13262-44-7

Basic information

• Product Name: 1-PHENYL-3-(2,6-XYLYL)UREA
• Synonyms: 1-PHENYL-3-(2,6-XYLYL)UREA;N-(2,6-DIMETHYLPHENYL)-N'-PHENYLUREA
• CAS NO: 13262-44-7
• Molecular Formula: C₁₅H₁₆N₂O
• Molecular Weight: 240.3003
• Mol File: 13262-44-7.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 288.9°Cat760mmHg
• Flash Point: 91.4°C
• Appearance: /
• Density: 1.187g/cm³
• Vapor Pressure: 0.00228mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: 1-PHENYL-3-(2,6-XYLYL)UREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-3-(2,6-XYLYL)UREA(13262-44-7)
• EPA Substance Registry System: 1-PHENYL-3-(2,6-XYLYL)UREA(13262-44-7)

Safety Data

• Hazardous Substances Data: 13262-44-7(Hazardous Substances Data)

Usage

General Description

1-PHENYL-3-(2,6-XYLYL)UREA is a chemical compound that is derived from urea and substituted phenyl and xylidine groups. It is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and organic compounds. 1-PHENYL-3-(2,6-XYLYL)UREA has potential applications in the field of medicine, particularly in the development of anti-cancer drugs and other therapeutic agents. Additionally, it is also utilized in the production of dyes, pigments, and other industrial materials. Its unique chemical structure and properties make it a valuable component in the manufacturing of a wide range of products, and it continues to be a subject of research and development in various scientific and industrial fields.

InChI:InChI=1/C15H16N2O/c1-11-7-6-8-12(2)14(11)17-15(18)16-13-9-4-3-5-10-13/h3-10H,1-2H3,(H2,16,17,18)

Upstream product

• 119072-54-7 2,6-dimethylphenyl isonitrile 
• 62-53-3 aniline 
• 2990-03-6 1-(2,6-dimethylphenyl)urea 
• 103-71-9 phenyl isocyanate 
• 64-10-8 phenyl carbamate 
• 6781-98-2 2,6-dimethyl-1-chlorobenzene 
• 16239-27-3 N'-(2,6-dimethylphenyl)benzamidine 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 60986-28-9 2,6-dimethyl-N-((phenylimino)methylene)aniline 
• 124479-79-4 N-Chloro-N'-(2,6-dimethylphenyl)benzamidine 
• 87-62-7 2,6-dimethylaniline 
• 582-61-6 benzoyl azide 

Relevant articles and documents

Searching for small molecules as antibacterials: Non-cytotoxic diarylureas analogues of triclocarban

Triclocarban (TCC), a broad-spectrum lipophilic antimicrobial agent, is a diarylurea derivative that has been used for more than 60 years as a major ingredient of toys, clothing, food packaging materials, food industry floors, medical supplies and especially of personal care products, such as soaps, toothpaste and shampoo. In September 2016, the U.S. FDA banned nineteen antimicrobial ingredients, including TCC, in over-the-counter consumer antiseptic wash products, due to their toxicity. Withdrawal of TCC has prompted efforts to search for new antimicrobial compounds. In this paper, we present the synthesis and biological evaluation, as antibiotic and non-cytotoxic agents, of a series of diarylureas, analogues of TCC. These compounds are characterized by an intriguingly simple chemistry and can be easily synthesized. Among the synthesized compounds, 1ab and 1bc emerge as the most interesting compounds as they show the same activity of TCC (MIC = 16 μg/mL) against Staphylococcus aureus, and a higher activity than TCC against Enterococcus faecalis (MIC = 32 μg/mL versus MIC = 64 μg/mL). Moreover, 1ab and 1bc show no cytotoxicity towards the human mammary epithelial cells MCF-10A and embryonic kidney epithelial cells Hek-293, in opposition to TCC, which exhibits a marked cytotoxicity on the same cell lines and shows a good antitumor activity on a panel of cell lines tested.

Electrochemical Synthesis of Carbodiimides via Metal/Oxidant-Free Oxidative Cross-Coupling of Amines and Isocyanides

This work discloses an electrochemical oxidative cross-coupling of amines with aryl and aliphatic isocyanides. In an undivided cell, the reaction proceeds without involving any transition-metal catalyst, oxidant, or toxic reagents providing carbodiimides in good yields, thereby circumventing stoichiometric chemical oxidants, with H2 as the only byproduct. Moreover, carbodiimides were in situ converted into unsymmetrical ureas in moderate to good yields using an electricity ON-OFF strategy.

Oximes as reusable templates for the synthesis of ureas and carbamates by an: In situ generation of carbamoyl oximes

Oximes have been identified as reusable templates for the synthesis of ureas and carbamates by an in situ generation of carbamoyl oximes under metal-free conditions. The recovered oxime has been utilised for three trials in the synthesis of urea derivatives without any loss in the yield and efficiency. In addition, this template approach could override the usage of hazardous and less stable isocyanates as substrates.