54582-35-3

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-Methoxybenzyl)urea is used as a smooth muscle relaxant for its potential to alleviate muscle spasms and related conditions by reducing the tension in smooth muscles.
N-(4-Methoxybenzyl)urea is also used in the treatment of central nervous system disorders, leveraging its properties to potentially modulate neurological functions and ameliorate symptoms associated with such conditions.
Used in Organic Synthesis:
In the field of organic synthesis, N-(4-Methoxybenzyl)urea is utilized as a building block for constructing more intricate chemical structures, contributing to the development of novel compounds with diverse applications in various industries.

InChI:InChI=1/C9H12N2O2/c1-13-8-4-2-7(3-5-8)6-11-9(10)12/h2-5H,6H2,1H3,(H3,10,11,12)

Upstream product

• 17061-61-9 4-methoxybenzylamine hydrochloride 
• 57-13-6 urea 
• 556-89-8 nitrourea 
• 2393-23-9 4-methoxy-benzylamine 
• 123-11-5 4-methoxy-benzaldehyde 
• 61642-86-2 S-phenyl thiocarbamate 
• 95062-72-9 S-(4-methylphenyl) thiocarbamate 
• 95062-74-1 S-(4-chlorophenyl) thiocarbamate 
• 95062-75-2 S-(4-bromophenyl) thiocarbamate 
• 590-28-3 potassium cyanate 
• 74295-89-9 N-(p-Methoxybenzyl)cyanamide 

Downstream Products

• 190435-92-8 1,6-bis(p-methoxybenzyl)-7,8-di-p-tolylglycoluril 
• 385818-23-5 3a,6a-bis-(4-tert-butyl-phenyl)-1,6-bis-(4-methoxy-benzyl)-tetrahydro-imidazo[4,5-d]imidazole-2,5-dione 
• 385818-27-9 3a,6a-bis-(4-decyloxy-phenyl)-1,6-bis-(4-methoxy-benzyl)-tetrahydro-imidazo[4,5-d]imidazole-2,5-dione 
• 1346240-50-3 3-(4-methoxybenzyl)-5-(5-methyl[1,3,4]thiadiazol-2-ylamino)-5-trifluoromethylimidazolidine-2,4-dione 
• 51884-02-7 N-carbamoyl-4-methoxybenzamide 
• 1616092-07-9 C₁₉H₁₉N₃O₃S 
• 944114-49-2 3-(4-Methoxybenzyl)-1-(4-methoxybenzyl)-6-methylsulfanyl-1H-[1,3,5]-triazine-2,4 dione 
• 1616092-11-5 C₁₉H₁₈BrN₃O₃S 
• 1616092-12-6 C₁₉H₁₇Cl₂N₃O₃S 
• 1616092-14-8 C₂₀H₂₁N₃O₃S 
• 1616092-15-9 C₁₉H₁₈FN₃O₃S 
• 1616092-16-0 C₁₉H₁₈ClN₃O₃S 
• 1616092-17-1 C₂₀H₁₈F₃N₃O₃S 
• 1616092-19-3 C₁₉H₁₈IN₃O₃S 

Relevant academic research and scientific papers

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.

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.

MONOSUBSTITUTED UREA DERIVATIVES AS A SELF-TANNING SUBSTANCE

The present invention relates to the use of monosubstiuted urea derivatives of the formula I as self-tanning substance, for increasing melanin synthesis, for improving melanin transport and/or improving the distribution of melanin in suprabasal layers, and to preparations comprising these urea derivatives.

Regioselective synthesis of benzimidazolones via cascade C-N coupling of monosubstituted ureas

A direct method for the regioselective construction of benzimidazolones is reported wherein a single palladium catalyst is employed to couple monosubstituted urea substrates with differentially substituted 1,2-dihaloaromatic systems. In this method, the catalyst is able to promote a cascade of two discrete chemoselective C-N bond-forming processes that allows the highly selective and predictable formation of complex heterocycles from simple, readily available starting materials.

Nano cerium oxide as a recyclable catalyst for the synthesis of N-monosubstituted ureas with the aid of acetaldoxime as an effective water surrogate

A new method for the synthesis of N-monosubstituted ureas has been developed by the reaction of cyanamides with acetaldoxime in the presence of nano cerium oxide as an efficient and recyclable catalyst.

Carboxylic acid-catalyzed one-pot synthesis of cyanoacetylureas and their cyclization to 6-aminouracils in guanidine ionic liquid

A novel, one-pot, carboxylic acid-catalyzed synthesis of cyanoacetylureas via in situ generated ureas and their cyclization to 6-aminouracils in the presence of the guanidine-based ionic liquid 1,1,3,3-tetramethylguanidine lactate [TMG][Lac] is described. The ureas were synthesized from amines and potassium cyanate, which on reaction with cyanoacetic acid in the presence of acetic anhydride in the same pot afforded cyanoacetylureas, which undergo cyclization in [TMG][Lac] as solvent as well as catalyst to afford 6-aminouracils. One-pot synthesis of cyanoacetylureas, efficient and rapid cyclization, better yield, shorter reaction time, easy workup procedure, and recyclability of the ionic liquid are some advantages of this procedure.

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 of novel imidazolidine-2,4-dione derivatives as potential antidiabetic agents

A series of novel imidazolidine-2,4-dione derivatives were synthesized and their chemical structures were confirmed by 1H NMR and ESI-MS. The preliminary antidiabetic screening results demonstrated that the compound 3b showed some antidiabetic activity and could acted as lead compound for further design and discovery of antidiabetic agents.

Microwave-assisted synthesis of N-monosubstituted urea derivatives

An easy and rapid procedure for the preparation of N-monosubstituted ureas via reaction between potassium cyanate and a wide range of amines is described. The procedure was performed under microwave irradiation using water as solvent. This methodology is particularly attractive since it provides ureas in high yield and purity. Georg Thieme Verlag Stuttgart · New York.