23600-82-0

Basic information

• Product Name: Benzoic acid, 2-[(4-acetylphenyl)amino]-
• CAS NO: 23600-82-0
• Molecular Formula: C15H13NO3
• Molecular Weight: 255.273
• Mol File: 23600-82-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-[(4-acetylphenyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-[(4-acetylphenyl)amino]-(23600-82-0)
• EPA Substance Registry System: Benzoic acid, 2-[(4-acetylphenyl)amino]-(23600-82-0)

Safety Data

• Hazardous Substances Data: 23600-82-0(Hazardous Substances Data)

Upstream product

• 99-92-3 p-aminobenzophenone 
• 118-91-2 ortho-chlorobenzoic acid 
• 88-65-3 2-bromobenzoic-acid 
• 99-90-1 para-bromoacetophenone 
• 37960-65-9 potassium anthranilate 
• 118-92-3 anthranilic acid 
• 17763-70-1 methyl 2-(trifluoromethylsulfonyloxy)benzoate 

Downstream Products

• 101283-34-5 N-(4-acetyl-phenyl)-N-phenyl-acetamide 
• 85468-43-5 acridine-2-acetic acid, p-nitrophenyl ester 
• 95216-70-9 2-isopropyl-1-<4-<(morpholinothiocarbonyl)methyl>phenyl>-4(1H)-quinazolinone 
• 95216-46-9 1-[4-(carboxymethyl)phenyl]-2-isopropyl-4(1H)-quinazolinone 
• 95216-45-8 1-(4-Acetyl-phenyl)-2-isopropyl-1H-quinazolin-4-one 
• 95216-62-9 2-(4-acetylanilino)benzamide 
• 23600-83-1 1-(4-(phenylamino)phenyl)ethanone 

Relevant articles and documents

Development of potent and selective inhibitors of aldo-keto reductase 1C3 (type 5 17β-hydroxysteroid dehydrogenase) based on N -phenyl-aminobenzoates and their structure-activity relationships

Aldo-keto reductase 1C3 (AKR1C3; type 5 17β-hydroxysteroid dehydrogenase) is overexpressed in castration resistant prostate cancer (CRPC) and is implicated in the intratumoral biosynthesis of testosterone and 5α-dihydrotestosterone. Selective AKR1C3 inhibitors are required because compounds should not inhibit the highly related AKR1C1 and AKR1C2 isoforms which are involved in the inactivation of 5α-dihydrotestosterone. NSAIDs, N-phenylanthranilates in particular, are potent but nonselective AKR1C3 inhibitors. Using flufenamic acid, 2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid, as lead compound, five classes of structural analogues were synthesized and evaluated for AKR1C3 inhibitory potency and selectivity. Structure-activity relationship (SAR) studies revealed that a meta-carboxylic acid group relative to the amine conferred pronounced AKR1C3 selectivity without loss of potency, while electron withdrawing groups on the phenylamino B-ring were optimal for AKR1C3 inhibition. Lead compounds did not inhibit COX-1 or COX-2 but blocked the AKR1C3 mediated production of testosterone in LNCaP-AKR1C3 cells. These compounds offer promising leads toward new therapeutics for CRPC.

Synthesis of the p-Nitrophenyl Ester of Acridine-2-acetic Acid

The title compound, 8, which is expected to serve as a fluorescent substrate for α-chymotrypsin, was prepared by esterification of acridine-2-acetic acid, 4, whose synthesis was achieved by two routes.One began with 4-aminophenylacetic acid and proceeded