105937
3,4,4′-Trichlorocarbanilide
99%
Synonym(s):
1-(4-Chlorophenyl)-3-(3,4-dichlorophenyl)urea, TCC, Triclocarban
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All Photos(2)
About This Item
Linear Formula:
Cl2C6H3NHCONHC6H4Cl
CAS Number:
Molecular Weight:
315.58
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Agency
EPA 1694
vapor pressure
<0.1 mmHg ( 25 °C)
Assay
99%
form
solid
mp
254-256 °C (lit.)
solubility
methanol: soluble
application(s)
environmental
functional group
amine
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
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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
Jian-Liang Zhao et al.
Water research, 47(1), 395-405 (2012-11-07)
Triclosan (TCS) and triclocarban (TCC) are two commonly used personal care products. They may enter into aquatic environments after consumption and pose potential risks to aquatic organisms. We investigated the occurrence and fate of TCS and TCC in five large
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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
Niroj Aryal et al.
Water research, 45(17), 5545-5552 (2011-09-10)
Triclocarban and triclosan, two antimicrobials widely used in consumer products, can adversely affect ecosystems and potentially impact human health. The application of biosolids to agricultural fields introduces triclocarban and triclosan to soil and water resources. This research examined the phytoaccumulation
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