Difference between revisions of "Triclocarban"

Latest revision as of 10:01, 20 September 2010

Triclocarban
File:Triclocarban.png
IUPAC name 3-(4-Chlorophenyl)-1-(3,4-dichlorophenyl)urea
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number	101-20-2 Y
PubChem	7547
SMILES	Script error: No such module "collapsible list".
style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula	C13H9Cl3N2O
Molar mass	315.58 g mol−1
Density	1.53
Melting point	254-256 °C
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards
Flash point	>150 °C
Y (what is this?)  (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Triclocarban (TCC), or 3,4,4'-trichlorocarbanilide, is a substance with anti-bacterial and anti-fungal properties that is used in disinfectants, soaps and other household products.

The mechanism of action involves disruption of cellular membranes^[1], and the chemical may also involve inhibition of the enzyme enoyl-acyl carrier protein reductase (ENR).^{[citation needed]} This enzyme is absent in humans but is essential in building cell membranes of many bacteria and fungi.

Researchers at UC Davis have reported that Triclocarban can act as an endocrine disruptor. While TCC shows little or no endocrine activity by itself, it was found to enhance the biological activity of the endogenous hormone testosterone by in vitro cell-based bioassay as well as in vivo in a male rat model. Testosterone normally mediates transcriptional activity in sexual reproductive organs, but TCC appears to significantly amplify this activity. Ten day oral exposure to TCC caused a substantial increase in the weight of accessory sexual such as the prostate.^[2] This raises some concerns due to the 45 years it has been used in personal care products and the current surge in popularity of its use in anti-bacterial products. The authors commented in a UC Davis press release:^[3]

"The researchers found two key effects: In human cells in the laboratory, triclocarban increased gene expression that is normally regulated by testosterone. And when male rats were fed triclocarban, testosterone-dependent organs such as the prostate gland grew abnormally large... Also, the authors said their discovery that triclocarban increased hormone effects was new. All previous studies of endocrine disruptors had found that they generally act by blocking or decreasing hormone effects."

References

1. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
2. ↑ Chen, Jiangang; Ahn, Ki Chang; Gee, Nancy A.; Gee, Nancy A.; Ahmed, Mohamed I.; Duleba, Antoni J.; Zhao, Ling; Gee, Shirley J.; Hammock, Bruce D. (2007-11-29). "Triclocarban Enhances Testosterone Action: A New Type of Endocrine Disruptor?". Endocrinology. 149 (3): 1173–1179. doi:10.1210/en.2007-1057. PMC 2275366 Freely accessible. PMID 18048496. CS1 maint: Date and year (link)
3. ↑ "Antibacterial Chemical Disrupts Hormone Activities, Study Finds" (Press release). Science Daily. 2007-12-08. http://www.sciencedaily.com/releases/2007/12/071207150713.htm. Retrieved 2008-10-07.