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72779

Sigma-Aldrich

Triclosan

97.0-103.0% (active substance, GC)

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

Quality Level

biological source

synthetic

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)

Mode of action

enzyme | inhibits

antibiotic activity spectrum

fungi

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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Related Categories

General description

Chemical structure: diphenyl ether derivative

Packaging

5, 25 g in poly bottle

Application

A component of cefsulodin-irgasan-novobiocin selection medium for Yersinia, a human pathogen that may contaminate animal-source food products. Because of its low antigenicity, irgasan is also a component of many antibacterial consumer products.

Biochem/physiol Actions

Irgasan is a broad spectrum antimicrobial agent. 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

Signal Word

Warning

Hazard Statements

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

Certificate of Analysis

Certificate of Origin

  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.

  5. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  6. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  7. My question is not addressed here, how can I contact Technical Service for assistance?

    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...
Wai Keat Chang et al.
Annals of surgery, 255(5), 854-859 (2012-04-04)
To determine the efficacy and safety of triclosan-impregnated sutures. Surgical-site infections (SSIs) produce considerable morbidity and increase health care costs. A potential strategy to decrease the rates of SSIs may be the use of triclosan-impregnated sutures. These have been endorsed...
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...
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...
Markus K Diener et al.
Lancet (London, England), 384(9938), 142-152 (2014-04-11)
Postoperative surgical site infections are one of the most frequent complications after open abdominal surgery, and triclosan-coated sutures were developed to reduce their occurrence. The aim of the PROUD trial was to obtain reliable data for the effectiveness of triclosan-coated...

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