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105937

Sigma-Aldrich

3,4,4′-Trichlorocarbanilide

99%

Sinónimos:

1-(4-Chlorophenyl)-3-(3,4-dichlorophenyl)urea, TCC, Triclocarban

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About This Item

Fórmula lineal:
Cl2C6H3NHCONHC6H4Cl
Número de CAS:
101-20-2
Peso molecular:
315.58
Número MDL:
MFCD00013254
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24846715
NACRES:
NA.22

Agency

EPA 1694

Nivel de calidad

100

presión de vapor

<0.1 mmHg ( 25 °C)

Ensayo

99%

Formulario

solid

mp

254-256 °C (lit.)

solubilidad

methanol: soluble

aplicaciones

environmental

grupo funcional

amine
chloro

cadena SMILES

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)

Clave InChI

ICUTUKXCWQYESQ-UHFFFAOYSA-N

Información sobre el gen

human ... EPHX2(2053)
mouse ... Ephx2(13850)

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Descripción general

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

3,4,4′-Trichlorocarbanilide interferes with mammalian reproduction and can cause methemoglobinemia in humans.

Cláusula de descargo de responsabilidad

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.

Pictogramas

Environment
GHS09

Palabra de señalización

Warning

Frases de peligro

H410

Consejos de prudencia

P273 - P391 - P501

Clasificaciones de peligro

Aquatic Acute 1 - Aquatic Chronic 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

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Certificados de análisis (COA)

Lot/Batch Number
0000188051
MKCQ6353
MKCN8040
MKCG1042
MKBV2419V

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Biodegradation of 3, 4, 4'-trichlorocarbanilide, TCC?, in sewage and activated sludge.
Gledhill WE.
Water Research, 9(7), 649-654 (1975)
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
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
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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