13143-02-7

Basic information

• Product Name: (4-acetylphenyl)urea
• Synonyms: (4-acetylphenyl)urea;Nsc27464;1-(4-acetylphenyl)urea
• CAS NO: 13143-02-7
• Molecular Formula: C₉H₁₀N₂O₂
• Molecular Weight: 178.19
• Mol File: 13143-02-7.mol

Chemical Properties

• Boiling Point: 329.7°Cat760mmHg
• Flash Point: 153.2°C
• Appearance: /
• Density: 1.261
• Vapor Pressure: 0.000174mmHg at 25°C
• Refractive Index: 1.617
• PKA: 14.29±0.50(Predicted)
• CAS DataBase Reference: (4-acetylphenyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: (4-acetylphenyl)urea(13143-02-7)
• EPA Substance Registry System: (4-acetylphenyl)urea(13143-02-7)

Safety Data

• Hazardous Substances Data: 13143-02-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(4-Acetylphenyl)urea is used as a reagent in the synthesis of pharmaceuticals for its ability to contribute to the development of new drug molecules. Its unique structure allows it to be a key component in creating innovative medications.
Used in Chemical Research and Development:
(4-Acetylphenyl)urea is used as a research compound in chemical laboratories for its potential to be a building block in the production of various organic materials. It aids scientists in understanding and developing new chemical reactions and processes.
Used in Organic Synthesis:
(4-Acetylphenyl)urea is used as a synthetic intermediate for the production of other organic compounds. Its acetylphenyl group provides a foundation for further chemical reactions, enabling the creation of a wide range of organic substances.

InChI:InChI=1/C9H10N2O2/c1-6(12)7-2-4-8(5-3-7)11-9(10)13/h2-5H,1H3,(H3,10,11,13)

Upstream product

• 64-10-8 phenyl carbamate 
• 75-36-5 acetyl chloride 
• 99-90-1 para-bromoacetophenone 
• 893187-73-0 C₁₆H₁₆N₂O₂ 
• 917-61-3 sodium isocyanate 
• 99-92-3 p-aminobenzophenone 
• 75106-15-9 4-acetylphenyl cyanamide 
• 590-28-3 potassium cyanate 

Downstream Products

• 116433-14-8 C₃₄H₃₂N₆O₈S 

Relevant articles and documents

A green and facile approach for the synthesis of N-monosubstituted ureas in water: Pd catalyzed reaction of arylcyanamides (an unexpected behavior of electron withdrawing groups)

The Fe3O4 magnetic nano-particles were prepared, coated with tetraethyl orthosilicate (TEOS), functionalized with 3-chloropropyltrimethoxysilane (CPTMS), further functionalized with 2,2′-(piperazine-1,4-diylbis(methylene) dianiline (PDMD) and the corresponding Pd complex synthesized as a novel nano-magnetic heterogeneous catalyst (Fe3O4@SiO2@CPTMS@PDMD@Pd) to be used for the synthesis of various N-monosubstituted ureas in water. Also, in another attempt to see the effect of HCOOH, the hydration reaction of arylcyanamide was carried out in the presence of HCOOH (water + 98% HCOOH) which had two effects: it decreased the amount of the Pd catalyst from 40 to 30 mg, and the reaction condition was changed from the reflux condition to room temperature. Interestingly, the arylcyanamides with electron withdrawing groups influence the course of the reaction and need more reaction times for completion which is an unexpected behavior, probably due to the high electron density around the central carbon atom of the nitrile group.

Optimization of Hydantoins as Potent Antimycobacterial Decaprenylphosphoryl-β-d-Ribose Oxidase (DprE1) Inhibitors

In search of novel drugs against tuberculosis, we previously discovered and profiled a novel hydantoin-based family that demonstrated highly promising in vitro potency against Mycobacterium. tuberculosis. The compounds were found to be noncovalent inhibitors of DprE1, a subunit of decaprenylphosphoryl-β-d-ribose-2′-epimerase. This protein, localized in the periplasmic space of the mycobacterial cell wall, was shown to be an essential and vulnerable antimycobacterial drug target. Here, we report the further SAR exploration of this chemical family through more than 80 new analogues. Among these, the most active representatives combined submicromolar cellular potency and nanomolar target affinity with balanced physicochemical properties and low human cytotoxicity. Moreover, we demonstrate in vivo activity in an acute Mtb infection model and provide further proof of DprE1 being the target of the hydantoins. Overall, the hydantoin family of DprE1 inhibitors represents a promising noncovalent lead series for the discovery of novel antituberculosis agents.

Hybrid Pd/Fe3O4 nanowires: Fabrication, characterization, optical properties and application as magnetically reusable catalyst for the synthesis of N-monosubstituted ureas under ligand-free conditions

This paper reports the synthesis and use of Pd/Fe3O4 nanowires, as magnetically separable catalysts for ligand-free amidation coupling reactions of aryl halides with benzylurea under microwave irradiation. Then, the in situ hydrogenolysis of the products was performed to afford the N-monosubstituted ureas from good to excellent yields. This method has the advantages of high yields, simple methodology and easy work up. The catalyst can be recovered by using a magnet and reused several times without significant loss of its catalytic activity. The catalyst was characterized using the powder XRD, SEM, EDS and UV-vis spectroscopy. Experimental absorbance spectra was compared with results from the Gans theory.

Green synthesis, optical properties and catalytic activity of silver nanoparticles in the synthesis of N-monosubstituted ureas in water

We report the green synthesis of silver nanoparticles by using Euphorbia condylocarpa M. bieb root extract for the synthesis of N-monosubstituted ureas in water. UV-visible studies show the absorption band at 420 nm due to surface plasmon resonance (SPR) of the silver nanoparticles. This reveals the reduction of silver ions (Ag+) to silver (Ago) which indicates the formation of silver nanoparticles (Ag NPs). This method has the advantages of high yields, simple methodology and easy work up.