3-[4-chloro(1,2,3,4,5,6-13C6)phenyl]-1-(3,4-dichlorophenyl)urea

• ChemBase ID: 178965
• Molecular Formular: C13H9Cl3N2O
• Molecular Mass: 321.53828903
• Monoisotopic Mass: 319.99817499
• SMILES: [13cH]1[13c]([13cH][13cH][13c]([13cH]1)NC(=O)Nc1ccc(c(c1)Cl)Cl)Cl
• Canonical SMILES: O=C(Nc1ccc(c(c1)Cl)Cl)N[13c]1[13cH][13cH][13c]([13cH][13cH]1)Cl
• InChI: InChI=1S/C13H9Cl3N2O/c14-8-1-3-9(4-2-8)17-13(19)18-10-5-6-11(15)12(16)7-10/h1-7H,(H2,17,18,19)/i1+1,2+1,3+1,4+1,8+1,9+1
• InChIKey: ICUTUKXCWQYESQ-MROVPUMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-chloro(1,2,3,4,5,6-^1^3C₆)phenyl]-1-(3,4-dichlorophenyl)urea
• IUPAC Traditional name: 3-[4-chloro(1,2,3,4,5,6-^1^3C₆)phenyl]-1-(3,4-dichlorophenyl)urea
• Synonyms: N-(4-Chlorophenyl)-N'-(3,4-dichlorophenyl)urea-13C6; 3,4,4'-Trichlorocarbanilide-13C6; 3,4,4'-Trichlorodiphenylurea-13C6; Cusiter-13C6; Cutisan-13C6; ENT 26925-13C6; Genoface-13C6; Preventol SB-13C6; Procutene-13C6; Solubacter-13C6; TCC-13C6; Triclocarban-13C6

Database IDs

• PubChem SID: 164234875
• PubChem CID: 46783164

CALCULATED PROPERTIES

• Acid pKa: 11.4200535
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 4.9307885
• LogD (pH = 7.4): 4.93075
• Log P: 4.930789
• Molar Refractivity: 80.4672 cm^3
• Polarizability: 29.783468 Å^3
• Polar Surface Area: 41.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 250-253°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T774202

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

REFERENCES

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