13208-64-5

Usage

Uses

Used in Agricultural Industry:
1-(4-chlorophenyl)-3-propylurea is used as a herbicide for controlling weeds and promoting the healthy growth of crops. Its application reason lies in its ability to inhibit cell division in plants, which prevents the growth of roots and sprouts, thus reducing unwanted vegetation.
Additionally, it is used as a sprout inhibitor for potatoes, fruits, and vegetables, ensuring the quality and longevity of these produce items by preventing the sprouting process that can lead to spoilage.
However, it is important to note that there are concerns regarding the potential impact of chlorpropham on human health and the environment. It has been classified as a possible carcinogen and is toxic to aquatic organisms. Consequently, its use is heavily regulated in many countries to minimize any adverse effects.

Upstream product

• 17738-71-5 2-((4-chlorophenyl)-amino)-2-oxoacetic acid 
• 5397-14-8 ethyl 2-[(4-chlorophenyl)amino]-2-oxoacetate 
• 106-47-8 4-chloro-aniline 
• 107-10-8 propylamine 
• 104-12-1 p-chlorphenylisocyanate 
• 110-78-1 Propyl isocyanate 

Downstream Products

• 1445905-03-2 1-4-(chlorophenyl)-3-propyl-2,4,5-imidazolidinetrione 
• 1219-99-4 N,N'-bis(4-chlorophenyl)urea 

Relevant academic research and scientific papers

Supporting-Electrolyte-Free Anodic Oxidation of Oxamic Acids into Isocyanates: An Expedient Way to Access Ureas, Carbamates, and Thiocarbamates

We report a new electrochemical supporting-electrolyte-free method for synthesizing ureas, carbamates, and thiocarbamates via the oxidation of oxamic acids. This simple, practical, and phosgene-free route includes the generation of an isocyanate intermediate in situ via anodic decarboxylation of an oxamic acid in the presence of an organic base, followed by the one-pot addition of suitable nucleophiles to afford the corresponding ureas, carbamates, and thiocarbamates. This procedure is applicable to different amines, alcohols, and thiols. Furthermore, when single-pass continuous electrochemical flow conditions were used and this reaction was run in a carbon graphite Cgr/Cgr flow cell, urea compounds could be obtained in high yields within a residence time of 6 min, unlocking access to substrates that were inaccessible under batch conditions while being easily scalable.

Synthesis of N-1′, N-3′-disubstituted spirohydantoins and their anticonvulsant activities in pilocarpine model of temporal lobe epilepsy

Herein we report the synthesis and anticonvulsant activity of a library of eighteen new compounds that are structural mimics of phenytoin. These class of compounds contain a N-1′, N-3′-disubstituted spirohydantoin scaffold, where the N-1′ and N-3′ positions are modified with an alkyl group or aryl group. Of the eighteen compounds synthesized and tested, compound 5c showed the best anticonvulsant activity. It completely prevented the precursor events of motor seizure in the pilocarpine model of temporal lobe epilepsy. Additionally, ten of the analogs were more effective than phenytoin when compared using the Racine's score in the pilocarpine model. Based on the structure activity relationship (SAR), we concluded that alkyl groups (ethyl, propyl or cyclopropyl) at N-3′ position and 4-nitro phenyl group at N-1′ position are desirable.