Structure via PubChem · Public domain (PubChem)
triclocarban
Sign in to saveAlso known as 3,4,4'-trichloro carbanilide, 3,4,4'-trichlorocarbanilide, N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)urea, 3,4,4'-trichlorodiphenylurea, TCC, 1-(3',4'-dichlorophenyl)-3-(4'-chlorophenyl)urea
Triclocarban (sometimes abbreviated as TCC) is an antibacterial chemical once common in, but now phased out of, personal care products like soaps and lotions. It was originally developed for the medical field. Although the mode of action is unknown, TCC can be 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.
In the Vinony graph
Within Vinony's link graph, triclocarban is referenced by 638 other articles, and connects out to DDT, pesticide and (+)-catechin.
It is catalogued under topics including 4-Chlorophenyl compounds, Antimicrobials and Chloroarenes.
Its subject is documented across 17 Wikipedia language editions.
Chemical data
- Formula
- C13H9Cl3N2O
- Molecular weight
- 315.6 g/mol
- IUPAC name
- 1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea
- SMILES
- C1=CC(=CC=C1NC(=O)NC2=CC(=C(C=C2)Cl)Cl)Cl
- InChIKey
- ICUTUKXCWQYESQ-UHFFFAOYSA-N
- XLogP
- 5.3
- Polar surface area
- 41.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
726 papers- The Different Facets of Triclocarban: A Review.Molecules (Basel, Switzerland) · 2021
- Fate, risk and removal of triclocarban: A critical review.Journal of hazardous materials · 2020
- Fate of Triclocarban (TCC) in aquatic and terrestrial systems and human exposure.Chemosphere · 2019
- Triclosan and triclocarban as potential risk factors of colitis and colon cancer: Roles of gut microbiota involved.The Science of the total environment · 2022
- Investigating the mechanisms of Triclocarban-induced liver injury: A comprehensive analysisbased on network toxicology and in vivo experiments.Environmental pollution (Barking, Essex : 1987) · 2025
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 313.978
Show 4 more facts
- chemical formula
- C₁₃H₉Cl₃N₂O
- canonical SMILES
- C1=CC(=CC=C1NC(=O)NC2=CC(=C(C=C2)Cl)Cl)Cl
- isomeric SMILES
- C1=CC(=CC=C1N/C(=N/C2=CC=C(C(=C2)Cl)Cl)/O)Cl
- World Health Organisation international non-proprietary name
- triclocarban
via Wikidata · CC0
~16 min read
Encyclopedic overview
21 sectionsContents
- Usage
- Chemical structure and properties
- Synthesis of triclocarban
- Mechanism of action
- Bacteria
- Humans
- Antibacterial properties
- Resistance
- Environmental fate
- Environmental concerns
- Waste water
- Wildlife toxicity
- Bioaccumulation
- Health concerns
- Personal care
- Endocrine disorders
- Safety
- Policy
- Current research
- See also
- References
Triclocarban (sometimes abbreviated as TCC) is an antibacterial chemical once common in, but now phased out of, personal care products like soaps and lotions. It was originally developed for the medical field. Although the mode of action is unknown, TCC can be 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.
==Usage== Triclocarban has been used as an antimicrobial and antifungal compound since the 1960s. It was 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 contained triclocarban. In 2011 United States consumers were spending nearly 1 billion dollars annually on products containing triclocarban and triclosan.
Excerpted from Wikipedia’s “triclocarban” article, available under the CC BY-SA 4.0 licence.