts thereof.

Aza-Crown Ethers with Quinone Side Chains: Synthesis, Complexation, and Protonation

The synthesis and spectroscopic investigation of aza-crown ethers with anthraquinone- and 1-aminoanthraquinone-functionalized side chains are described.Cation-induced shifts in the UV/VIS absorption spectra of the ligands dissolved in propylene carbonate are observed only for Li+ among the alkali metal ions and for Mg2+ among the alkaline earth metal ions as well as for Ag+ and Tl+.Only hypsochromic shifts of the absorption spectra of anthraquinone-bearing aza-crown ethers are observed on protonation.The variations of the extinction coefficients are discussed with respect to the sequence of protonation of the different amino groups.