13142-54-6

Basic information

• Product Name: 1-(2,4-dichlorophenyl)-3-phenylurea
• Synonyms: urea, N-(2,4-dichlorophenyl)-N'-phenyl-
• CAS NO: 13142-54-6
• Molecular Formula: C₁₃H₁₀Cl₂N₂O
• Molecular Weight: 281.1373
• Mol File: 13142-54-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 313.7°C at 760 mmHg
• Flash Point: 143.5°C
• Density: 1.45g/cm³
• Vapor Pressure: 0.000488mmHg at 25°C
• Refractive Index: 1.699
• CAS DataBase Reference: 1-(2,4-dichlorophenyl)-3-phenylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-dichlorophenyl)-3-phenylurea(13142-54-6)
• EPA Substance Registry System: 1-(2,4-dichlorophenyl)-3-phenylurea(13142-54-6)

Safety Data

• Hazardous Substances Data: 13142-54-6(Hazardous Substances Data)

Usage

General Description

1-(2,4-dichlorophenyl)-3-phenylurea, also known as difenoxin, is a chemical compound with a molecular formula of C16H12Cl2N2O. This organic compound is a derivative of phenylurea and is commonly used as an antidiarrheal medication. Difenoxin works by slowing down the muscular contractions of the intestines, thus reducing the frequency and urgency of bowel movements. It is often combined with atropine to discourage recreational use and is marketed under the brand name Motofen. Difenoxin is classified as a Schedule I medication in the United States because of its potential for abuse and addiction. Despite its medical uses, difenoxin should be used with caution and under the supervision of a healthcare professional.

Upstream product

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

Relevant articles and documents

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.

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-