76523-24-5

Basic information

• Product Name: 4-FLUOROBENZYLUREA
• Synonyms: 4-FLUOROBENZYLUREA;N-(4-FLUOROBENZYL)UREA;4-Fluorobenzyl urea 97%;4-Fluorobenzylurea97%;1-(4-fluorobenzyl)urea
• CAS NO: 76523-24-5
• Molecular Formula: C₈H₉FN₂O
• Molecular Weight: 168.17
• Product Categories: Miscellaneous Biochemicals
• Mol File: 76523-24-5.mol

Chemical Properties

• Melting Point: 172-175°C
• Boiling Point: 288.9 °C at 760 mmHg
• Flash Point: 128.5 °C
• Appearance: /
• Density: 1.235 g/cm³
• Vapor Pressure: 0.00227mmHg at 25°C
• Refractive Index: 1.543
• PKA: 13.51±0.46(Predicted)
• CAS DataBase Reference: 4-FLUOROBENZYLUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROBENZYLUREA(76523-24-5)
• EPA Substance Registry System: 4-FLUOROBENZYLUREA(76523-24-5)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• HazardClass: IRRITANT
• Hazardous Substances Data: 76523-24-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H9FN2O/c9-7-3-1-6(2-4-7)5-11-8(10)12/h1-4H,5H2,(H3,10,11,12)

Upstream product

• 659-41-6 4-fluorobenzenemethanamine hydrochloride 
• 57-13-6 urea 
• 590-28-3 potassium cyanate 
• 140-75-0 para-fluorobenzylamine 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 910114-67-9 6-(2-aminoethylamino)-3-(4-fluorobenzyl)-1-(4-methoxybenzyl)-1,3,5-triazine-2,4(1H,3H)-dione 
• 910114-66-8 3-(4-fluorobenzyl)-1-(4-methoxybenzyl)-6-(methylthio)-1,3,5-triazine-2,4(1H,3H)-dione 
• 910114-65-7 3-(4-fluorobenzyl)-6-(methylthio)-1,3,5-triazine-2,4(1H,3H)-dione 
• 1616091-83-8 3-(4-fluorobenzyl)-6-thioxo-1,3,5-triazine-2,4-dione 
• 1616091-82-7 1-((4-fluorobenzyl)aminocarbonyl)-3-(ethoxycarbonyl)thiourea 
• 128043-70-9 ethyl 1-(4-fluorobenzyl)-2,4,5-trioxoimidazolidine-3-acetate 
• 105686-00-8 1-(4-fluorobenzyl)imidazolidinetrione 

Relevant articles and documents

Ammonium Chloride-Promoted Rapid Synthesis of Monosubstituted Ureas under Microwave Irradiation

Monosubstituted ureas are important scaffolds in organic chemistry. They appear in various biologically active compounds and serve as versatile precursors in synthesis. Monosubstituted ureas were originally prepared using toxic and hazardous phosgene equivalents. Modern methods include transamidation of urea and nucleophilic addition to cyanate salts, both of which suffer from a narrow substrate scope due to the need for a strong acid and prolonged reaction times. We hereby report that ammonium chloride can promote the reaction between amines and potassium cyanate to generate monosubstituted ureas in water. This method proceeds rapidly under microwave irradiation and tolerates a broad range of functional groups. Unlike previous strategies, it is compatible with other nucleophiles, acid-labile moieties, and most of the common protecting groups. The products precipitate out of solution, allowing facile isolation without column chromatography.

Reductive alkylation of urea: A practical route to substituted ureas

Conditions are disclosed for the formation of either mono- or di-substituted ureas by reductive alkylation, which are readily adaptable to large scale preparations. Dehydrating agents such as acetyl chloride or trimethylsilyl chloride effectively promote the condensation of ureas and aldehydes. Reduction of the adducts affords the mono- or di-substituted ureas in high yields.

Highly selective aldose reductase inhibitors. 1. 3-(Arylalkyl)-2,4,5- trioxoimidazolidine-1-acetic acids

A series of 3-(arylalkyl)-2,4,5-trioxoimidazolidine-1-acetic acids (1) was prepared and tested for aldose reductase (AR) and aldehyde reductase (ALR) inhibitory activities. These compounds showed strong inhibitory activity against AR without significant inhibitory activity for ALR. The ratio of IC50(ALR)IC50(AR) was > 1000 in some compounds. On the basis of pharmacological tests such as the recovery of reduced motor nerve conduction velocity and toxicological profile, 3-(3-nitrobenzyl)-2,4,5- trioxoimidazolidine-1-acetic acid (NZ-314) was selected as the candidate for clinical development.