63768-01-4

Usage

Uses

Used in Textile Industry:
1-(butylamino)-4-hydroxyanthraquinone is used as a dye and colorant for imparting a reddish-brown color to textiles. Its high stability and resistance to fading make it a preferred choice in this industry.
Used in Plastics Industry:
In the plastics industry, 1-(butylamino)-4-hydroxyanthraquinone is used as a colorant to provide a reddish-brown hue to various plastic products. Its stability ensures that the color remains vibrant over time.
Used in Printing Inks Industry:
1-(butylamino)-4-hydroxyanthraquinone is utilized as a pigment in the production of printing inks, offering a distinctive reddish-brown color that is resistant to fading and maintains its vibrancy.
Used in Pharmaceutical Industry:
Due to its potential antioxidant and anti-inflammatory properties, 1-(butylamino)-4-hydroxyanthraquinone is being explored for its possible medicinal uses in the pharmaceutical industry. Its ability to combat oxidative stress and inflammation may lead to the development of new therapeutic agents.

InChI:InChI=1/C18H17NO3/c1-2-3-10-19-13-8-9-14(20)16-15(13)17(21)11-6-4-5-7-12(11)18(16)22/h4-9,19-20H,2-3,10H2,1H3

Upstream product

• 129-43-1 1-hydroxyanthraquinone 
• 109-73-9 N-butylamine 
• 67-56-1 methanol 
• 57-55-6 propylene glycol 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 

Relevant academic research and scientific papers

Synthesis of new cytotoxic aminoanthraquinone derivatives via nucleophilic substitution reactions

Aminoanthraquinones were successfully synthesized via two reaction steps. 1,4-Dihydroxyanthraquinone (1) was first subjected to methylation, reduction and acylation to give an excellent yield of anthracene-1,4-dione (3), 1,4-dimethoxyanthracene- 9,10-dione (5) and 9,10-dioxo-9,10-dihydroanthracene-1, 4-diyl diacetate (7). Treatment of 1, 3, 5 and 7 with BuNH2 in the presence of PhI(OAc)2 as catalyst produced seven aminoanthraquinone derivatives 1a, b, 3a, and 5a-d. Amination of 3 and 5 afforded three new aminoanthraquinones, namely 2-(butylamino)anthracene-1,4-dione (3a), 2-(butylamino)anthracene-9,10-dione (5a) and 2,3-(dibutylamino)anthracene-9,10-dione (5b). All newly synthesised aminoanthraquinones were examined for their cytotoxic activity against MCF-7 (estrogen receptor positive human breast) and Hep-G2 (human hepatocellular liver carcinoma) cancer cells using MTT assay. Aminoanthraquinones 3a, 5a and 5b exhibited strong cytotoxicity towards both cancer cell lines (IC50 1.1-13.0 μg/mL).

Markers for petroleum, method of tagging, and method of detection

Liquid petroleum products are tagged with a marker which is a compound or mixture of compounds having the formula: wherein R2 is C1-C6 alkyl, and R2 and R3 are nothing or -O-(C1-C3 alkyl). The marker or markers can be detected by extraction from the liquid petroleum product with a mixture of 20 to 100 vol.% of an aqueous solution of up to 10 wt.% NaOH or KOH and up to 80 vol.% of a water-soluble organic cosolvent.

The Direct Alkylamination of α-Substituted Antraquinones Promoted bu Metal Ions

The reaction of 1-amino-4-acylaminoantraquinones with piperidine in the presence of CoCl2 and atmospheric oxygen gave the 2-aminated products in 75-80percent and similar reaction of 1-hydroxyantraquinone or 1-aminoantraquinone-2-sulfonic acid with butylamine gave the corresponding 4-aminated products, respectively.The effects of the α-substituents and the role of metal salts were discussed.