Triclocarban

Triclocarban
Names
	Preferred IUPAC name N-(4-Chlorophenyl)-N′-(3,4-dichlorophenyl)urea
	Other names Trichlorocarbanilide, TCC, Solubacter, Vivilide
Identifiers
CAS Number	101-20-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:48347 ;
ChEMBL	ChEMBL1076347 ;
ChemSpider	7266 ;
ECHA InfoCard	100.002.659
PubChem CID	7547;
UNII	BGG1Y1ED0Y ;
CompTox Dashboard (EPA)	DTXSID4026214 ;
	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) Key: ICUTUKXCWQYESQ-UHFFFAOYSA-N ; 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;
	SMILES Clc2ccc(NC(=O)Nc1ccc(Cl)cc1)cc2Cl;
Properties
Chemical formula	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)	0 1 0
Flash point	> 150 °C (302 °F; 423 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>5000 mg/kg (oral, mouse); 2100 mg/kg (i.p., mouse)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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]

^ ^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.
^ "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/>.
^ 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.
^ 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.

[Marty-1] 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.

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Triclocarban

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