3571-23-1

Usage

Uses

Used in Fluorescent Dyes:
N-(9,10-dioxo-1-anthryl)benzamide is utilized as a fluorescent dye in biological and biochemical research. Its ability to absorb and emit light at specific wavelengths allows for its use in studying molecular interactions, cellular processes, and other biological phenomena.
Used in Organic Synthesis:
In the field of organic synthesis, N-(9,10-dioxo-1-anthryl)benzamide serves as a valuable chemical intermediate. Its unique structure and reactivity make it suitable for the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Production:
N-(9,10-dioxo-1-anthryl)benzamide has potential applications in the production of pharmaceuticals. Its unique chemical properties can be harnessed to develop new drugs or improve the synthesis of existing ones, contributing to advancements in medicine and healthcare.
Used in Agrochemical Production:
Similarly, in the agrochemical industry, N-(9,10-dioxo-1-anthryl)benzamide can be employed as a chemical intermediate for the synthesis of various agrochemicals, such as pesticides and herbicides. Its unique structure and reactivity can contribute to the development of more effective and environmentally friendly products.

InChI:InChI=1/C21H13NO3/c23-19-14-9-4-5-10-15(14)20(24)18-16(19)11-6-12-17(18)22-21(25)13-7-2-1-3-8-13/h1-12H,(H,22,25)

Upstream product

• 82-44-0 1-chloroanthracene-9,10-dione 
• 55-21-0 benzamide 
• 632-83-7 1-Bromoanthraquinone 
• 82-45-1 1-amino-9,10-anthracenedione 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 7647-01-0 hydrogenchloride 
• 98-95-3 nitrobenzene 
• 7446-70-0 aluminium trichloride 
• 81-45-8 1-benzamido-4-chloroanthraquinone 

Downstream Products

• 81-44-7 4-bromo-1-benzoylaminoanthraquinone 
• 95702-65-1 N-(9,10-dihydroxy-[1]anthryl)-benzamide 
• 81-45-8 1-benzamido-4-chloroanthraquinone 
• 77816-39-8 1-benzoylamino-4-(s-butylamino)anthraquinone 
• 77816-40-1 1-benzoylamino-4-(n-octylamino)anthraquinone 
• 134293-76-8 1-Benzoylamino-10-hydroxy-anthracen-9-ol anion 
• 77816-41-2 1-benzoylamino-4-cyclohexylaminoanthraquinone 
• 77816-38-7 1-benzoylamino-4-butylaminoanthraquinone 
• 77816-42-3 1-benzoylamino-4-benzylaminoanthraquinone 
• 131-92-0 4,9-bis-benzoylamino-16H-dinaphtho[2,3-a;2',3'-i]carbazole-5,10,15,17-tetraone 
• 128-89-2 4,5'-bis-benzoylamino-1,1'-imino-di-anthraquinone 
• 82-38-2 1-(methylamino)anthraquinone 
• 90466-61-8 1-benzoylamino-4-(t-butylamino)anthraquinone 

Relevant academic research and scientific papers

PREPARATION METHOD OF ORIGINAL DYE OF VAT BROWN R

A preparation method of original dye of Vat Brown R comprises the following steps: a. after acylation of 1,5-diaminoanthraquinone, 1-amino-5-benzamidoanthraquinone was prepared by acidic hydrolysis; b. 1-benzamido-4-bromoanthraquinone was obtained from 1-aminoanthraquinone by acylation and bromination; c. a condensate of Vat Brown R was obtained by condensation reaction of 1-amino-5-benzamidoanthraquinone and 1-benzamido-4-bromoanthraquinone; d. the original dye of Vat Brown R was obtained from the condensate of Vat Brown R by ring closing reaction and oxidation reaction. The method omits one oxidation step, economizes significant amount of oxidizing agent, and reduces significant amount of waste water, so it is very beneficial to environment protection; and the method also exhibited the advantages of highly increasing product yield and reducing the costs of raw materials to an extent of more than 30%.

Microwave-assisted synthesis of amides from various amines and benzoyl chloride under solvent-free conditions: A rapid and efficient method for selective protection of diverse amines

A number of structurally diverse amides were synthesized by reaction of the corresponding amines with benzoyl chloride under microwave irradiation. The proposed procedure ensures short reaction time, high yields, and excellent selectivity and considerably broadens the series of amines as compared to the microwave-assisted synthesis of amides directly from carboxylic acids. It can also be used for selective protection of various amines, including aromatic, aliphatic, and heterocyclic.

Novel anthraquinone derivatives with redox-active functional groups capable of producing free radicals by metabolism: Are free radicals essential for cytotoxicity?

The mode of action of antitumour anthraquinone derivatives (i.e. mitoxantrone) is not clearly established yet. It includes, among others, intercalation and binding to DNA, bioreduction and aerobic redox cycling. A series of anthraquinone derivatives, with potentially bioreducible groups sited in the side chain, have been synthesized and biologically evaluated. Their redox and cytotoxic activities were screened. Derivatives which bear a 2-(dimethylamino)ethylamino substituent, known to confer high DNA affinity, demonstrated cytotoxicity but not redox activity (beside the anthraquinone reduction). Conversely, derivatives which showed redox activity were not cytotoxic toward the P388 cell line. The results suggest that bioreduction is not the main mode of action in the cytotoxicity of anthraquinones.

Relation between the basicity and the rate constant for the acylation of aminoanthraquinones

The basicity constants of aminoanthraquinones and diaminoanthraquinones and the rate constants for their acylation of benzoyl chloride were determined.

CATALYSIS BY TETRABUTOXYTITANIUM IN REACTIONS OF SUBSTITUTED ANILINES WITH BENZOIC ACID

During the benzoylation of arylamines by benzoic acid in boiling o-xylene or trichlorobenzene, catalyzed by tetrabutoxytitanium, the N-arylbenzamides are formed with yields of up to 98percent.The reaction takes place with amino-, methoxy-, methyl-, halogeno-, and nitroanilines and 1-aminoanthraquinone. 4-Aminophenol does not react with benzoic acid.

SOME RELATIONSHIPS IN THE SYNTHESIS OF BIARYLS FROM HALOGENOANTHRAQUINONES

The effects of the solvent and the concentration of the reagents on the reaction path and on the results of the synthesis of biaryls from halogenoanthraquinones were investigated for the case of the reaction of 1-chloro-4-benzoylaminoanthraquinone with copper.The use of concentrated reaction mixtures and of donating aprotic dipolar solvents with copper-aryl halide ratios slightly exceeding an equimolar ratio leads to a reduction in the induction period and to an increase in the yield of the biaryls.This explained by interaction between the copmonents of the metal-aryl halide-solvent complex.

Photochemical Alkylamination of 1-Acylaminoanthraquinones

The photochemical reaction of 1-acylaminoanthraquinones (1) with primary aliphatic amines in benzene, in air, gave 1-acylamino-4-alkylaminoanthraquinones (2) in 56-78percent yields.The reaction was retarded by the addition of triplet quenchers.The quantum yield of the reaction increased on raising the amine concentration.A mechanism via addition of alkylamine to the triplet excited state of (1), followed by oxidation to give the products (2), is proposed.The regioselective 4-amination of (1) has been rationalized by means of the frontier orbital method.