2158-04-5

Basic information

• Product Name: N-Phenethylurea
• Synonyms: 1-(2-Phenylethyl)urea;N-Phenethylurea;Phenethylurea;(2-phenylethyl)urea
• CAS NO: 2158-04-5
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.23
• Mol File: 2158-04-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 291.67°C (rough estimate)
• Flash Point: 134.9°C
• Appearance: /
• Density: 1.1062 (rough estimate)
• Vapor Pressure: 0.0012mmHg at 25°C
• Refractive Index: 1.5373 (estimate)
• PKA: 13.94±0.46(Predicted)
• CAS DataBase Reference: N-Phenethylurea(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenethylurea(2158-04-5)
• EPA Substance Registry System: N-Phenethylurea(2158-04-5)

Safety Data

• Hazardous Substances Data: 2158-04-5(Hazardous Substances Data)

Usage

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion.Many N-nitroso compounds are carcinogens. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise the (±)-urea from H2O (m 112-113o) or EtOH. The picrate has m 113-115o (from H2O) [Spica Gazzetta 9 567 1879, Shapiro et al. J Am Chem Soc 81 2224 1959]. [Beilstein 12 1099, 12 III 2423, 12 IV 2470.]

InChI:InChI=1/C9H12N2O/c10-9(12)11-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H3,10,11,12)

Upstream product

• 917-61-3 sodium isocyanate 
• 64-04-0 phenethylamine 
• 57-13-6 urea 
• 56379-81-8 O-phenyl N-(2-phenylethyl)carbamate 
• 590-28-3 potassium cyanate 
• 156-28-5 2-phenylethylamine hydrochloride 
• 61883-70-3 (2-phenylethyl)cyanamide 
• 172922-13-3 N-(2-phenylethyl) N'-hydroxyguanidine 
• 121820-09-5 Phenethyl-carbamic acid 3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl ester 
• 13404-52-9 1-Methyl-1-nitroso-3-phenaethyl-harnstoff 
• 556-89-8 nitrourea 
• 114-86-3 phenformin 

Downstream Products

• 6121-30-8 4-phenethyl-allophanic acid ethyl ester 
• 92764-04-0 1-(2-phenethyl)imidazolidine-2,4,5-trione 
• 38427-90-6 N-(t-butoxycarbonyl)phenethylamine 
• 4059-71-6 3-(2-phenylethyl)quinazoline-2,4(1H,3H)-dione 
• 1254556-06-3 phenyl[(2-phenylethyl)aminocarbonyl]carbamate 
• 1027172-85-5 3-(2,4,5-trioxo-3-phenethyl-imidazolidin-1-yl)-propionamide 
• 828283-13-2 1-decyl-3-(2-phenylethyl)urea 

Relevant articles and documents

Oxidation of N-Hydroxyguanidine by Nitric Oxide and the Possible Generation of Vasoactive Species

It has been reported previously that the N-hydroxyguanidine function of N-hydroxy-L-arginine can react with nitric oxide (NO) to generate other species that can act as potent vasodilators with different biological lifetimes than NO. The identities of thes

Synthesis and Structure of 1-Substituted Semithioglycolurils

Two methods for the synthesis of previously unavailable 1-substituted semithioglycolurils were developed. These methods consist of the cyclocondensation of 1-substituted ureas with 4,5-dihydroxy- or 4,5-dimethoxyimidazolidine-2-thione or glyoxal, followed by the reaction of the resulting 1-substituted 4,5-dihydroxyimidazolidine-2-ones with HSCN in a two-step one-pot procedure. Two of the desired semithioglycolurils were obtained as conglomerates.

Ionic liquid mediated one-pot synthesis of 6-aminouracils

A novel, one-pot synthesis of 6-aminouracils via in situ generated ureas and cyanoacetylureas in the presence of an ionic liquid catalyst, 1,1,3,3-tetramethylguanidine acetate, is described. The catalyst can be recycled for five consecutive runs without loss of activity. The mechanism for the ring closure of cyanoacetylurea to 6-aminouracil is also discussed.

Synthesis and cytotoxicity of some biurets against human breast cancer T47D cell line

Design, synthesis and cytotoxicity of several known and novel biurets against human breast cancer T47D cell line in comparison to doxorubicin are described. Biurets incorporating 2-methyl quinoline-4-yl and benzo[d]thiazol-2-ylthio moieties showed higher cytotoxicity and decreased cell viability in a concentration- and time-dependent manner.