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72779

Sigma-Aldrich

Triclosan

97.0-103.0% (active substance, GC)

Synonym(e):

Triclosan, 5-Chlor-2-(2,4-dichlorphenoxy)-phenol, Irgasan

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About This Item

Empirische Formel (Hill-System):
C12H7Cl3O2
CAS-Nummer:
3380-34-5
Molekulargewicht:
289.54
Beilstein:
2057142
EG-Nummer:
222-182-2
MDL-Nummer:
MFCD00800992
UNSPSC-Code:
12352132
PubChem Substanz-ID:
57652433
NACRES:
NA.85

Biologische Quelle

synthetic

Qualitätsniveau

200

Assay

97.0-103.0% (active substance, GC)

Form

powder or crystals

Verunreinigungen

≤0.1% Water (Karl Fischer)

Farbe

white

mp (Schmelzpunkt)

55-59 °C

Löslichkeit

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

Wirkungsspektrum von Antibiotika

fungi

Wirkungsweise

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

InChIKey

XEFQLINVKFYRCS-UHFFFAOYSA-N

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Allgemeine Beschreibung

Chemical structure: diphenyl ether derivative

Anwendung

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. Wirkung

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.

Sonstige Hinweise

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

Piktogramme

Exclamation markEnvironment
GHS07,GHS09

Signalwort

Warning

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
039M4899V
098M4783V
058M4789V
028M4788V
BCBW0906

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Sigma-Aldrich

T56308

2,6-Dichlorobenzylchlorid

Novobiocin Natriumsalz ≥90% (HPLC)

Sigma-Aldrich

N1628

Novobiocin Natriumsalz

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Sigma-Aldrich

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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
Joseph V Rodricks et al.
Critical reviews in toxicology, 40(5), 422-484 (2010-04-10)
Triclosan (2,4,4'-trichloro-2'-hydroxy-diphenyl ether) is an antibacterial compound that has been used in consumer products for about 40 years. The tolerability and safety of triclosan has been evaluated in human volunteers with little indication of toxicity or sensitization. Although information in
Z X Wang et al.
The British journal of surgery, 100(4), 465-473 (2013-01-23)
Surgical-site infections (SSIs) increase morbidity and mortality in surgical patients and represent an economic burden to healthcare systems. Experiments have shown that triclosan-coated sutures (TCS) are beneficial in the prevention of SSI, although the results from individual randomized controlled trials
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
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