366-63-2

Basic information

• Product Name: 4-fluorobenzanilide
• Synonyms: 4-fluorobenzanilide;N-Phenyl-4-fluorobenzamide;N-Phenyl-p-fluorobenzamide
• CAS NO: 366-63-2
• Molecular Formula: C₁₃H₁₀FNO
• Molecular Weight: 215.2230032
• EINECS: 206-677-0
• Mol File: 366-63-2.mol
• Article Data: 90

Chemical Properties

• Melting Point: 182-184 °C
• Boiling Point: 258.1°Cat760mmHg
• Flash Point: 109.9°C
• Appearance: /
• Density: 1.247g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.622
• PKA: 13.39±0.70(Predicted)
• CAS DataBase Reference: 4-fluorobenzanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-fluorobenzanilide(366-63-2)
• EPA Substance Registry System: 4-fluorobenzanilide(366-63-2)

Safety Data

• Hazardous Substances Data: 366-63-2(Hazardous Substances Data)

Usage

General Description

4-Fluorobenzanilide, also known as 4-fluoro-N-phenylbenzamide, is an organic compound that consists of a fluorine atom attached to a benzene ring, and an amide group bonded to the phenyl ring. It is a white solid that is sparingly soluble in water but dissolves in organic solvents. 4-Fluorobenzanilide is commonly used as an intermediate in the production of pharmaceuticals and other organic compounds. It has also been studied for its potential use in organic synthesis and medicinal chemistry applications. Additionally, it has been investigated for its potential pharmacological properties, including its role as a potential analgesic or anti-inflammatory agent.

InChI:InChI=1/C13H10FNO/c14-11-8-6-10(7-9-11)13(16)15-12-4-2-1-3-5-12/h1-9H,(H,15,16)

Upstream product

• 462-06-6 fluorobenzene 
• 103-71-9 phenyl isocyanate 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 403-43-0 4-fluorobenzoyl chloride 
• 671-13-6 N-(2-bromophenyl)-4-fluorobenzamide 
• 615-36-1 2-bromoaniline 
• 2714-90-1 phenyl 4-fluorobenzoate 
• 62-53-3 aniline 
• 98-80-6 phenylboronic acid 
• 1253059-20-9 N,N-bis(4-fluorobenzyl)benzenamine 
• 98-95-3 nitrobenzene 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 136138-52-8 4-fluoro-N-(2-iodophenyl)benzamide 
• 2251-76-5 2-(4-fluorophenyl)-2-oxoacetic acid 

Downstream Products

• 397-54-6 2-(4-fluorophenyl)benzoxazole 
• 3800-06-4 2-amino-4'-fluorobenzophenone 
• 10055-40-0 (4-aminophenyl)(4-fluorophenyl)methanone 
• 1233731-18-4 5-(4-fluorophenyl)-1-phenyl-1H-tetrazole 
• 782-17-2 2-(4-fluorophenyl)indole 
• 459-56-3 4-fluorobenzylic alcohol 
• 62-53-3 aniline 
• 83444-25-1 N-(p-fluorobenzyl)aniline 
• 100-51-6 benzyl alcohol 
• 1978-65-0 4-(4-fluorobenzoyl)morpholine 
• 1629-19-2 N-(4-Fluor-thiobenzoyl)-anilin 
• 1629-26-1 2-(4-fluorophenyl)-benzothiazole 
• 2647-04-3 N-(4-fluorophenyl)-2-phenylpropanamide 

Relevant articles and documents

Design, Synthesis, and Pharmacological Activity of a New Matrix Metalloproteinase-9 Inhibitor

The new MMP-9 inhibitor 1-{4-[(4-chlorobenzoyl)amino]phenyl}sulfonyl-L-proline, with a theoretical inhibition constant of IC50 = 4 × 105 M, was constructed on the basis of structural requirements for selective inhibitors of gelatinases. This constructed compound and its close structural analogs were synthesized and these substances were found to have low toxicity, (LD50 > 300 mg/kg). The new inhibitor given p.o. at a dose of 20 mg/kg/day on the background of acute myocardial infarction significantly decreased the content of immunoreactive MMP-9 in plasma in rats, to the level obtained with doxycycline.

Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines

A visible-light-driven photoredox-catalyzed nonaqueous oxidative C-N cleavage of N,N-dibenzylanilines to 2° amides is reported. Further, we have applied this protocol on 2-(dibenzylamino)benzamide to afford quinazolinones with (NH4)2S2O8 as an additive. Mechanistic studies imply that the reaction might undergo in situ generation of α-amino radical to imine by C-N bond cleavage followed by the addition of superoxide ion to form amides.

Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.