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72779

Sigma-Aldrich

Triclosan

97.0-103.0% (active substance, GC)

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Synonym(s):
Triclosan, 5-Chloro-2-(2,4-dichlorophenoxy)phenol, Irgasan
Empirical Formula (Hill Notation):
C12H7Cl3O2
CAS Number:
3380-34-5
Molecular Weight:
289.54
Beilstein:
2057142
EC Number:
222-182-2
MDL number:
MFCD00800992
PubChem Substance ID:
57652433
NACRES:
NA.85

biological source

synthetic

Quality Level

200

Assay

97.0-103.0% (active substance, GC)

form

powder or crystals

impurities

≤0.1% Water (Karl Fischer)

color

white

mp

55-59 °C

solubility

1 M NaOH: 5% at 25 °C, faintly turbid to clear (colorless solution)

antibiotic activity spectrum

fungi

Mode of action

enzyme | inhibits

SMILES string

Oc1cc(Cl)ccc1Oc2ccc(Cl)cc2Cl

InChI

1S/C12H7Cl3O2/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6,16H

InChI key

XEFQLINVKFYRCS-UHFFFAOYSA-N

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General description

Chemical structure: diphenyl ether derivative

Application

A component of cefsulodin-irgasan-novobiocin selection medium for Yersinia, a human pathogen that may contaminate animal-source food products.

Biochem/physiol Actions

It is an inhibitor of the enoyl-ACP (acyl-carrier protein) reductase component of type II fatty acid synthase (FAS-II) in bacteria and Plasmodium. It also inhibits mammalian fatty acid synthase (FASN), and may have anticarcinogenic activity.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315 - H319 - H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Product 72779, Irgasan, soluble in?

    Per the chemicals encyclopedia published by the Royal Society of Chemistry, 12th edition, Entry# 9790, Irgasan is not soluble in water, but it is readily soluble in alkaline solutions and many organic solvents.

  4. What are other names besides Irgasan that Product 72779 may be referred to?

    Irgasan may also be referred to as Triclosan and 5-Chloro-2-(2,4-dichlorophenoxy)phenol.

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    Ask a Scientist here.

Kathleen Dittmann et al.
Antimicrobial resistance and infection control, 8, 122-122 (2019-08-02)
Recent publications have raised concerns of reduced susceptibilities of clinical bacterial isolates towards biocides. This study presents a comparative investigation of the susceptibility of livestock-associated Methicillin-resistant Staphylococcus aureus (LA-MRSA), hospital-acquired MRSA (HA-MRSA) and community-aquired MRSA (CA-MRSA) to the commonly used
Cale T Anger et al.
Environmental science & technology, 47(4), 1833-1843 (2013-01-17)
When discharged into surface waters via wastewater effluents, triclosan, the antimicrobial agent in handsoaps, and chlorinated triclosan derivatives (CTDs, formed during disinfection with chlorine) react photochemically to form polychlorinated dibenzo-p-dioxins. To evaluate the historical exposure of waters to these compounds
R M Davies et al.
Journal of clinical periodontology, 31(12), 1029-1033 (2004-11-25)
To compare the effectiveness of triclosan/copolymer and fluoride dentifrices in improving plaque control and gingival health. We searched the Cochrane Controlled Trials Register, MEDLINE (1986 to March 2003) and EMBASE (1986 to March 2003). Personal files and the reference lists
Kannan Krishnan et al.
Regulatory toxicology and pharmacology : RTP, 58(1), 10-17 (2010-06-15)
Recent efforts worldwide have resulted in a growing database of measured concentrations of chemicals in blood and urine samples taken from the general population. However, few tools exist to assist in the interpretation of the measured values in a health
Siamak P Yazdankhah et al.
Microbial drug resistance (Larchmont, N.Y.), 12(2), 83-90 (2006-08-23)
Triclosan is a widely used biocide that is considered as an effective antimicrobial agent against different microorganisms. It is included in many contemporary consumer and personal health-care products, like oral and dermal products, but also in household items, including plastics
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