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Usage

Uses

Used in Pharmaceutical Industry:
1-(2,4-dichlorophenyl)-3-phenylurea is used as an antidiarrheal agent for treating diarrhea. It functions by slowing down the muscular contractions of the intestines, which in turn reduces the frequency and urgency of bowel movements. This application is particularly beneficial for individuals suffering from acute diarrhea, providing relief and aiding in recovery.
Additionally, difenoxin is often combined with atropine to discourage recreational use, and it is marketed under the brand name Motofen. As a Schedule I medication in the United States, it highlights the importance of using difenoxin under the supervision of a healthcare professional to ensure safety and minimize the risk of abuse and addiction.

Upstream product

• 13528-25-1 N-(2,4-dichlorophenyl)-N'-phenylthiourea 
• 554-00-7 2,4-Dichloroaniline 
• 103-71-9 phenyl isocyanate 
• 582-61-6 benzoyl azide 
• 103-72-0 phenyl isothiocyanate 

Relevant academic research and scientific papers

Halogen-substituted ureas for anion binding: solid state and solution studies

Herein, we report the synthesis and the anion binding properties of a family of N,N′-diphenylureas L1-L15, bearing on the aromatic ring(s) halogens (chlorine and iodine) and/or nitro or trifluoromethyl electron-withdrawing groups. The analysis of the crystal structures obtained from single crystal X-ray diffraction experiments shows that self-assembled chains or tapes connected via N–H···O hydrogen bonds are the most commonly adopted arrangements for this type of molecules in the crystal lattice. In the presence of anion guests or solvent molecules with competing hydrogen bond donors and acceptors, other supramolecular arrangements can be observed. Solution studies conducted in DMSO-d6/0.5% H2O by means of 1H-NMR titrations show the formation of 1:1 adducts with all receptors. The different observed affinities of the receptors for the anion guests were rationalised in terms of steric hindrance of the substituents on the phenyl rings and their electron-withdrawing properties.

Synthesis and structure activity relationships in diphenylureas against Culex quinouefasciatus

Substituted diphenylureas 1-23 have been synthesised from isocyanates generated from azides of benzoic acid and 4-chlorobenzoic acid with aniline, and 4-chloro-, 2-trifluoromethyl-, 3-trifluoromethyl, 4-phenoxy-, 2,4-dichloro-, 2,5-dichloro-, 3,4-dichloro-, 3-chloro-4-methoxy-, 3-chloro-2-methyl-, 3-chloro-4-methyl- and 4-nitro-anilines. All the compounds have been tested for insect growth regulating (IGR) activity against early third instar larvae of Culex quinquefasciatus, the human filariasis vector. Compounds 15 and 19 exhibit 100 percent emergence inhibition at 1 ppm concentration against Cx quinquefasciatus larvae. These compounds may play a useful role in mosquito control by maintaining the vector populations at a minimum level.

THE INTRAMOLECULAR NH...Cl HYDROGEN BOND IN UREA DERIVATIVES CONTAINING THE o-CHLOROPHENYL GROUP

The solution ν(N-H) vibrations of various disubstituted ureas containing a halophenyl group have been examined in order to directly confirm the presence of an intramolecular NH...Cl hydrogen bond in the o-chloro analog.In chlorophenyl derivatives the ν(N-