All Photos(2)
Synonym(s):
1-(4-Chlorophenyl)-3-(3,4-dichlorophenyl)urea, TCC, Triclocarban
Linear Formula:
Cl2C6H3NHCONHC6H4Cl
CAS Number:
Molecular Weight:
315.58
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Agency
EPA 1694
Quality Level
vapor pressure
<0.1 mmHg ( 25 °C)
Assay
99%
form
solid
mp
254-256 °C (lit.)
solubility
methanol: soluble
application(s)
environmental
SMILES string
Clc1ccc(NC(=O)Nc2ccc(Cl)c(Cl)c2)cc1
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)
InChI key
ICUTUKXCWQYESQ-UHFFFAOYSA-N
Gene Information
human ... EPHX2(2053)
mouse ... Ephx2(13850)
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General description
3,4,4′-Trichlorocarbanilide(TCC) is employed as bacteriostat and antimicrobial agent in bar soaps, cosmetics and other personal care prducts.TCC is a toxic, persistent and potentially bioaccumulative polychlorinated binuclear aromatic urea pesticide.
Application
3,4,4′-Trichlorocarbanilide was used to develop a sensitive analytical method to determine triclocarban and environmental phenols in breast milk using isotope dilution on-line solid-phase extraction coupled with HPLC–tandem mass spectrometry. 3,4,4′-Trichlorocarbanilide was used in quantitative structure-activity relationship (QSAR)analyses conducted to study the co-occurrence of Triclocarban and Triclosan in U.S. Water Resources.
Biochem/physiol Actions
3,4,4′-Trichlorocarbanilide interferes with mammalian reproduction and can cause methemoglobinemia in humans.
Disclaimer
The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1
WGK
WGK 3
Certificates of Analysis (COA)
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Rolf U Halden et al.
Environmental science & technology, 39(6), 1420-1426 (2005-04-12)
Triclocarban (TCC) and triclosan (TCS) are antimicrobial additives in personal care products. Whereas TCS has been studied extensively, the environmental fate of TCC remains largely unknown. To address this data gap, we performed quantitative structure-activity relationship (QSAR) analyses that suggested
Biodegradation of 3, 4, 4'-trichlorocarbanilide, TCC?, in sewage and activated sludge.
Gledhill WE.
Water Research, 9(7), 649-654 (1975)
Rong Chu et al.
Oncotarget, 7(48), 78958-78970 (2016-10-16)
Microtubule targeting agents (MTAs) characteristically promote phosphorylation and degradation of Mcl-1, and this represents a critical pro-apoptotic signal in mitotic death. While several phosphorylation sites and kinases have been implicated in mitotic arrest-induced Mcl-1 phosphorylation, a comprehensive biochemical analysis has
Arjun K Venkatesan et al.
Journal of hazardous materials, 229-230, 29-35 (2012-06-30)
The antimicrobial agents triclosan (TCS), triclocarban (TCC) and their associated transformation products are of increasing concern as environmental pollutants due to their potential adverse effects on humans and wildlife, including bioaccumulation and endocrine-disrupting activity. Analysis by tandem mass spectrometry of
Nils Helge Schebb et al.
Aquatic toxicology (Amsterdam, Netherlands), 105(3-4), 448-454 (2011-08-30)
The antimicrobial triclocarban (TCC) is frequently found in personal care products and commonly observed in surface waters and sediments. Due to its long environmental persistence TCC accumulates in sewage sludge. It also shows a high unintended biological activity as a
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