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

• 658-13-9 p-fluorobenzoyl cyanide 
• 62-53-3 aniline 
• 403-43-0 4-fluorobenzoyl chloride 
• 462-06-6 fluorobenzene 
• 103-71-9 phenyl isocyanate 
• 824-75-9 p-fluorobenzamide 
• 603-33-8 triphenylbismuthane 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 362-99-2 (4-fluorophenyl)phenylmethanone oxime 
• 345-83-5 4-fluorobenzophenone 
• 201230-82-2 carbon monoxide 
• 459-57-4 4-fluorobenzaldehyde 
• 108-86-1 bromobenzene 

Downstream Products

• 397-54-6 2-(4-fluorophenyl)benzoxazole 
• 345-83-5 4-fluorobenzophenone 
• 3800-06-4 2-amino-4'-fluorobenzophenone 
• 10055-40-0 (4-aminophenyl)(4-fluorophenyl)methanone 
• 1229610-05-2 2-(4-fluorophenyl)-4-phenyl-quinazoline 
• 62-53-3 aniline 
• 83444-25-1 N-(p-fluorobenzyl)aniline 
• 1233731-18-4 5-(4-fluorophenyl)-1-phenyl-1H-tetrazole 
• 782-17-2 2-(4-fluorophenyl)indole 
• 459-56-3 4-fluorobenzylic alcohol 
• 100-51-6 benzyl alcohol 

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.

Fe-mediated synthesis of: N -aryl amides from nitroarenes and acyl chlorides

Amides are prevalent in nature and valuable functional compounds in agrochemical, pharmaceutical, and materials industries. In this work, we developed a selective and mild method for the synthesis of N-aryl amides. Starting from commercially available nitroarenes and acyl halides, N-aryl amides with good yields can be obtained in water. Especially in the process of transformation, Fe dust is the only reductant and additive, and the reaction can be easily performed on a large scale.

Visible-Light-Promoted Iron-Catalyzed N-Arylation of Dioxazolones with Arylboronic Acids

A visible-light-promoted and simple iron salt-catalyzed N-arylation was achieved efficiently under external photosensitizer-free conditions. Arylboronic acids and bench-stable dioxazolones were used for this cross-coupling reaction. This reaction features high reactivity, wide substrate scope, good functional group tolerance, simple operation procedure, and mild reaction conditions. Preliminary mechanistic investigations were conducted to support a radical pathway. This method may contribute to shift the paradigm of iron-catalyzed C-N bond construction and nitrene transfer chemistry.