3571-23-1

Basic information

• Product Name: N-(9,10-dioxo-1-anthryl)benzamide
• Synonyms: N-(9,10-dioxo-1-anthryl)benzamide;1-(Benzoylamino)-9,10-anthraquinone;1-(Benzoylamino)anthracene-9,10-dione;Algol Yellow WG;C.I.60515;N-(9,10-Dihydro-9,10-dioxoanthracen-1-yl)benzamide
• CAS NO: 3571-23-1
• Molecular Formula: C₂₁H₁₃NO₃
• Molecular Weight: 327.33282
• EINECS: 222-674-7
• Mol File: 3571-23-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 469.7°Cat760mmHg
• Flash Point: 164.6°C
• Appearance: /
• Density: 1.375g/cm³
• Vapor Pressure: 5.37E-09mmHg at 25°C
• Refractive Index: 1.712
• CAS DataBase Reference: N-(9,10-dioxo-1-anthryl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(9,10-dioxo-1-anthryl)benzamide(3571-23-1)
• EPA Substance Registry System: N-(9,10-dioxo-1-anthryl)benzamide(3571-23-1)

Safety Data

• Hazardous Substances Data: 3571-23-1(Hazardous Substances Data)

Usage

General Description

N-(9,10-dioxo-1-anthryl)benzamide is a chemical compound with the molecular formula C20H13NO3. It is a derivative of anthracene and is commonly used in the synthesis of various organic compounds. N-(9,10-dioxo-1-anthryl)benzamide has a benzene ring attached to an anthracene ring with an amide functional group, which gives it unique chemical properties. N-(9,10-dioxo-1-anthryl)benzamide is commonly used as a fluorescent dye in biological and biochemical research due to its ability to absorb and emit light at specific wavelengths. It also has potential applications in organic synthesis and as a chemical intermediate in the production of pharmaceuticals and agrochemicals. However, its specific uses and properties may vary depending on the intended application and the specific chemical reactions involved.

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 
• 81-45-8 1-benzamido-4-chloroanthraquinone 
• 65-85-0 benzoic acid 
• 7446-70-0 aluminium trichloride 
• 98-95-3 nitrobenzene 
• 7647-01-0 hydrogenchloride 

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 
• 77816-40-1 1-benzoylamino-4-(n-octylamino)anthraquinone 
• 82-38-2 1-(methylamino)anthraquinone 
• 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 
• 77816-42-3 1-benzoylamino-4-benzylaminoanthraquinone 
• 77816-38-7 1-benzoylamino-4-butylaminoanthraquinone 
• 90466-61-8 1-benzoylamino-4-(t-butylamino)anthraquinone 
• 77816-41-2 1-benzoylamino-4-cyclohexylaminoanthraquinone 
• 77816-39-8 1-benzoylamino-4-(s-butylamino)anthraquinone 
• 134293-76-8 1-Benzoylamino-10-hydroxy-anthracen-9-ol anion 

Relevant articles and documents

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%.

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.

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.