53693-55-3

Usage

Type of compound

Urea derivative

Usage

Pharmaceutical intermediate and research reagent

Physical appearance

White to off-white crystalline powder

Solubility

Sparingly soluble in water, soluble in organic solvents

Biological activity

Inhibits the growth of cancer cell lines

Potential applications

Cancer treatment, antiviral, antifungal, and antibacterial properties

Role in pharmaceutical synthesis

Used in the synthesis of various pharmaceutical compounds and active ingredients

Upstream product

• 103-71-9 phenyl isocyanate 
• 103-67-3 benzyl-methyl-amine 
• 501-82-6 N-phenylcarbamic acid 
• 591-50-4 iodobenzene 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 
• 932-90-1 Benzaldoxime 
• 5023-82-5 N-((methylsulfonyl)oxy)benzimidoyl chloride 
• 582-61-6 benzoyl azide 

Relevant academic research and scientific papers

Broad Scope and High-Yield Access to Unsymmetrical Acyclic [11C]Ureas for Biomedical Imaging from [11C]Carbonyl Difluoride

Effective methods are needed for labelling acyclic ureas with carbon-11 (t1/2=20.4 min) as potential radiotracers for biomedical imaging with positron emission tomography (PET). Herein, we describe the rapid and high-yield syntheses of unsymmet

Method for preparing asymmetric urea compound (by machine translation)

The invention provides a vehicle CO. 2 A method. for synthesizing an asymmetric urea compound by carbonylation coupling reaction of the carbonylation reagent is: and the aromatic, aliphatic primary amine compound and the aliphatic secondary amine compound and the normal pressure (100 °C, diglyme), can be efficiently prepared by using a common Lewis base and a hydrogen silane as the accelerator/CO under mild conditions. 2 The reaction produces a corresponding asymmetric urea compound. containing different functional groups, the process being operated at atmospheric pressure CO. 2 The use of an inexpensive Lewis base and, industrial silicon waste PMHS( for the green non-toxic carbonylation reagent) avoids toxic carbonylation reagents, high pressure, as an accelerator CO. 2 , The use, of the expensive dehydrating agent and the noble metal does not need to purify and separate the intermediate, and the pure product, is obtained by simple suction filtration separation after the reaction is ended . is a high efficiency, novel synthetic method . The commercial herbicide NEBURON. is successfully prepared by using the method. (by machine translation)

Palladium-Catalyzed Synthesis of Symmetrical and Unsymmetrical Ureas Using Chromium Hexacarbonyl as a Convenient and Safe Alternative Carbonyl Source

Pd-catalyzed synthesis of urea derivatives from aryl iodides and different aliphatic and aromatic amines using sodium azide and chromium hexacarbonyl is described. In this process, carbonylation of aryl iodides, Curtius rearrangement of aroyl azides, and nucleophilic addition of amines sequentially occur to afford the products in good to excellent yields. This protocol is operationally simple and displays a broad substrates scope.

One-pot synthesis of trisubstituted ureas from achloroaldoxime O-methanesulfonates and secondary amines

Trisubstituted ureas can be synthesized in a one-pot fashion from bench-stable a-chloroaldoxime Omethanesulfonates and secondary amines under mild reaction conditions. Two practical protocols have been developed to achieve various urea syntheses from both secondary aromatic amines and aliphatic amines.

Parallel synthesis of ureas and carbamates from amines and CO2 under mild conditions

"Chemical Equation Presented" A mild and efficient library synthesis technique has been developed for the synthesis of ureas and carbamates from carbamic acids derived from the DBU-catalyzed reaction of amines and gaseous carbon dioxide. Carbamic acids derived from primary amines reacted with Mitsunobu reagents to generate isocyanates in situ which were condensed with primary and secondary amines to afford the desired ureas. Similarly, carbamic acids from secondary amines reacted with alcohols activated with Mitsunobu reagents to form carbamates.

Thiol on silica as a 'catch and release' support for isocyanates to afford ureas

Silica-bound thiocarbamates were prepared by Curtius rearrangement of carboxylic acids in the presence of thiol on silica gel. The solid supported thiocarbamates were found to be stable isocyanate equivalents, which upon treatment with amines efficiently afforded di- and tri-substituted ureas. The urea products released from the catch and release support were, in the majority of cases, greater than 95% pure and required no further work up.

Solid-phase synthesis of unsymmetrical ureas through the use of Kenner safety-catch linker

A new strategy for the solid-phase synthesis of unsymmetrical ureas is described. Upon treatment of Kenner safety-catch linker with an isocyanate, followed by TMSCHN2 or iodoacetonitrile and an amine, the corresponding unsymmetrical ureas are released in solution.

A photoactivated precipiton for reagent sequestration in solution-phase synthesis

Precipitons are molecular phase tags for chemical separations. They can be switched from a high-solubility to a low-solubility state to facilitate product, reagent, or catalyst isolation. This paper presents the first photoactivated precipiton and demonstrates that this precipiton is an efficient amine scavenging agent in solution-phase syntheses of amides, ureas, and imines. This approach to amine scavenging offers advantages over solid-phase scavenging methods. The amine is captured in a homogeneous medium, so the capture is much faster than seen with isocyanate resins, and only a small excess of the scavenger is required. Copyright

Novel quenchers for solution phase parallel synthesis

The bifunctionality of amino acids can be exploited by utilizing them as quenchers in rapid solution phase parallel synthesis. The amino group was used to covalently trap the excess electrophiles, whereas the carboxylic acid moiety was used to solubilize