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

Description

4-Fluorobenzanilide, also known as 4-fluoro-N-phenylbenzamide, is an organic compound characterized by the presence of a fluorine atom attached to a benzene ring and an amide group bonded to the phenyl ring. This white solid is sparingly soluble in water but readily dissolves in organic solvents, making it a versatile compound for various applications.

Uses

Used in Pharmaceutical Industry:
4-Fluorobenzanilide is utilized as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique structure allows for the creation of a wide range of organic compounds with potential medicinal properties.
Used in Organic Synthesis:
In the field of organic synthesis, 4-Fluorobenzanilide serves as a key building block for the assembly of more complex molecules. Its reactivity and structural features make it a valuable component in the synthesis of various organic compounds.
Used in Medicinal Chemistry:
4-Fluorobenzanilide has been studied for its potential applications in medicinal chemistry, where it may contribute to the discovery of new drugs and therapeutic agents. Its unique structure and properties make it a promising candidate for further research and development.
Used in Pharmacological Research:
4-Fluorobenzanilide has been investigated for its potential pharmacological properties, including its role as a potential analgesic or anti-inflammatory agent. This research aims to explore the compound's therapeutic potential and its ability to alleviate pain or reduce inflammation in various conditions.

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 
• 362-99-2 (4-fluorophenyl)phenylmethanone oxime 
• 403-43-0 4-fluorobenzoyl chloride 
• 108-86-1 bromobenzene 
• 824-75-9 p-fluorobenzamide 
• 591-50-4 iodobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 701-73-5 methyl N-phenyldithiocarbamate 
• 66003-76-7 Diphenyliodonium triflate 
• 140-75-0 para-fluorobenzylamine 
• 64-10-8 phenyl carbamate 
• 1493-51-2 1,3-bis-(4-fluoro-phenyl)-1,3-propanedione 
• 347-84-2 1-(4-fluorophenyl)-2-phenylethanone 

Downstream Products

• 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 
• 33489-70-2 4-fluoro-N-(4-methoxyphenyl)benzamide 

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.

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

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.