1-(3,4-dichlorophenyl)-3-phenylurea

• ChemBase ID: 178964
• Molecular Formular: C13H10Cl2N2O
• Molecular Mass: 281.1373
• Monoisotopic Mass: 280.01701831
• SMILES: c1cccc(c1)NC(=O)Nc1ccc(c(c1)Cl)Cl
• Canonical SMILES: O=C(Nc1ccccc1)Nc1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C13H10Cl2N2O/c14-11-7-6-10(8-12(11)15)17-13(18)16-9-4-2-1-3-5-9/h1-8H,(H2,16,17,18)
• InChIKey: QQYLEGFGULSHPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3,4-dichlorophenyl)-3-phenylurea
• IUPAC Traditional name: 1-(3,4-dichlorophenyl)-3-phenylurea
• Synonyms: N-(4-Chlorophenyl)-N'-(3,4-dichlorophenyl)urea; 3,4,4'-Trichlorocarbanilide; 3,4,4'-Trichlorodiphenylurea; Cusiter; Cutisan; ENT 26925; Genoface; Preventol SB; Procutene; Solubacter; TCC; Triclocarban

Database IDs

• CAS Number: 101-20-2
• PubChem SID: 164234874
• PubChem CID: 250642

CALCULATED PROPERTIES

• Acid pKa: 11.42955
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 4.326744
• LogD (pH = 7.4): 4.326706
• Log P: 4.3267446
• Molar Refractivity: 75.6624 cm^3
• Polarizability: 27.869333 Å^3
• Polar Surface Area: 41.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 250-252°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T774200

Used as bacteriostat and antiseptic in soaps and other cleansing compositions. Antiseptic, disinfectant.

REFERENCES

• Heath, R., et al.: J. Biol. Chem., 274, 11110 (1995)
• Dayan, A., et al.: Food Chem. Toxicol., 45, 125 (1995)
• Rastogi, S., et al.: Contact Derm., 32, 28 (1995)
• Thomassin, M., et al.: J. Pharm. Biomed. Anal., 15, 831 (1995)