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72779

Sigma-Aldrich

Triclosan

97.0-103.0% (active substance, GC)

Sinónimos:

Triclosan, 5-Chloro-2-(2,4-dichlorophenoxy)phenol, Irgasan

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About This Item

Fórmula empírica (notación de Hill):
C12H7Cl3O2
Número de CAS:
3380-34-5
Peso molecular:
289.54
Beilstein:
2057142
Número CE:
222-182-2
Número MDL:
MFCD00800992
Código UNSPSC:
12352132
ID de la sustancia en PubChem:
57652433
NACRES:
NA.85

origen biológico

synthetic

Ensayo

97.0-103.0% (active substance, GC)

Formulario

powder or crystals

impurezas

≤0.1% Water (Karl Fischer)

color

white

mp

55-59 °C

solubilidad

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

espectro de actividad antibiótica

fungi

Modo de acción

enzyme | inhibits

cadena SMILES

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

Clave InChI

XEFQLINVKFYRCS-UHFFFAOYSA-N

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Descripción general

Chemical structure: diphenyl ether derivative

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Otras notas

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

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palabra de señalización

Warning

Frases de peligro

H315,H319,H410

Clasificaciones de peligro

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000414753
0000414753
0000414752
0000414752
0000382352

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Millipore

17156

ITC Broth (Base)

2,6-Dichlorobenzyl chloride 97%

Sigma-Aldrich

T56308

2,6-Dichlorobenzyl chloride

Novobiocina sodium salt ≥90% (HPLC)

Sigma-Aldrich

N1628

Novobiocina sodium salt

Cerulenin ≥98% (HPLC), from Cephalosporium caerulens

Sigma-Aldrich

C2389

Cerulenin

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
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
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
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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