58332-16-4

Basic information

• Product Name: 2-acetyl-1-aminoanthracene-9,10-dione
• Synonyms: 2-Acetyl-1-amino-9,10-anthraquinone; 9,10-anthracenedione, 2-acetyl-1-amino-
• CAS NO: 58332-16-4
• Molecular Formula: C₁₆H₁₁NO₃
• Molecular Weight: 265.2634
• Mol File: 58332-16-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 532.9°C at 760 mmHg
• Flash Point: 276.1°C
• Density: 1.375g/cm³
• Vapor Pressure: 1.96E-11mmHg at 25°C
• Refractive Index: 1.68
• CAS DataBase Reference: 2-acetyl-1-aminoanthracene-9,10-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-acetyl-1-aminoanthracene-9,10-dione(58332-16-4)
• EPA Substance Registry System: 2-acetyl-1-aminoanthracene-9,10-dione(58332-16-4)

Safety Data

• Hazardous Substances Data: 58332-16-4(Hazardous Substances Data)

Usage

Chemical Class

Anthraquinone derivative

Physical State

Yellow crystalline solid

Uses

Intermediate in the synthesis of dyes, pharmaceuticals, and other organic compounds

Properties

Exhibits cytotoxic and antitumor activities

Applications

Potential candidate for cancer therapy

Further Research

Needed to fully understand pharmacological properties and potential applications

Upstream product

• 58369-03-2 3-methylanthra[1,2-c]isoxazole-6,11-dione 
• 112878-74-7 1-amino-2-ethynyl-9,10-anthraquinone 

Downstream Products

• 19500-94-8 2-acetyl-1,4-diaminoanthraquinone 

Relevant articles and documents

Simple primary amine catalyzed aerobic reductive ring-cleavage of isoxazole motif

A clean and highly efficient catalytic aerobic reductive ring-cleavage of 3-methylanthra[1,2-c]isoxazole-6,11-dione to 1-amino-2-acetylanthraquinone was performed using simple organic amines as organocatalysts and water as a green reaction medium. This method provides a new clean transformation of isoxazole-containing compounds to the corresponding ortho-amino ketones. The catalytic performance of various organic amines was carefully screened, and simple organic primary amines were found to be promising practical catalysts with outstanding catalytic performance. Isopropylamine as the organocatalyst gave 97.2% conversion of 3-methylanthra[1,2-c]isoxazole-6,11-dione, with 97.2% selectivity to 1-amino-2-acetylanthraquinone, in the presence of oxygen only, using 1 equiv. of hydrazine hydrate at room temperature for 3 h. A possible mechanism is also proposed.

HETEROCYCLIZATION OF o-AMINOACETYLENYLANTHRAQUINONES

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