Triclocarban

Not to be confused with triclosan or trichloromethane.
Triclocarban
Names
Preferred IUPAC name
N-(4-Chlorophenyl)-N′-(3,4-dichlorophenyl)urea
Other names
Trichlorocarbanilide, TCC, Solubacter, Vivilide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.659 Edit this at Wikidata
UNII
  • 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) checkY
    Key: ICUTUKXCWQYESQ-UHFFFAOYSA-N checkY
  • InChI=1/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)
    Key: ICUTUKXCWQYESQ-UHFFFAOYAL
  • Clc2ccc(NC(=O)Nc1ccc(Cl)cc1)cc2Cl
Properties
C13H9Cl3N2O
Molar mass 315.58 g·mol−1
Density 1.53 g/cm3
Melting point 254 to 256 °C (489 to 493 °F; 527 to 529 K)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
0
1
0
Flash point > 150 °C (302 °F; 423 K)
Lethal dose or concentration (LD, LC):
>5000 mg/kg (oral, mouse)[1]
2100 mg/kg (i.p., mouse)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Triclocarban (sometimes abbreviated as TCC) is an antibacterial chemical once common in, but now phased out of, personal care products like soaps and lotions. It was originally developed for the medical field.[2] Although the mode of action is unknown, TCC can be effective in fighting infections by targeting the growth of bacteria such as Staphylococcus aureus.[3] Additional research seeks to understand its potential for causing antibacterial resistance and its effects on organismal and environmental health.[4]

  1. ^ a b Marty, J. P., Wepierre, J. (1979). "Toxicity evaluation of cosmetically active substances: case of trichlorocarbanilide". Labo-Pharma - Problemes et Techniques. 27 (286): 306–10.
  2. ^ "Anti-bacterial personal hygiene products may not be worth potential risks." UC Davis Health System Feature Story: Anti-bacterial personal hygiene products.... UC Davis Health System, n.d. Web. 12 Mar. 2014. <http://www.ucdmc.ucdavis.edu/welcome/features/20080903_anti-bacterial/>.
  3. ^ Walsh SE, Maillard JY, Russell AD, Catrenich CE, Charbonneau DL, Bartolo RG (2003). "Activity and mechanisms of action of selected biocidal agents on Gram-positive and -negative bacteria". Journal of Applied Microbiology. 94 (2): 240–247. doi:10.1046/j.1365-2672.2003.01825.x. ISSN 1364-5072. PMID 12534815.
  4. ^ Rochester JR, Bolden AL, Pelch KE, Kwiatkowski CF (2017). "Potential Developmental and Reproductive Impacts of Triclocarban: A Scoping Review". Journal of Toxicology. 2017: 9679738. doi:10.1155/2017/9679738. ISSN 1687-8191. PMC 5733165. PMID 29333157.