Triclocarban

Triclocarban

Names
IUPAC name 3-(4-Chlorophenyl)-1-(3,4-dichlorophenyl)urea
Other names Trichlorocarbanilide, TCC, Solubacter
Identifiers
CAS Number	101-20-2 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:48347 Y
ChEMBL	ChEMBL1076347 Y
ChemSpider	7266 Y
ECHA InfoCard	100.002.659
PubChem	7547
UNII	BGG1Y1ED0Y Y
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) Y Key: ICUTUKXCWQYESQ-UHFFFAOYSA-N Y 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	1 0 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).
Y  (what is YN ?)
Infobox references

Triclocarban is an antibacterial agent common in personal care products like soaps and lotions as well as in the medical field, for which it was originally developed. Studies on its antibacterial qualities and mechanisms are growing. Research suggests that it is similar in its mechanism to triclosan and is effective in fighting infections by targeting the growth of bacteria such as Staphylococcus aureus. Additional research seeks to understand its potential for causing antibacterial resistance and its effects on organismal and environmental health.

Triclocarban has been used as an antimicrobial and antifungal compound since the 1960s. It is commonly found in personal care products as an antimicrobial in soaps, lotions, deodorants, toothpaste, and plastic. About 80% of all antimicrobial bar soap sold in the United States contains triclocarban. Additionally, the United States spends nearly 1 billion dollars annually on products containing triclocarban and triclosan.

In December 2013, the Food and Drug Administration required all companies to prove within the next year, that triclocarban is not harmful to consumers. In recent years, companies like Johnson & Johnson, Procter & Gamble, Colgate-Palmolive, and Avon have begun phasing out chemical use due to health concerns.

Triclocarban, 3-(4-chlorophenyl)-1-(3,4-dichlorophenyl)urea, is a white powder that is insoluble in water. While triclocarban has two chlorinated phenyl rings, it is structurally similar to carbanilide compounds often found in pesticides (such as diuron) and some drugs. Chlorination of ring structures is often associated with hydrophobicity, persistence in the environment, and bioaccumulation in fatty tissues of living organisms. For this reason, chlorine is also a common component of persistent organic pollutants. Triclocarban is incompatible with strong oxidizing reagents and strong bases, reaction with which could result in safety concerns such as explosion, toxicity, gas, and heat.